key west sailboat sunset cruise

Winner Best Watersports 10 Years Running. Enjoy Xtra Savings Up to $20*

Easter Ultimate Adventure H2.0 >> View Trip

• DEPARTURE POINT DIRECTIONS
• SPECIAL TRIPS & EVENTS
• SPECIAL OFFERS
• JOB OPPORTUNITIES
• MEDIA TICKET REQUEST
• PRIVATE CHARTER INQUIRIES
• WEDDING CHARTER INQUIRIES
• ENVIROMENTAL COMMITTMENT
• MAKE A WISH FOUNDATION
• MEET THE CAPTAINS
• BIKE RENTALS
• PRIVATE CHARTERS
• GOLF CART RENTALS
• THINGS TO DO IN KEY WEST
• VISIT KEY WEST
• KEY WEST ADVENTURE GUIDE
• BEST KEY WEST BARS
• PLACES TO WATCH THE SUNSET
• KEY WEST PARASAILING
• KEY WEST SNORKELING
• KEY WEST WATERSPORTS
• KEY WEST SANDBAR TRIPS
• KEY WEST WEDDINGS
• FOR CRUISE GUESTS

• walk up sales locations

Your phone number will not be shared with a third party, nor will it be sold or used for purposes other than providing you with directions to the selected destination.

Most Popular

KEY WEST SUNSET SAIL with LIVE MUSIC

Come sail along on an ocean breeze and enjoy some of Key West’s best musicians performing live to the backdrop of the setting sun. You’ll eat, drink and party the night away on Key West’s original live music sunset sail. So, grab someone’s hand and let the music move you as we chase down the world famous Key West sunset.

• Check-In, 5:30pm
• Departs, 6:00pm

Commotion On The Ocean Sunset Sail

Key West’s Original Live Music Sunset Sail

• Check-In 5:30pm
• Departs 6:00pm

Guests (Ages 4-10)

Flexible & Refundable Reservations. Guaranteed best price when you book direct. *Seasonal discount restrictions apply.

• DEPARTURE POINT

Trip Features

• World-Famous Key West Sunset
• Hot & Cold Appetizers
• Private & Wedding Charters Available Learn More

What's Included

• Ice Cold Margaritas
• Draft Fury Lager, Michelob ULTRA & Seasonal Beer
• Wine (Chardonnay, Pinot Grigio & Cabernet Sauvignon)
• Sodas & Water

What to Bring

• Valid, Government Issued Photo I.D.
• Gratuities Customary

“ Commotion on the Ocean was a wonderful experience. The crew was absolutely fantastic! There was no need to worry about your cup ever being empty. The team was there before you could empty it to fill it back up. The ride was smooth, band was fantastic and the sunset was beautiful.”

This is a 10 out of 10!! It was an awesome day, professional, friendly staff all the way around! Thanks for a great day in Key West!

“ The crew, drinks and appetizers along with the live music made for a wonderful evening. Would definitely recommend Fury and Commotion on the Ocean to everyone!”

“ What a fun evening! The food was great, the band was great and the crew was even better; headed Captain Willie! I highly recommend Commotion on the Ocean, for a spectacular sunset cruise!!”

“ Commotion on the ocean was a great time. Fun music, excellent service, and beautiful views. Highly recommend!”

“ The Commotion On the Ocean was absolutely beautiful! Great music, dancing, tasty snacks, magnificent margaritas and an awesome catamaran! The sail ship was so much fun that we want to repeat it again once we return to Key West!”

“ This was our first Commotion on the Ocean and will most definitely become a must do every visit to Key West. EVERY staff person was over the top in customer service. Always smiling, taking care of any needs and best of all making sure your drink was always topped off. The food was plentiful and very good (loved the meatballs) And the live music was the perfect compliment to the entire experience. Great job Fury, I’ve ahead recommended you and will continue to do so!”

• Mojo Seasoned Chicken Tenders
• Shrimp Cocktail with Cocktail Sauce
• Fresh Vegetables w/ Ranch
• Jalapeño Cilantro Hummus
• Smoked Fish Dip
• Assorted Cheese & Cracker Platter

Chef’s seasonal selection of appetizers are subject to change

• Selection of Sodas
• Draft Fury Lager, Bud Light & Seasonal Beer

Menu Disclaimer

Unfortunately, we are not able to provide alternative menu items for those patrons who adhere to a specific diet or those susceptible to food allergies. Please feel free to contact us for details concerning our menu offerings should you have any questions. If you have any further reservations, we encourage you to bring a pre-packed meal of your own choosing.

BOAT FEATURES

• State-of-the-Art Catamaran (65ft)
• Large Seated Sundeck
• Shaded Lounge Area
• Modern Marine Restrooms

COMMOTION ON THE OCEAN KEY WEST SUNSET SAIL with LIVE MUSIC

Sail into the World Famous Key West Sunset aboard a FURY Catamaran!

Historic Seaport

Located on the corner of Greene St. and Elizabeth St.next to The Conch Republic Seafood Company.

• Commotion on the Ocean Live Music Sunset Sail
• Champagne Sunset Cruise

Double Dip Snorkel Trip

• Double Dip Combo
• Island Adventure
• Island Adventure Combo
• Ultimate Adventure H2.0
• Dolphin Watch & Snorkel
• Dolphin Watch & Snorkel Sunset Combo

Watching the sunset from shore is beautiful but a Fury Sunset Sail is a very unique way to watch the sunset while being on the water, listening to live music, hot and cold appetizers and unlimited drinks.

The sunset time varies every day throughout the year. But don’t worry, we will make sure you see the sunset before heading back to shore.

We serve a seasonal selection of hot and cold appetizers that include:

(Menu is subject to change)

Yes! We serve water, sodas, margaritas, champagne, beer and wine.

The live band is dependent by the day. The music is an eclectic mix of songs and styles. It is a wide range of popular cover songs. There is something for everyone to enjoy!

The exact location and route of your sail is dependent upon the wind and marine conditions. Your captain will choose the route that allows for the best view of the sunset. You will most likely sail by Mallory Square, Sunset Key and the Key West Harbor.

All of Fury’s sunset sail trips are family friendly. The Commotion on the Ocean has a very lively atmosphere. If you would like a more low key excursion, we suggest the Champagne Sunset Cruise or the Glass Bottom Boat Sunset Cruise .

There are three multiple viewing decks on the sailing catamaran.

Yes, but the space is limited in the shaded areas.

Fury Water Adventures does not operate in unsafe weather conditions, but a light rain shower is not a deterrent. The Captain will assess the weather and should the Captain determine that the conditions are unsafe to run the tour, the tour may be postponed or it will be canceled. If a trip is canceled by Fury Water Adventures for any reason, every effort will be made to reschedule the trip during your stay in Key West. If you are unable to reschedule, you will have the option of receiving a voucher for a future trip or receiving a full refund. Every effort will be made to run tours, as advertised. Should Fury have to amend or alter your tour due to extraneous circumstances, tickets remain non-refundable on tours taken.

Departure Location #3 631 Greene Street – Located on the corner of Greene St. and Elizabeth St. next to The Conch Republic Seafood Company.

No, we do not provide parking at any of our check in locations, but you can use street parking, pay to park lots or parking garages.

All cancellations must be made at least 24 hours prior to your trip’s scheduled departure time. To place a cancellation, please call 1-888-976-0899 or email [email protected] and refer to the confirmation number at the top of your confirmation document. Failure to place a cancellation at least 24 hours in advance will result in your credit card being charged the full amount of the reserved. No refunds will be issued for reservations cancelled within 24 hours of departure, unless reservation refund protection was purchased. Please note that failure to show for the reserved trip  without cancellation will result in no refund. If a trip is cancelled by Fury Water Adventures® for any reason, every effort will be made to reschedule the trip during your stay in Key West. If you are unable to reschedule, you will have the option of receiving a voucher for a future trip or receiving a refund.

Fury has a 24 hour notice cancellation policy to receive a refund. Guests can purchase Reservation Refund Protection for a 10% fee to be eligible to cancel or transfer tickets up to 1 hour prior to their scheduled departure. All you have to do is email a request to [email protected] no later than 1 hour in advance of your reservation time.

Reservation refund protection fees are 100% non-refundable in the event of any cancellation or reservation change.

Yes! Fury operates 365 days a year. Be sure to check out our Special Trips & Events page to see if we are running any special Holiday trips.

It is necessary for Fury to check you in and give you a boarding pass. This helps us maintain an accurate count for the coast guard. You may also be required to fill out various liability waiver forms for the activities you participate in.

No, we do not offer any wifi on our vessels.

Please bring a Valid Government Issued Photo ID. Gratuities are customary.

You may bring your own food and non-alcoholic drinks as long as there are no glass containers and it fits in a small soft cooler.

Yes! To receive a military discount on any Fury trip, please book through the MWR office on Key West’s Sigsbee base by calling (305) 293-4174. The ticket buyer must purchase tickets in person and present a valid Military Issued ID.

Most Fury tours will require the minor guest’s natural parent be present at check in to sign them in. Please call 888-976-0899 for specific policy details for your preferred tour.

Yes, life jackets are onboard for everyone in case of emergency.

Fury allows service animals only. A service animal is any dog that has been trained to perform tasks to benefit an individual.  The work performed must be directly related to the individuals disability.  According the ADA service animals for emotional support, therapy, comfort or companionship are not considered service animals.

The guest requiring the service animal must be in possession of the animal at all times. Due to the nature of Fury tours,  guest and service animal  may  be required to remain on the boat for the entirety of the tour . This is to ensure the guest’s safety as well as that of the service animal, Key West wildlife, other guests, captain and crew.

Related Trips You May Also Like

LET'S TURN UP THE HEAT ON SAVINGS!

Sign up to receive an email with a one time offer code to use on select trips.

Save up to $8*

TRIP DETAILS

Dolphin Watch Eco Tour

Founding member of NOAA Dolphin Smart Program

• Departs 9:00am, 12:30pm & 5:00pm

Dolphin Watch Sunset Cruise Combo

Eco Tour • Backcountry Snorkel • Sunset (Available Seasonally)

Double Dip Snorkel Sunset Combo

Snorkel 2 Reef Locations • Sunset (Available Seasonally)

Visit Two Living Coral Reef Locations

Fury’s Island Adventure Eco Tour

Remote Sanctuary Reserved For Locals

• Departs 10:00am & 3:30pm
• Food & Beverages

Save up to $13*

Glass Bottom Boat

Taking Visitors To Key West’s Reefs For Over 70 Years

• Departs 12:00pm, 2:00pm & 6:00pm
• Approx. 2 hrs

Save up to $6*

Glass Bottom Boat & Sunset Cruise

Island Adventure & Sunset Cruise Combo

Eco Tour • Snorkel • Kayak • Paddleboard • Sunset Combo Option

Key West Jet Ski Tours

Brand New SeaDoo Jet Skis

• Departs 8:30am-5:30pm

Key West Parasailing

Tandem + Triple Rides Largest Parasailing Fleet in Key West

• Departs 9:00am-3:00pm, 4:15pm, 5:15pm & 6:15pm

Key West Private Charters

Completely Customizable

Key West Snorkeling

Start Your Day Aboard Key West’s Most Spacious Catamaran

• Departs 9:30am

Save up to $5*

Key West Sunset Cruise

Tranquil Ocean Setting

• Departs 6:45pm

New! Ultimate Adventure H2.0

Key West's Largest & Only State Certified Ocean Waterpark

• Departs 10:00am & 1:00pm

Save up to $16*

Reef & Ritas Snorkeling Trip

Afternoon Adventure Aboard Key West’s Most Spacious Catamaran

• Departs 1:00pm

Rum & Reggae Snorkel Sunset Combo

Reef Adventure by Day, Sunset Magic by Night

• Departs 5:00pm

• How It Works

• Sunset Cruises
• Key West Sunset Cruises

Key West Tours

• All Activities
• Beach Rentals
• Bus Tours from Miami
• Dinner Cruises
• Do It All Tours
• Dolphin Tours
• Extreme Sports
• Deep Sea Fishing
• Flats Fishing
• Large Group (7+) Fishing Charters
• Light Tackle Fishing
• Ghost Tours
• Glass Bottom Boat
• Inshore fishing
• Jet Ski Tours
• Kayaking Tours
• Parasailing
• Private Boat Charters
• Sailing Tours
• Scuba Diving
• Scuba Instruction
• Shore Excursions
• Sightseeing Tours
• Snorkeling Tours
• Special Offers
• Trolley Tours
• Electric Car Rentals
• Golf Cart Rentals
• Scooter Rentals
• Walking Tours
• Water Sports
• Water Tours

Attractions

• Bahama Village
• C.B. Harvey Memorial Rest Beach
• Dolphin Playground
• Fort Zachary Taylor State Park
• Higgs Beach
• Key West Cemetery
• Marine Park
• Smathers Beach
• South Beach
• The Southernmost Point
• Spring Break in Key West
• Easter in Key West
• Memorial Day in Key West
• 4th of July in Key West
• Labor Day Weekend in Key West
• Thanksgiving in Key West
• Key West Powerboat Races
• New Year’s Eve in Key West
• Christmas in Key West
• Key West Lighted Boat Parade
• Valentine’s Day Key West

Recommendations

• Top 10 Key West Best
• #1 Staff Picks
• Best For Adventure
• Best For Culture & History
• Best For Relaxation
• Best For Romance
• Getting Around
• Shopping & Gifts
• Things To Do with Kids

• Key West Wind & Wine Sunset Sail

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running.... Read More

• Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise... Read More

• Key West Sunset Champagne Cruise

Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy... Read More

• Key West Sunset Dinner Cruise

Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar.... Read More

• Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran... Read More

Key West Schooner Sunset Sail with Hors D’oeuvres and Full Bar

Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and... Read More

• Key West Catamaran Dolphin Watch & Sunset Sail

Set sail from Key West's Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines... Read More

Key West Sunset Snorkel Sail

Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and... Read More

Key West Dolphin Watch Sunset Snorkel Cruise

The Sunset Watersports Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the world famous... Read More

Sunset Sip & Sail

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music •... Read More

Travelers like you also enjoyed...

Key West Private Wind & Wine Charter (for up to 30 guests)

The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running. See the sunset on... Read More

Key West Sunset Cruises Overview

A Key West sunset cruise is a vacation must-do that adds an unforgettable experience to any Key West visit. Choose a graceful sailing schooner, a sleek modern catamaran, or a roomy dinner cruise liner with live music and all the trimmings – this curated selection of the best Key West sunset cruises offers good times set against one of nature’s grandest spectacles.

Depart the harbor in the late afternoon to enjoy an evening on the water, or combine dolphin watching, snorkeling, or a glass-bottom boat tour with sunset and the perfect end to another day in paradise. Key West sunsets are famous for highlighting nature’s grandeur as the sun sinks below the broad ocean horizon and brings on dramatic color changes of a range and intensity not seen on land. The unobstructed fetch of the light, atmospheric moisture, and other refractory factors combine to produce awe-inspiring natural beauty.

Add a chilled beverage and a loved one to share the occasion and the result is sublime. Click on a selection below to learn more about the most popular Key West Sunset Cruises.

Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What type of boats are used for Key West Sunset Cruises?

A: The diversity of available sunset cruise vessels is one of the things that make Key West Sunset Cruises so special. Guests who enjoy sailing can choose a 65-foot skipjack schooner with authentic lines that replicate the sailboats used by 19th century Florida Keys fishermen and wreckers. Or a modern sailing catamaran with the stability, speed, and generous deck space these craft are known for. Power catamarans are fast and smooth, perfect watersports or dolphin-watching platforms. And of course, enjoying a buffet dinner and cocktails aboard a 65-foot custom party catamaran should be on everyone’s bucket list. For a wedding, anniversary, or other special occasion, try a private charter to have a sail or power yacht all to yourself.

All the boats used for these popular Key West Sunset Cruises are top-of-the-line designs built for safety, comfort, and fun on the waters around Key West. The United States Coast Guard regularly inspects every Key West Sunset Cruise boat, and all required safety equipment is aboard and properly updated at all times. This is luxury sunset cruising at its best, with expert local captains and crew members, high-tech navigation gear, and the latest in quiet, efficient, low-emission engines. Plus, there are those added touches to enjoy like room for cocktail and wine service, deck space for top local musicians to perform, and even a bit of space to dance on some cruises.

Q: What makes a Key West Sunset Cruise so special?

A: Something about sunset in a tropical island location inspires people to a greater appreciation for what is normally a simple daily event. The famous and elusive Waikiki sunset “green flash” draws hundreds of camera-toting tourists to the Kalakaua Avenue beach walk each evening. Maui has Mt. Haleakala, the “House of the Sun” with sunsets worth an hour drive up the mountain. Beach bar decks in Phuket Thailand get packed as early evening comes on. And sunset in Key West is definitely a big deal whether seen from land or water.

Mallory Square and the nearby anchorage waters have been a hub of activity in Key West for over two hundred years, and when hippies arrived in town during the late 1960’s, they discovered that Mallory Pier offered a perfect wide-open view to the west. The custom of celebrating the amazingly colorful ocean sunsets took hold, and now Mallory Square and the Key West sunsets are both world famous.

Visitors have been boarding boat tours out of the harbor near today’s Mallory Square since the mid-19th century. With quiet, unobstructed on-deck views, the blazing orange, red, and purple clouds along the horizon and the awesome disc of the sun visible as it slides out of sight captured attention very early on. Now, modern vessels are able to provide visitors with a nice range of specialized sunset-watching cruises to suit any taste, and the best way to find out why Key West Sunset Cruises are so special is to come aboard and try one (or more).

Q: Which Key West Sunset Cruise is best for me?

A: The only easy choice among the many popular Key West Sunset Cruises is deciding to go on one. After that, the variety of attractive options may easily lead a visitor to decide that the only solution is to enjoy more than one sunset on the water! But if a choice of just one (or two) must be made, the best strategy is to consider what you like best and who is joining you for what could easily be the highlight of any Key West visit.

Naturally, the idea of gliding smoothly over turquoise water under sail while toasting a perfect day with a cold beer, glass of wine, or cocktail is very tempting. A Sunset Sip & Sail or Premium Sunset Sail with Hors D’oeuvres and Full Bar will provide a perfect happy hour start for a couple planning an evening on the town.

For an active family, or anyone who enjoys the water, taking an afternoon snorkeling trip that winds down with a beautiful sunset (and beverages) offers the best of both worlds. A Key West Sunset Snorkel Sail is just the ticket. Nature lovers should try a Glass-Bottom Boat Tour Sunset Combo or take the Dolphin Watch Sunset Snorkel Cruise.

Looking to party with some reggae or just enjoy live music and a cocktail hour at sunset? Take a look at Rum n’ Reggae or the Sunset Party Cruise. The award-winning Key West Wind & Wine Sunset Sail is notable for its pairing of fine wines and craft beers with gourmet appetizers. Special occasions (and every Key West sunset is special) call for a Sunset Champagne Cruise or Dinner Cruise. And for the ultimate in luxury, gather family and friends or just one significant other on a 65-foot schooner and sail away on a Key West Wind & Wine Private Charter.

Q: What kind of wine is served on the Key West Wind & Wine Sunset Sail?

A: Looking for a sunset cruise with a focus on fine wine to go with the fine view? The Key West Wind & Wine Sunset Sail is a legend with locals and visitors alike. This elegant and awesome sunset cruise has pulled down top ratings on Trip Advisor for several consecutive years in addition to earning a Top Sunset Cruise designation (one of the top 2 in North America) from Coastal Living Magazine. The Wind & Wine is a cruise that stands above the rest because it is one of very few sailing excursions in the United States that offers a selection of “real” fine wines from America and around the world.

A small group will gather on deck beneath the billowing sails to enjoy an intimate atmosphere, tropical music, and the incredible Key West sunset along with 8 different wines from around the world and 5 types of domestic and imported beer. There are usually 4 red and 3 white wines plus a champagnoise open for the tasting. The charcuterie and cheese board goes far beyond simple sailors’ rations to deliver the perfect wine pairings with Dill Havarti, Smoked Gouda, fresh Mozzarella, and Brie cheeses. Caprese skewers, summer sausage, honey-drizzled green apple slices, fruit, water crackers and more make for the ultimate water-borne wine tasting session.

Q: Skipjack schooner or catamaran – which one is best for a sunset cruise?

A: Sailing schooners and sailing or powered catamarans are the two most popular Key West sunset cruise vessels. In fact, these are the most commonly used craft for all types of Key West water tours from Backcountry snorkeling and kayak tours to glass-bottom boat rides. The reason for this is simple – skipjack-style schooners and catamarans are both shallow-draft boats that are well-suited to navigating the sandbar- and reef-filled waters around Key West.

Skipjack schooners were originally designed for harvesting oysters in shallow Chesapeake Bay. Adopted for use by 19th-century Florida Keys wreckers, sailors who would race out to salvage cargo from ill-fated ships caught on the reefs around the Keys, skipjacks became very common in local waters as general working and fishing boats. Modern catamarans are adaptations of ancient Polynesian boat designs used by sea-going peoples who lived on tropical islands ringed by shallow coral reefs and lagoons. The ability to skim through the shallows and land directly on the beach was critical. Known for their stability and versatility, today’s catamarans are the fastest and shallowest-running boats on the water.

Both types of vessel provide a safe, comfortable ride and can take guests to the best places to sightsee and play in Key West waters. Do you enjoy a touch of history and the romance of a tall ship under sail? Then a schooner would be a good choice. These classic ships have been sailing out of Key West for over 200 years, and guests who come aboard a Key West schooner today are in for an award-winning luxury sunset cruise.

Catamarans also move very gracefully under sail, but a key difference is that the cat’s deck remains level at all times because the vessel does not heel (lean over under the wind power) like a single-hull sailboat. A catamaran can also offer more wide-open deck space between the two hulls. This allows for seating at tables, live music and dancing, and ease of movement around deck for enjoying the view and taking pictures. The broad, flat deck also makes the catamaran a great play boat for an afternoon of watersports and sunbathing.

Schooners and catamarans are both a lot of fun on the water, so the choice between them is mainly about a guest’s personal preference. Planned activities for the sailing trip as well as any physical limitations and the need for ease of movement should also be considered. Of course, many Key West visitors end up going out on both types of vessel to enjoy not only beautiful sunset cruises but the many other opportunities for fun on and in the water that have made Key West a world-famous tropical vacation destination.

Q: What are the best options for Key West Sunset Cruises?

A: According to verified reviews on Cool Key West and TripAdvisor, the best Key West Sunset Cruises are:

Q: What are the best kid-friendly options for Key West Sunset Cruises Activities?

A: According to verified reviews on Cool Key West and TripAdvisor, the best kid-friendly Key West Sunset Cruises are:

View all kid-friendly Activities →

Q: Which Key West Sunset Cruises have Instant Confirmation?

A: Key West Sunset Cruises with Instant Confirmation include:

View all Activities with Instant Confirmation →

Q: Which Key West Sunset Cruises have Free Cancellation?

A: Key West Sunset Cruises with Free Cancellation (in most cases up to 24 hours in advance of your activity date, check the specific activity page) include:

View all Activities with Free Cancellation →

Q: I need a ride! Which Key West Sunset Cruises include Hotel Pickup?

A: No problem. These Key West Sunset Cruises include Hotel Pickup:

View all Activities with Hotel Pickup →

Popular Key West Searches

• Top Rated Key West Activities
• Kid-Friendly Key West Activities
• Key West Tours & Activities with Instant Confirmation
• Key West Activities with Hotel Pickup
• Key West Activities with Free Cancellation
• Key West Activities with Perfect 5-Star ratings
• Key West Activities up to 1 Hour
• Key West Activities 1-4 Hours
• Key West Activities 4 Hours to 1 Day
• Key West Activities with Over 100 Reviews
• Key West Activities with Over 250 Reviews
• Key West Activities with Over 500 Reviews
• Key West Activities with Over 1,000 Reviews
• Key West Activities with Over 2,500 Reviews
• Key West Activities Under $50
• Key West Activities $50 - $100
• Key West Activities $100 - $250
• Key West Activities Over $250
• Key West Activities Likely to Sell Out

Things To Do in Key West

• Key West Beach Rentals
• Key West Bus Tours from Miami
• Key West City Tours
• Key West Day Trips
• Key West Dinner Cruises
• Key West Do It All Tours
• Key West Dolphin Tours
• Key West Private Boat Charters
• Key West Eco Tours
• Key West Extreme Sports
• Key West Fishing
• Key West Large Group (7+) Fishing Charters
• Key West Deep Sea Fishing
• Key West Flats Fishing
• Key West Light Tackle Fishing
• Key West Ghost Tours
• Key West Glass Bottom Boat
• Key West Inshore fishing
• Key West Jet Ski Tours
• Key West Kayaking Tours
• Key West Museums
• Key West Parasailing
• Key West Sailing Tours
• Key West Scuba Diving
• Key West Scuba Instruction
• Key West Shore Excursions
• Key West Sightseeing Tours
• Key West Snorkeling Tours
• Key West Trolley Tours
• Key West Vehicle Rentals
• Key West Electric Car Rentals
• Key West Golf Cart Rentals
• Key West Scooter Rentals
• Key West Walking Tours
• Key West Water Sports
• Key West Water Tours
• View all Things To Do in Key West

Key West Attractions

• Bahama Village Tours & Tickets
• C.B. Harvey Memorial Rest Beach Tours & Tickets
• Coral Reef Tours & Tickets
• Dog Beach Tours & Tickets
• Dolphin Playground Tours & Tickets
• Fort Zachary Taylor State Park Tours & Tickets
• Higgs Beach Tours & Tickets
• Key West Cemetery Tours & Tickets
• Key West Marine Park Tours & Tickets
• Smathers Beach Tours & Tickets
• South Beach Tours & Tickets
• The Southernmost Point Tours & Tickets
• View all Key West Attractions

Key West Calendar

• New Year's Eve in Key West
• Celebrate Valentine's Day in beautiful Key West!
• View all Key West Calendar

Key West Recommendations

• Best For Culture & History
• Cool Key West #1 Staff Picks — What would a local do for fun in Key West?
• Getting Around Key West
• Key West Shopping & Gifts
• The Best Key West Tours & Activities For Relaxation
• Things To Do in Key West with Kids
• Top 10 Key West
• View all Key West Recommendations

Sorting, ranking, and search results

Cool Key West wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Key West over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

Accessibility

Accessibility modes, online dictionary, readable experience, visually pleasing experience, easy orientation, accessibility statement.

• www.coolkeywest.com
• March 21, 2024

Compliance status

Screen-reader and keyboard navigation.

• Screen-reader optimization: we run a background process that learns the website’s components from top to bottom, to ensure ongoing compliance even when updating the website. In this process, we provide screen-readers with meaningful data using the ARIA set of attributes. For example, we provide accurate form labels; descriptions for actionable icons (social media icons, search icons, cart icons, etc.); validation guidance for form inputs; element roles such as buttons, menus, modal dialogues (popups), and others. Additionally, the background process scans all of the website’s images and provides an accurate and meaningful image-object-recognition-based description as an ALT (alternate text) tag for images that are not described. It will also extract texts that are embedded within the image, using an OCR (optical character recognition) technology. To turn on screen-reader adjustments at any time, users need only to press the Alt+1 keyboard combination. Screen-reader users also get automatic announcements to turn the Screen-reader mode on as soon as they enter the website.These adjustments are compatible with all popular screen readers, including JAWS and NVDA.
• Keyboard navigation optimization: The background process also adjusts the website’s HTML, and adds various behaviors using JavaScript code to make the website operable by the keyboard. This includes the ability to navigate the website using the Tab and Shift+Tab keys, operate dropdowns with the arrow keys, close them with Esc, trigger buttons and links using the Enter key, navigate between radio and checkbox elements using the arrow keys, and fill them in with the Spacebar or Enter key.Additionally, keyboard users will find quick-navigation and content-skip menus, available at any time by clicking Alt+1, or as the first elements of the site while navigating with the keyboard. The background process also handles triggered popups by moving the keyboard focus towards them as soon as they appear, and not allow the focus drift outside of it.Users can also use shortcuts such as “M” (menus), “H” (headings), “F” (forms), “B” (buttons), and “G” (graphics) to jump to specific elements.

Disability profiles supported in our website

• Epilepsy Safe Mode: this profile enables people with epilepsy to use the website safely by eliminating the risk of seizures that result from flashing or blinking animations and risky color combinations.
• Visually Impaired Mode: this mode adjusts the website for the convenience of users with visual impairments such as Degrading Eyesight, Tunnel Vision, Cataract, Glaucoma, and others.
• Cognitive Disability Mode: this mode provides different assistive options to help users with cognitive impairments such as Dyslexia, Autism, CVA, and others, to focus on the essential elements of the website more easily.
• ADHD Friendly Mode: this mode helps users with ADHD and Neurodevelopmental disorders to read, browse, and focus on the main website elements more easily while significantly reducing distractions.
• Blindness Mode: this mode configures the website to be compatible with screen-readers such as JAWS, NVDA, VoiceOver, and TalkBack. A screen-reader is software for blind users that is installed on a computer and smartphone, and websites must be compatible with it.
• Keyboard Navigation Profile (Motor-Impaired): this profile enables motor-impaired persons to operate the website using the keyboard Tab, Shift+Tab, and the Enter keys. Users can also use shortcuts such as “M” (menus), “H” (headings), “F” (forms), “B” (buttons), and “G” (graphics) to jump to specific elements.

Additional UI, design, and readability adjustments

• Font adjustments – users, can increase and decrease its size, change its family (type), adjust the spacing, alignment, line height, and more.
• Color adjustments – users can select various color contrast profiles such as light, dark, inverted, and monochrome. Additionally, users can swap color schemes of titles, texts, and backgrounds, with over 7 different coloring options.
• Animations – epileptic users can stop all running animations with the click of a button. Animations controlled by the interface include videos, GIFs, and CSS flashing transitions.
• Content highlighting – users can choose to emphasize important elements such as links and titles. They can also choose to highlight focused or hovered elements only.
• Audio muting – users with hearing devices may experience headaches or other issues due to automatic audio playing. This option lets users mute the entire website instantly.
• Cognitive disorders – we utilize a search engine that is linked to Wikipedia and Wiktionary, allowing people with cognitive disorders to decipher meanings of phrases, initials, slang, and others.
• Additional functions – we provide users the option to change cursor color and size, use a printing mode, enable a virtual keyboard, and many other functions.

Browser and assistive technology compatibility

Notes, comments, and feedback.

Private & Shared Sailing Charters

Sunset sail key west.

Have the sea to yourself with Sunset Sail Key West—chartered sailing trips led by us, tailored to you.

Get inspired with our most popular trips!

Private sunset sail.

Chillout Lilypad Sail

Key West Daysail

Sunset Sail on When & If

Privates Charters

Discover your perfect private charter.

Set out on a snorkeling, stargazing, or sunset sail, or build your own custom trip. Romance, relax or unwind from the privacy of your own chartered sailboat.

Shared Trips

Come together on a shared charter.

Rise above the crush of the crowds and set sail on a unique shared sunset charter, with a few friends you haven’t met yet. A personable local crew and captain will treat you to a stunning sunset view from the deck of an unforgettable vessel– General Patton’s elegant, private schooner When and If.

Three Classic Boats

View our fleet.

We sail a fleet of three vintage sailboats, each with their own unique charm and appeal. A custom sloop, a classic ketch, and a historic schooner are waiting to make memories with you on the crystal clear waters of Key West. Each boat is suited to different types of outings, so take a moment to get acquainted with our vessels.

Real. Fun. Sailing.

When And If is back at beautiful Stock Island Marina!

Check Out Our Ship's Store!

Wreckers' Race Season Is Back!

Hello, Sailor! Don’t miss out on the latest Sunset Sail news & offers.

Friends of SSKW

Legal & safety.

An Authentic Key West Sailing Experience!

Come sail Key West’s most photographed ship – the Jolly II Rover , a square-rigged topsail schooner! A Key West sailing adventure aboard the Schooner Jolly II Rover takes you back in time on a classic 80’ tall ship to an era of pirates, rum runners and privateers seeking freedom and solitude. Their spirit of independence lives on daily on the Jolly II Rover.

Roling Thunder Happy Hour from James Papagno on Vimeo .

The crew from Active Perspectives and Bombarda Rum chose the Rover to set the stage for their latest investment video. They were kind enough to create a short director’s cut for us to use. Cheers gents! (see the full video here )

Sunset Sail

A top Key West attraction is the Jolly II Rovers famous “Red Sails in the Sunset” 2 hour sunset sail! Take in a memorable sail of Key West’s most famous sights while the sun works its magic turning the sky brilliant colors. With our distinctive red sails and being the only square rigged tall ship in Key West, the Jolly II Rover is the focal point as we sail past the Mallory Square Sunset Celebration. Help raise the sails, fire the cannons, and take your turn at the wheel for an authentic tall ship sailing experience.

More Info Book online now!

Key West Day Sail

Our daily 2-hour afternoon sailing tour fits perfectly into your Key West sightseeing trip. Enjoy an exciting Key West sailing adventure on the glistening crystal blue waters, with the Rover’s signature red sails flying! Look for the abundant Florida Keys wildlife both in the air and sea. Find your inner pirate and join the crew while you hoist the sails, steer the ship and fire the cannons!

• Private Charters

Searching for a truly unique Key West sailing experience that is all your own? Charter your own private Key West tall ship sailing adventure. Whether its a few hours to celebrate a special event or an all day adventure, tell us where you want to go and what you want to experience, then climb aboard! For memories of a lifetime, charter a sunset wedding or an overnight excursion. Boca Grand is only 12 miles outside of Key West and is in a world of it’s own. You can even charter the Jolly II Rover for a private party dock side or anchor overnight experience.

Experiences

Key West Experiences

Key West Lighted Boat Parade

Join the Crew of the Jolly II Rover and parade through the Historic Seaport of Key West showing off the ships holiday décor! Enjoy a starry night, a festive atmosphere and thousands of twinkling lights on this entertaining evening cruise. Bring your own choice of food and beverages, bottled water snacks of crackers and cheeses included.

Key West Wreckers Race

The “day of wreckoning” reenacts times in Key West history when wreckers raced to a disabled ship, rescued the crew and laid claim to the cargo! Today, there is nothing to rescue except bruised egos from the last race. Join the Schooner Jolly II Rover for a day of rivalry, fun and radio insults on the high seas! Enjoy an exciting sailing adventure among a multitude of sailing vessels all competing for fun!

Key West Civil War Days

Join the crew of the Schooner Jolly II Rover for this very exciting and famous, annual Battle of the Schooners!! Re-enactors in period costume will be onboard as the Schooner Jolly II Rover defends its position in the harbor against opposing forces from both land and sea! This is a very popular and very exciting event. Seating will be limited to 16 passengers and ear protection will be provided to all passengers.

Currently operating year round out of the Historic Seaport of Key West, Florida, the Schooner Jolly II Rover is the only square rigged, topsail schooner contracted with the Florida National Boy Scouts of America High Adventure Sea Base Program. The Jolly II Rover provides boy scout troops with week long sailing, snorkeling and fishing adventures in the beautiful waters of the lower Florida Keys through the months of June, July and August.

Over the years, the Schooner Jolly Rover has been featured in countless magazines, newspapers and blogs for our iconic red sails and legendary sunset cruises. Read them here.

Like us on Facebook

Join us on facebook here ., frequent sailor discount.

Many locals as well as visitors are repeat sailors. And we love seeing familiar faces, so we offer $15 off your second sail and your third sail is FREE!

*Within 30 days.

Where to Find Us

Click here for the map.

305-304-2235  BOOK ONLINE

© 2024 Schooner Jolly Rover.

Toggle Events Categories

Browse by boat

• Schooner America 2.0

Browse by theme

• Day Sailing (4)
• Key West February Events (5)
• Key West Full Moon Sail (2)
• Key West Holiday Events (5)
• Key West January Events (4)
• Key West March Events (5)
• Lighted Boat Parade (1)
• New Year's Eve (1)
• Romantic Sails (6)
• Sail Racing (2)
• Sailing (10)
• Sightseeing Cruise (5)
• Special Events (6)
• Stargazing Sail in Key West (2)
• Sunset Sails/Cruises (3)
• Valentine's Day (1)
• Terms and Conditions

Sunset Sails/Cruises

Book Now Call to order 305-293-7245

Your Key West vacation is not complete without experiencing a Key West sunset sail! What better boat would you want to experience a magical Key West sunset other than the Schooner America 2.0?  From her experienced and professional crew to her comfortable and spacious seating, we think Schooner America 2.0 is the best Key West sunset sail our little island has to offer! Join us for a Key West sunset cruise aboard the legendary Schooner America 2.0, and make memories to last a lifetime!

Key West is famous for its sunset, and there is no better way to watch this stunning phenomenon than aboard the luxurious Schooner America 2.0 for a cruise in the emerald green waters. Enjoy some smooth Key West sailing with a refreshing beverage in hand and the wind in your hair for a Key West sunset cruise to remember.

Above all, our crew will cater to your every need on this Key West sunset cruise. Leave the hard work to us as we allow you to sit back, relax and enjoy cruising through the key West waters on this boat ride! 

On this boat ride, there is even a chance you may get a glimpse of the “green flash” as you watch the sun dip below the horizon. 

Not only is this sunset sail in Key West aboard the Schooner America 2.0 magical, but it is the most romantic and peaceful sail we have to offer. This sunset boat ride will not only create a memory that will last a lifetime, but it will keep you coming back to Key West over and over again. 

-->Key West Sunset Sail on Schooner America 2.0 -->

Enjoy the best sunset sail in Key West on the Schooner America 2.0!  Take in the vibrant colors of Key West’s famous sunset as you sip complimentary champagne.  On this Key West Sunset Cruise, you will magically glide through the crystal clear surrounding waters whilst being taken care of by our professional and friendly crew.

This two-hour Key West sunset cruise features complimentary champagne, wine, beer, soft drinks, and water and passed hors d’oeurves- veggie crudite, cheese and crackers, and shrimp cocktail. There is a cocktail bar on board for purchase. Sit back and relax while Schooner America 2.0 plies effortlessly through the turquoise green Key West sailing waters and off towards the horizon for the quintessential Key West Sunset experience!  (Call us directly to save 6% online processing fee)

-->Champagne Sunset Valentine’s Day Sail -->

Join us for our Key West Valentine’s Day Sunset Sail aboard the Schooner America 2.0!  This is a day to celebrate your loved one.  So spend Valentine’s Day in Key West aboard our elegant Schooner. It truly is the perfect way to show your love and appreciation. Sail through Key West with a glass flute of French champagne in hand and cruise aboard our classic boat for an evening of elegance.  Watch the sun dip beyond the horizon.  Snuggle up with your loved one to celebrate your love for each other.  Reflect on your relationship aboard this Valentine’s Day cruise.Our professional crew will cater to your every need. We will wine and dine you and make you feel like royalty. Key West sailing is a magical way to capture a moment in time.  So what better cruise to do this on then the Key West Valentine’s Day Sunset Sail.  This magical Key West sunset sail will take your breath away and your loved one will be swept off their feet all over again.  (Call us directly to save 6% online processing fee)

-->Full Moon Sail Aboard Schooner America 2.0 -->

Sail through the Key West waters by full moonlight on this romantic Full Moon sailing adventure aboard one of Key West’s most stunning modern sailboats, the 105 ft Schooner America 2.0. This special sail is only offered for a limited time every month! Ticket price includes 1.5 hours of sailing, one alcoholic beverage, complimentary soft drink, and water. (Additional drinks available for purchase) Pro Tip: Call us directly to avoid the 6% online processing fee.

JOIN OUR MAILING LIST

See our calendar of events, private yacht charters.

Sail out into the emerald green waters of Key West and impress your guests. Step aboard the legendary Schooner America 2.0 for a private charter. This yacht is perfect for Corporate outings, Birthdays, Anniversaries, Weddings, Team Building and more. Read more »

PUBLIC EVENTS

Sail out into NY Harbor and impress your guests. Step aboard one of our classic vessels for a private charter. These yachts are perfect for Corporate outings, Birthdays, Anniversaries, Weddings, Team Building and more. Read more »

• Private Yacht Charters
• Ticketed Cruises
• Press/Video
• Buy Tickets
• Contact / Directions
• Our Key West Location
• All Locations
• Information/Rates
• Places to Stay in Key West
• Our Key West recommendations
• New Year’s Eve in Key West
• Press Contact Form
• Private Yacht Charters Themes
• COVID-19 Updates
• Leave Us Direct Feedback
• Contact Classic Harbor Line: 305-293-7245
• Tickets: 305-293-7245

Copyright © 2024 Classic Harbor Line Schooner Wharf Bar, 202 William St. Key West, FL 33040 | Powered by Diedrich RPM.

Back to top

Catamaran Champagne Sunset Sail

• Sunset Sails
• Parasailing
• Key West Private Charters

Sunset in style. Join us for our exceptional Catamaran Champagne Sunset Sail

Key West is known for its world famous sunsets. The local way to experience one is with Sebago. Let us make your Key West vacation complete with a sunset sail on Sebago Flyer or Sebago Cubed, our 60′ sailing catamarans with plenty of room to stretch out and enjoy the breathtaking view.

Enjoy drinks throughout the tour with complimentary champagne, wine, sangria chilled beers and soft drinks.

After leaving Key West’s Historic Seaport, sails are raised to provide you with a brisk, true sailing experience. During your Key West catamaran cruise, feel the wind in your hair and the ocean breeze caress your skin. Take in Key West landmarks like the Mallory Square Sunset celebration, Sunset Key and historic Fort Zachary Taylor.

As the sun starts its descent, your experienced Sebago captain carefully positions the boat for the best view of Key West’s spectacular sunset. As the sun slides beneath the western horizon, steal a kiss from your loved one. Gather your friends and family around you as the painted sky fades to dark and the starlit sky puts on its own show. What a perfect ending to your day in paradise!

Catamaran Champagne Sunset Sail 2.5 – Hour Sail Summer: 6:00pm – 8:30pm (boarding starts 1/2 hour prior) Winter: 4:30pm – 7:00pm (boarding starts 1/2 hour prior)

YOU WILL BE SAILING ON ONE OF SEBAGO'S 60' CATAMARANS INCLUDED SEBAGO FLYER OR SEBAGO CUBED CATAMARAN FEATURING:

Plenty of seating, both in the sun and shade

Limited number of passengers below capacity so you have room to spread out

Spacious heads (bathrooms)

WHAT TO BRING

Grab your hat, sunglasses, camera and love of adventure. We will do the rest! Please bring a valid, government issued photo ID. Some activities and enjoying alcoholic beverages require that we verify your age.

You Also Might Be Interesed In...

Parasailing – Key West

$69.95 Regularly $89.95

Every Hour on the Hour

9:00AM to 5:00PM

Key West Reef Snorkel – Morning

$49.95 Regularly $59.95

SUMMER: 6:00PM WINTER: 4:30PM

Boarding starts 1/2 hour before. Spring and Fall times vary by the sunset – please check your booking confirmation for exact departure times. Please bring a valid, government issued photo ID. Some activities and enjoying alcoholic beverages require that we verify your age. All prices do not include Florida sales tax.

Tour Includes:

• Sail Past Local Landmarks as you Enjoy a Famous Key West Sunset
• Champagne, Sangria, Wine, Beer, Soft Drinks and Filtered Water
• Privacy Overview
• Strictly Necessary Cookies
• 3rd Party Cookies
• Cookie Policy

This website uses cookies so that we can provide you with the best user experience possible. Cookie information is stored in your browser and performs functions such as recognising you when you return to our website and helping our team to understand which sections of the website you find most interesting and useful.

Strictly Necessary Cookie should be enabled at all times so that we can save your preferences for cookie settings.

This website uses Google Analytics to collect anonymous information such as the number of visitors to the site, and the most popular pages.

Keeping this cookie enabled helps us to improve our website.

Please enable Strictly Necessary Cookies first so that we can save your preferences!

DO WE USE COOKIES AND INTEREST-BASED ADVERTISING?

Yes, cookies are small files that a site or its service provider transfers to your computer’s hard drive through your Web browser (if you allow) that enables the sites or service providers systems to recognize your browser and capture and remember certain information.

We use cookies to help us remember and process the items in your shopping cart, understand and save your preferences for future visits, keep track of advertisements, market our services, and compile data about site traffic and site interaction so that we can offer better site experiences and tools in the future. We may contract with third-party service providers to assist us in better understanding our site visitors. These service providers are not permitted to use any personally identifiable information collected on our behalf except to help us conduct, improve or market our business.

If you prefer, you can choose to have your computer warn you each time a cookie is being sent, or you can choose to turn off all cookies via your browser settings. Like most websites, if you turn your cookies off, some of our services may not function properly. However, you can still reserve a booking over the telephone by contacting the company’s customer service number directly. Your browser or device may include “Do Not Track” functionality. Sebago Watersports information collection and disclosure practices and the choices we provide, will continue to operate as described in this Privacy Policy, whether or not a Do Not Track signal is received.

We allow third-party advertising companies to collect certain information when you visit our site. These companies may utilize cookies, pixels or other technologies to collect and use non-personally identifiable information (e.g., hashed data, browser type, time and date, subject of advertisements clicked or scrolled over) during your visits to this and other websites in order to provide advertisements about goods and services likely to be of greater interest to you (i.e. interest-based advertising). They may also use persistent identifiers to anonymously track your Internet usage over time and across other websites in their networks beyond our site. To learn more about interest-based advertising or to opt-out of this type of advertising, you can visit the websites of the Digital Advertising Alliance at  http://aboutads.info  and Networking Advertising Initiative at  http://networkadvertising.org/choices . Google, as a third-party vendor, also uses cookies to serve ads.

(305) 849-4032

Schooner spirit of independence sunset sail key west, welcome aboard, a key west sailing adventure aboard spirit of independence.

Sunset Sail | Sunset Cruise

Bringing a lifetime of history and adventure.  A safe, thrilling sunset sail.

Family owned and operated since 1972.  Paying great attention to detail!

The Perfect Setting For A Key West Wedding

Scouting, Sailing the Florida Keys

Spirit of Independence has been  privileged to teach seamanship and sailing to 1000’s of Boy Scouts and Girl Scouts.  

Make Memories by Sailing Key West

Sunset sails, weddings, memorial services, private charters… Spirit of Independence can accommodate you. Scroll through our options at the top of this page to explore what we have to offer, or give us a call so we can customize an experience that’s right for you.

The 8 Best Sunset Cruises in Key West (2024)

What better way to experience the majestic beauty of the Florida keys than by enjoying some of the best sunset cruises in Key West. Enjoy a fantastic Key West sunset with live music and bottomless booze with several different sunset cruise operators to choose from.

There are plenty of options for the best sunset cruise in Key West, with many providing drinks, snacks, or dinner as you take in the sunset. The most popular options are watching the sunset on a catamaran, listening to a live band, hoisting the sail and enjoying the best of Key West. 

Top Pick: Key West Sunset Cruise

Don’t miss one of the highest-rated Sunset Cruises in Key West with over 2000 positive reviews and our top choice of the best sunset cruise in Key West !

Meeting Points & Information

• Most of the Key West sunset cruise meeting points are Key West Historic Harbor or near Conch Republic . 
• The minimum drinking age is 21 years old . 
• The time of sunset in Key West varies throughout the year, but you can expect boat departures between 6 pm and  8 pm. 

1. Key West Sunset Champagne Catamaran Cruise

4.5 Stars (449 Reviews)

Sebago has operated its Key West Sunset Champagne Catamaran Cruise for a number of years and is one of the top-rated Key West sunset cruises. Experience a 69-foot catamaran with an open bar that includes views across the Gulf of Mexico & Atlantic Ocean.  

The hugely popular tour offers a hugely enjoyable Key West cruise experience, with a fantastic crew and captain who are eager to answer questions and point out sights of interest. Savor the spectacular sunset with either a beer, glass of champagne, wine or sangria. 

Included in the tour: 

• Unlimited wine, beer, soft drinks
• A modern catamaran
• Tour length: 1 Hour & 30 Minutes – 2 hours. 

What Guests Said:

“I had an absolutely amazing time! The views were breathtaking, the crew was exceptional, and the overall ambiance was magical. The sunset was a sight I will cherish forever. I highly recommend this cruise to anyone visiting Key West. Thank you for providing such a remarkable experience!” Joonhyeong_P

2. Key West Dolphin Watch Sunset Sail with Premium Wine, and Tapas Pairings

4.5 Stars (372 Reviews)

Enjoy a cruise on a spectacular Key West catamaran with departures either in the morning or late in the evening for a sunset cruise.

The Key West Dolphin Watch Sunset Sail is an intimate sunset cruise that sails past the landmarks of Key West and takes in stunning views of Fort Zachary Taylor , as well as spotting wild dolphins in the Gulf of Mexico. 

Enjoy the Key West sunset from the catamaran as you enjoy freshly prepared tapas and snacks. This Key West sunset cruise is perfect for anyone looking to sit back and relax, perhaps even spot dolphins and enjoy conversation with fellow passengers. 

Included in the tour:

• Small Groups
• Departures from Key West Historic Harbor
• Tour length 2 Hours 30 Minutes

Price of Cruise: $92 per person. 

“ Aside from the amazing sail, the chats with the crew and other passengers was really an added highlight. We love being on the water and sunset did not disappoint – we also got to see some dolphins, but, being able to talk to the entire crew and some passengers really did add to the overall experience. Highly recommend this experience. Captain Rachel was phenomenal and we thoroughly enjoyed it .”

3. Key West Premium Sunset Sail aboard Schooner with Hors D’oeuvres and Full Bar

5 Stars (442 Reviews)

Unlike several of the other Key West sunset cruises which take place aboard a catamaran, sailing on a classic schooner is a completely different experience . 

The classic schooner offers visitors a romantic vessel to enjoy watching the spectacular Key West sunset. With gorgeous hors d’oeuvres provided as you sail around iconic Key West landmarks such as Mallory Square which also happens to be the birthplace of watching sunsets in Key West. 

Take in the sights and even help the crew hoist the sails on this classic Key West Schooner .  The romantic sunset cruise on Appledore Star is one of the best sunset sail Key West tours.

Included in the Key West Sunset Cruise:

• Tasty finger food
• Hoist the sails with the crew
• Tour length: 2 hours

What Guests Said:  

“Great crew, just the right amount of time and beautiful sunset. The hors’d ‘oeuvres were tasty and lots of drink options. Champagne at sunset was my guilty pleasure! We’ll book again next time we visit!”

4. Key West Sunset Cruise with Tropical Buffet Dinner

4 Stars (961 Reviews)

Spend your late afternoon enjoying the infamous Key West Sunset with a tropical buffet dinner . The menu changes regularly but can expect to find typical dishes that are influenced by the region, such as black beans and rice, or Caribbean roast pork . Don’t miss trying the plantains!

With the weather in Florida sometimes being overwhelmingly hot, you can relax in the large open cabin that is able to fit 60 people comfortably with AC . When you’ve finished dining on the scrumptious buffet dinner, head to the deck, listen to the live music and enjoy the incredible sunset. 

With an open bar that includes mojitos, what better way to enjoy one of the best sunset cruises in Key West than by sitting on a 65-foot yacht and making new memories. 

• Tropical buffet dinner
• Air Conditioning
• Spectacular Key West sunset views

Price of Cruise: $88

“The food was amazing!! The service outstanding! Entertainment was great and funny! The performer engaged the crowd and was family friendly.”

5. Key West Sunset Sail with Full Bar, Live Music & Hors D’oeuvres

4.5 Stars (2229 Reviews)

One of the top-rated and best sunset cruises in Key West is the Key West Sunset Sail with Full Bar and Live Music. Set sail in the late afternoon and enjoy terrific live music, a full open bar, and plenty of delicious hors d’oeuvres. 

It also happens to be one of the busiest booze cruises in Key West that has a solid reputation for its energetic crew and entertainment. Dance the evening away while enjoying a full open bar that includes beer, sodas, wine and sparkling wine. 

The hors d’oeuvres are tasty finger food staples such as egg rolls, shrimp and other great food for soaking up all the booze!

With live commentary and information about the island of Key West, the Key West cruise takes in the landmarks of Key West and one of the most spectacular sunsets in the Florida Keys. 

• Hearty snacks

Price of Cruise: $80

“Live music, good appetizers and great crew! We had a blast! We’d do it again and recommend to anyone especially couples.”

6. 2-Hour Private Sunset Cruise around Key West

4.5 Stars (46 Reviews)

Want to escape the crowds and charter your own private sunset cruise in Key West ? Then Blue Chi Charters offers an incredible and intimate experience. Experience the incredible Key West sunset with just your loved ones, as you spend 2 hours passing by the iconic Key West landmarks. 

Savour the privacy and experience Key West without the crowds, as you head to points of interest like the Southernmost Point in the USA, or uninterrupted views of Fort Zachary Taylor State Park & Mallory Square. 

You can enjoy your private sunset cruise in Key West with complimentary beverages. You can also bring your own bottles of wine and beer on board as they have an ice cooler. 

• Private Charter Boat
• Bottled Water

“I took my significant other for a private, romantic cruise into the sunset and we had a wonderful time on this two hour ride around Key West. Our Skipper was very knowledgeable and kind, he provided interesting insights at just the right moments without being intrusive. It was a truly romantic and memorable experience that ended with a spectacular sunset.”

7. Key West Sunset Snorkel with Unlimited Draft Beer & Wine

4.5 Stars (76 Reviews)

Set sail and explore the incredible crystal clear waters of Key West, stopping off for snorkeling and swimming in the waters of the Atlantic Ocean . Experience the magic of the coral reefs that are abundant with marine life. 

Spend the hours before sunset swimming the 3rd largest natural reef in the world, the Florida Marine Sanctuary. Keep your eyes peeled for turtles, reef fish and you may even spot a wild dolphin!

Back on board, enjoy the amazing Key West sunset with a nice cold beer or glass of wine as your dry off. This is one of the best sunset cruises in Key West for visitors looking to swim and enjoy a spectacular sunset.

Included in the private catamaran:

• Snorkeling equipment
• Open water snorkeling in a coral reef

Price of Cruise: $60

“The crew made the experience easy and super enjoyable. The tour isn’t crowded and comfortable. Definitely recommend this one out of all the tours in Key west!”

8. Sunset Tiki Boat Tour in Key West

5 Stars (93 Reviews)

If you are in Key West with a group of friends, what better way to enjoy the amazing sunset in Key West than by renting your very own Tiki Boat ? 

Bring your own booze as you and your friends set sail on a tiki boat complete with a tiki bar! 

“What a great night! Very fun to be on the water on this boat! Nick the captain was personable and fun! We brought our white claw and snacks! We will book this again!!”

A Key West Sunset Cruise You Won’t Forget

Why not take the hassle and claustrophobia out of watching the Key West sunset by taking a splendid and squish-less experience of a fabulous Key West sunset cruise?

Drop a comment below and let me know which of the best sunset cruises in Key West you ended up choosing and how it was! Continuing on your Florida adventure? Make sure to check out my post on the best rooftop bars in Tampa .

Pin for Later!

Meet Missy…

Missy spent the first 2 decades of her life living in her native Dublin, Ireland. Before a life living overseas called to her, and she spent the next decade living in China, Laos & Belgium. She now splits her time in Antwerp, Belgium, and wherever the sun is currently shining. You can follow Missy’s real-time travels on her Instagram .

Similar Posts

Discover The Magic Of Rome in Fall (2024)

October in Rome is a truly magical time. First of all, the weather in Rome in Fall is absolutely…

10 Things To Do In Autumn In Dublin 2024

Exploring autumn in Dublin should be one of the most scenic times to visit the city and Ireland.

Is Valencia Worth Visiting? 14 Reasons to Visit Valencia in 2024

In the just under a year, I managed to visit Valencia twice. It’s the type of city that begs…

Santorini or Mykonos – Which Greek Island to Visit in 2024

For visitors short on time or struggling to decide between the two islands, Santorini or Mykonos, there are a number of factors to consider…

The 9 Best Things to do in Capri in 2024

You don’t need to be Kardashian levels of wealthy to visit Capri, spend the day exploring one of Italy’s most exclusive islands.

The 6 Best European Cities for Christmas (2024)

The best European cities for Christmas are those that make you feel like you’re in a winter wonderland.

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Save my name, email, and website in this browser for the next time I comment.

(305) 304-7999

The Keys Are Calling & We Must Go

Explore our tours, see the real keys.

Wind & Wine Sunset Sail

Sail, Snorkel & Kayak

• Private Charters

• Special Cruises

Tour Schedule

We sail every day.

Prices & Rates

Reserve your spot.

Seasick? Not Likely.

We love calm water.

Key West Sailing Charters

What makes us different.

Locally owned and operated for more than 30 years, Danger Charters is all about the Key West sailing experience – wind in the sails, sun on our face, the sound of the waves lapping against the hull.

Our shallow-draft schooners allow us to go where others can’t … and we choose to go where others don’t. We seek calm, crystal-clear water so that you can enjoy the very best of the beautiful Florida Keys. We can’t wait to host you for an unforgettable day of sailing in Key West.

We treat you to the Key West that’s inspired countless paintings and poetry, and show you why locals choose Danger Charters too. Kick back, relax, and be one with the wind and waves … we’ll take care of the rest.   

What We Provide

• Calm water for smooth sailing
• Excellent food and beverage
• No crowds so you can lounge
• Experienced captains
• Knowledgeable crew
• Eco-education opportunities
• Top-quality snorkeling gear
• Easy to use kayaks

Our Playground

Originally from land-locked Nashville, Brad has been living his best life in Key West for the past 3+ years. He came here by way of his own sailboat, which he still enjoys sailing in his free time. He also enjoys diving and hanging out with the Danger crew – the community in Key West is right up Brad’s alley.

Meet the Crew

Historic Key West Schooners

Danger’s Prize

Danger’s Pearl

Learn About Our Boats

Spent my birthday eve sunset sailing with my husband and it was unforgettable! Could not recommend it enough. Such a beautiful time! I would definitely do it again next time we go to Key West. Thank you all for such a wonderful and memorable experience!

Katherine Bejerano — Google

I can’t get over how personal this experience was!!! The group was small which made the experience that much better. Myself, my sister, and my two daughters had the best time! Everyone was so kind and personable! Thank you for a wonderful time! Danger Charters is definitely a must if you are looking for a sail, snorkel, kayak experience for the first time!

Carlota Castillo — Google

We did a full day sail and snorkel trip with about 27 of us and it was perfect! The crew Bryan, Logan, and Alex were informative, attentive, down to Earth, and make a mean pasta salad! They even provided the snorkeling gear and tips on where to look at the reef! Hands down the best trip during Key West! Will definitely book again in the future! Thanks guys!

Michelle Williams — Google

Make Memories To Last A Lifetime

And on a sailboat?! There’s no beating that! 😁 🌅 ⛵️ • #sailinglife #sailing #sunsetsail #visitkeywest #unlockthekeys #keywestsunset #lovefl #keywest #visitflorida #keywestlife #dangercharters

Our beautiful SV “Sarah” in all her glory 🙌🏻

Happy International Women’s Day 👸 Big thanks to our lovely ladies of the Danger crew! Couldn’t do what we do with out ya ;) • #sailinglovers #sailing #chartersailing #thefloridakeys #visitkeywest #keywest #visitflorida #dangercharters #boatlife #boatcharter #internationwomensday #boatgirl

🌅🌅🌅 • #sailinglife #sailing #sunsetsail #visitkeywest #unlockthekeys #keywestsunset #lovefl #keywest #visitflorida #keywestlife #dangercharters

Oh the things you can find on our kayak tour! Morgan here found this spotted sea hare on the sea floor! One of the funnier creatures we have down here because they will ink all over you 🤣 • #sandbar #boatlife #thingstodoinkeywest #visitkeywest #keywest #dangercharters

Escape the chaos of Duval Street and dive into the natural beauty of the Florida Keys! 🌴🛶 Kayaking through the mangroves is an absolute must-do! 🌿 Immerse yourself in nature’s sanctuary and get up close with diverse wildlife! • #boatlife #keywest #thingstodoinkeywest #visitflorida #mangroves #naturelovers #travellife #kayaking

Our online storefront is finally up and running, so be sure to check out our new Danger Merch! ⛵️ The link is in our bio! Also, since St. Paddy’s Day is approaching, we have created some themed clothing for the holiday 🍀💚🍻 • #dangercharters #keywest #visitthefloridakeys #islandlife #keywestmerch #keywestflorida #boatlife

Smiles & Sunsets 🌅 • #sailinglife #sailing #sunsetsail #visitkeywest #unlockthekeys #keywestsunset #lovefl #keywest #visitflorida #keywestlife #dangercharters

Ready to Start Your Adventure?

March Special – Save 15% off of all Day sails (AM, PM, and Premium) with code SPRINGSAIL15. Save 10% off the Wind & Wine sails with code LUCKY10. Not valid on private charters.

Stay in Touch!

Catch the wind in your inbox! Subscribe to stay updated on the latest news, offers, and all things Danger

*By submitting this form, you are consenting to receive marketing emails from Danger Charters

Copyright © 2024, Danger Charters, All Rights Reserved.

Website Design by Beyond Marketing

• Get Directions
• Available Tours
• Sunset Cruises
• Sail, Snorkel & Kayak
• Discounts & Special Rates
• Danger Island Store
• Photo Gallery
• Our Location

Privacy Overview

BOOK 7+ DAYS IN ADVANCE AND RECEIVE AN ADDITIONAL 5% OFF YOUR ONLINE BOOKING. ENTER PROMO CODE EARLY AT CHECKOUT

• 305-509-9047

Key West's #1 Rated Schooner Sails

Key west’s award winning schooner cruises, adventure awaits you.

Key West's #1 Rated Day Sail

Sunset Sails

Key west's award winning sunset sails.

Bugeye Backcountry Eco Tour

Private Charters

Charter our historic schooners, historic schooners, that honor the waters of key west.

Schooner Appledore II circumnavigated the world on her first journey. She continues to prove her seaworthiness as she makes the twice-a-year journey between Key West and Camden for daily sailing adventures.

Appledore Star is the last known Chesapeake Bugeye ever built. This unique shallow draft design allows her to navigate Key West’s backcountry with ease on daily eco-tours exploring mangrove islands.

Experience a Key West bucket list experience on one of our historic Schooners.  Choose from our award winning Key West Sunset Sail, Key West Windjammer Day Sail, Key West Eco-Tour or start your vacation with our Key West Bloody Mary Sail.

Discover These Great Key West

Wooden schooners.

Step aboard the Appledore II for a true sailing adventure. This two-masted hand-built wooden schooner calls both Camden, Maine and Key West, Florida home. During warm weather months enjoy a scenic sail along Maine’s magnificent rocky coast. When the weather turns cold, the Appledore II heads south and sails Key West’s tropical waters.

see the schooners

Welcome back!  We are pleased to announce our official re-opening on June 5th with reduced capacities and additional safety protocols to ensure a safe and enjoyable experience for both passengers and crew.  Advanced reservations (book Online or Call) are required. No walk ups are permitted per the City of Key West at this time.

• Privacy Overview
• Strictly Necessary Cookies
• Cookie Policy

This website uses cookies so that we can provide you with the best user experience possible. Cookie information is stored in your browser and performs functions such as recognising you when you return to our website and helping our team to understand which sections of the website you find most interesting and useful.

Strictly Necessary Cookie should be enabled at all times so that we can save your preferences for cookie settings.

DO WE USE COOKIES AND INTEREST-BASED ADVERTISING?

Yes, cookies are small files that a site or its service provider transfers to your computer’s hard drive through your Web browser (if you allow) that enables the sites or service providers systems to recognize your browser and capture and remember certain information.

We use cookies to help us remember and process the items in your shopping cart, understand and save your preferences for future visits, keep track of advertisements, market our services, and compile data about site traffic and site interaction so that we can offer better site experiences and tools in the future. We may contract with third-party service providers to assist us in better understanding our site visitors. These service providers are not permitted to use any personally identifiable information collected on our behalf except to help us conduct, improve or market our business.

If you prefer, you can choose to have your computer warn you each time a cookie is being sent, or you can choose to turn off all cookies via your browser settings. Like most websites, if you turn your cookies off, some of our services may not function properly. However, you can still reserve a booking over the telephone by contacting the company’s customer service number directly. Your browser or device may include “Do Not Track” functionality. Sebago Watersports information collection and disclosure practices and the choices we provide, will continue to operate as described in this Privacy Policy, whether or not a Do Not Track signal is received.

We allow third-party advertising companies to collect certain information when you visit our site. These companies may utilize cookies, pixels or other technologies to collect and use non-personally identifiable information (e.g., hashed data, browser type, time and date, subject of advertisements clicked or scrolled over) during your visits to this and other websites in order to provide advertisements about goods and services likely to be of greater interest to you (i.e. interest-based advertising). They may also use persistent identifiers to anonymously track your Internet usage over time and across other websites in their networks beyond our site. To learn more about interest-based advertising or to opt-out of this type of advertising, you can visit the websites of the Digital Advertising Alliance at  http://aboutads.info  and Networking Advertising Initiative at  http://networkadvertising.org/choices . Google, as a third-party vendor, also uses cookies to serve ads.

5 Fun Things To Do in Key West This Weekend

W ill you be in Key West, Florida, this weekend? I was there last weekend and had the most amazing time. The weather has been fantastic!

We absolutely love Key West, and there are so many fun things to do in the area. While many people immediately think about the renown bar scene and nightlife, which is undoubtably fun, there are a variety of other activities to enjoy before heading to Sloppy Joes.

Today, I am going to share 5 fun things to do on your weekend visit to Key West, Florida!

#1 Ride The Conch Train

I highly recommend the iconic  Key West Conch Train , especially for first time visitors to Key West! It is an easy-to-manage 75-minute tour showing Key West’s highlights, including the  Truman Little White House , Key West Lighthouse, Southernmost Point, Shipwreck Museum, and more.

You can read more about the Key West's Conch Train here .

#2 Take a Sunset Cruise

Key West is known for its incredible sunsets off the island’s northwest side! You can easily catch the sunset from Mallory Square Sunset Celebration or nearby bars and restaurants. But you’ll want to see it aboard a boat at least once. The way that the sun melts into the water is incredible!

The  Lands End Sunset Sail with Sebago Watersports is such a perfect way to spend an evening in Key West, Florida. It includes live music, drinks and appetizers and is such a great value!

#3 Visit The Hemingway House & Museum

Of course the Hemingway Home is an iconic Key West landmark. The grounds are just beautiful But, did you know that the Hemingway House & Museum is home to many cats – some with 6 toes and descendants of Hemingway’s own 6-toed cat! You can read my  Hemingway House Cats blog post  for more information and many photos. Plus, it has all the information you will need to plan your visit. 

#4 Jet Ski Around the Island of Key West

Looking for more excitement? The  90-minute jet ski tour  covers 28 miles and circles around the entire island of Key West. As an added bonus, the second rider is free on each jet ski. It's no wonder that this tour has been voted the best jet ski tour in Key West.

#5 Snorkel Florida's Coral Reef

On each of my trips to Key West, I ended up snorkeling with Sebago Watersports  and always enjoy it! I highly recommend this  Key West snorkel trip . If you want to see what it's like, you will want to see  this Instagram Reel  that I made from the water! I saw all kinds of fish and the weather and the water were perfect. I highly recommend this one.

Enjoy Your Weekend in Key West, FL

When it comes to fun things to do in Key West, this list only scratches the surface. There is something for everyone in the Conch Republic, a community of dreamers, where everyone is welcome!

You May Enjoy My Other Key West Posts

• The Fascinating History of Key West, Florida
• 18 Exciting Things for Families to do in Key West
• A Momcation at The Marker in Key West, Florida

• Need help? 1-888-751-7804 1-888-859-7692
• Let Us Call You CALL ME
• Drink Packages
• Flights by Celebrity℠
• Hotels by Celebrity
• Manage Reservation
• Shore Excursions
• Upgrade with MoveUp

• My Tier and Points
• Join Captain's Club

Already booked? Sign in or create an account

• South Korea
• New Zealand
• Grand Cayman
• St. Maarten
• U.S Virgin Islands
• New England & Canada
• Pacific Coast
• Antarctic Ocean
• Panama Canal
• Transatlantic
• Transpacific
• Cruise Ports (+300)
• Mediterranean
• Perfect Day at CocoCay
• All Inclusive
• Bucket List Cruises
• Cruise & Land Package
• Groups & Events
• New Cruises
• Popular Cruises
• Specialty Cruises
• Destination Highlights
• Group Excursions
• Private Journeys
• Shore Excursions Overview
• Small Group Discoveries

• 360° Virtual Tours
• Celebrity Apex®
• Celebrity Ascent℠ NEW
• Celebrity Beyond℠ NEW
• Celebrity Constellation®
• Celebrity Edge®
• Celebrity Eclipse®
• Celebrity Equinox®
• Celebrity Infinity®
• Celebrity Millennium®
• Celebrity Reflection®
• Celebrity Silhouette®
• Celebrity Solstice®
• Celebrity Summit®
• Celebrity Xcel℠ COMING SOON
• Explore Edge Series

Galapagos Expedition Series

• Celebrity Flora®
• Celebrity Xpedition®
• Celebrity Xploration®

The Retreat

• All Suites. All Included
• Iconic Suite
• Penthouse Suite
• Reflection Suite
• Royal Suite
• Signature Suite
• Celebrity Suite
• Aqua Sky Suite
• Horizon Suite
• Sunset Suite

Concierge Class

• Galapagos Accommodations
• Eat & Drink
• Entertainment
• Spa & Wellness

• Cruising 101
• Cruise Fare Options
• Cruise Tips
• First Time on a Cruise
• What is Included on a Cruise
• Future Cruise Vacations
• Accessible Cruising
• Captain's Club Rewards
• Cruise Insurance

Flights by Celebrity

• Healthy at Sea
• Manage Cruise
• The Celebrity Store
• Travel Documents
• Royal Caribbean International
• Celebrity Cruises

• Semi-Annual Sale - 75% Off 2nd Guest
• 3rd and 4th Guests Sail Free
• Galapagos 20% Savings + Free Flights
• Resident Rates
• Exciting Deals
• View All Offers
• All Included
• Cruise & Land Packages
• Dining Packages
• Photo Packages
• Wi-Fi Packages
• View All Packages
• Captain's Club Overview
• Join the Club
• Loyalty Exclusive Offers
• Tiers & Benefits
• Celebrity Cruises Visa Signature® Card

Enjoy 75% off your second guest’s cruise fare and get bonus savings of up to $150. Plus, additional guests in your stateroom sail free on select sailings.

Key West & Bahamas

From MIAMI, FLORIDA - onboard CELEBRITY SUMMIT

†Taxes, fees and port expenses $152.98 USD *

At Celebrity Cruises®, we believe choice matters. That’s why we’ve pre-packaged our most popular amenities—drinks, and Wi-Fi— Tips charged separately. So you can now choose the most convenient way to get the best value from your cruise.

 Drinks

Choose from an incredible array of beers, spirits, cocktails, liqueurs, frozen drinks, wines by the glass, sodas, juices, specialty coffees and bottled water.

 Wi-Fi

We know staying in touch is important, so we’ve included internet access for all guests. Browse the web, check email, and use messaging apps.

Cruise Itinerary

• Port of Departure
• Port of Call
• Cruise Route

Miami, Florida

Thu, Apr 11, 2024

Departs: 4:00PM

Key West, Florida

Fri, Apr 12, 2024

Docked: 8:00AM to 5:00PM

At Sea - Cruising

Sat, Apr 13, 2024

Nassau, Bahamas

Sun, Apr 14, 2024

Docked: 7:00AM to 5:00PM

Mon, Apr 15, 2024

Arrival: 7:00AM

See Full Itinerary

Popular excursions at this port

About This Ship

Revolutionized Celebrity Summit

Celebrity Summit

Onboard Features

Cosmopolitan

The airy Main Restaurant offers exquisite menu selections, which change nightly to give you a variety of classic and contemporary choices. And the service? Legendary.

Clean, crisp flavors and inventive cuisine meet an extensive list of sustainable and biodynamic wines. Exclusively for AquaClass guests.

The exclusive restaurant for guests of the Retreat. Select and cutting edge, the globally inspired menus at Luminae are not available in any other restaurant on board.

Rendezvous Lounge

The Rendezvous Lounge is the perfect place to gather before dinner for a cocktail and dancing.

Cellar Masters

Immerse yourself in wine culture. Cellar Masters lets you try a bold collection of both familiar and unknown wines from around the world.

The Martini Bar

Sit back and relax, listening to up-tempo tunes and enjoying a collection of rare vodkas and a portfolio of fine caviars.

The Retreat is an unparalleled vacation experience that includes every stunning suite, a private restaurant, and an exclusive lounge that rivals any high-end resort.

Say "Ahh" in spa-inspired staterooms designed just for you. Savor clean eating at Blu and escape to the Persian Garden.

Tailored services and amenities await you in these exceptionally appointed staterooms. We're here to help you make the most of your time on board and on shore.

Camp at Sea

For our Camp at Sea program, we’ve designed more than 500 activities that make every sailing a brand new experience and an unforgettable memory for our junior cruisers.

Relax, recharge, and play the hottest slots and table games at The Casino. It offers a sophisticated ambiance and a captivating atmosphere that comes alive with plenty of action.

Shops on Summit

Celebrity's European-inspired piazza and elegant galleria hold riches of chic sophistication. Marble walkways lead you to modern boutiques and fine jewelry stores.

Fitness Center

Bring your workout routine along on your modern luxury vacation and enjoy a variety of new fitness classes and seminars along with world class cruise fitness amenities.

Art Gallery

When you visit the Art Gallery, you'll be surrounded with one of the world's largest permanent collections of contemporary art, accompanied by a complete art program.

Rooftop Terrace

A restaurant, a bar, and an alfresco movie theater. With cozy furnishings and gourmet fare, the inviting Rooftop Terrace beckons you to stay a while.

Jogging Track

Built around the ship’s top deck, the jogging track let’s you take in breathless ocean views while you workout. It’s so mesmerizing, you’ll forget you’re breaking a sweat.

Adults-only Solarium

A serenely beautiful adults-only pool and hot tub experience, The Solarium let’s you relax and daydream of the next destination you’ll be exploring.

SEARCH FLIGHTS FOR THIS CRUISE

Price is per person and applies to selected sailing, lowest available fare stateroom category, based on double-occupancy, reflects any promotional savings, and is subject to change and availability until booked. Additional terms and conditions apply to offers. Full deposit must be paid by deposit payment required due date. Standard full deposit penalty is applied if booking is cancelled within final payment period; see Celebrity’s cancellation policy for details. Non-Refundable Deposit Bookings (“NRDB”): To qualify for the lowest available cruise fare, guest must choose a non-refundable deposit. All deposit payments for NRDB made after 03/02/23 are non-refundable from the time of booking. NRDB are applicable to groups at prevailing rates. Not applicable to incentive, contract, or charter groups. Nonrefundable deposit offers are applicable to sailings within final payment, however full deposit is due at time of booking. 

Celebrity Edge® Series Iconic Suites, Edge Villas, Penthouse Suites, Royal Suites, Celebrity Suites, AquaClass® Sky Suites, and Sky Suites (and Family Suites during Holiday sailings) require double the deposit amounts listed.

All Included  pricing applies to sailings booked and departing on or after October 4, 2023, excluding Galapagos cruises, in an inside, ocean view, veranda, Concierge Class, or AquaClass stateroom (“Eligible Bookings”). All guests within an Eligible Booking who choose “All Included” pricing, will receive a Classic Drinks Package and an unlimited Basic Wi-Fi package. All guests in the same stateroom must choose the same rate.  Please visit www.celebritycruises.com/things-to-do-onboard/onboard-packages/beverage-packages for further information on available beverages and full restrictions and www.celebritycruises.com/things-to-do-onboard/onboard-packages/internet-and-phone-packages for further information on wi-fi.

All Included pricing applies to new individual bookings only. Changes to booking may result in removal of Offer. Prices and Offers are subject to availability and change without notice, may be withdrawn at any time, and not applicable to charters or contracted groups. All Included pricing is non-transferable and not combinable with certain rates including, Travel Agent, Interline, Net, Exciting Deals, or worker cabins.  Single occupancy guests paying 200% cruise fare are eligible for All Included pricing. Refer to celebritycruises.com and the Cruise Ticket Contract for additional terms and conditions. Celebrity Cruises reserves the right to cancel offer at any time, correct any errors, inaccuracies, or omissions, and change or update fares, fees, and surcharges at any time without prior notice.

Imagery and messaging may not accurately reflect onboard and destination experiences, offerings, features, or itineraries. These may not be available during your voyage, may vary by ship and destination, and may be subject to change without notice.

*Port sequence may vary by sailing date.

Departing Apr 11, 2024

$1,924 USD * Avg Per Person

DAY 1 - Thursday , Apr 11

DAY 2 - Friday , Apr 12

DAY 3 - Saturday , Apr 13

DAY 4 - Sunday , Apr 14

DAY 5 - Monday , Apr 15

Sign up and save up to $50 on your next vacation.

Check Out Our Holiday Specials!

Top 3 things to do in key west for your bachelor or bachelorette party.

Experience Unforgettable Bachelor & Bachelorette Parties in Key West!

Are you planning the ultimate bachelor or bachelorette party in Key West, Florida? Look no further than Sunset Watersports for an unforgettable experience that combines luxury, adventure, and endless fun in the tropical paradise of the Florida Keys.

At Sunset Watersports, we specialize in providing private charters and group outings tailored to make your special occasion one for the books. With over three decades of experience, we are the leading watersports and activity provider in Key West, established in 1984 with a commitment to pioneering the industry and ensuring every guest has the time of their lives. Click here to check out our other private charter options

Top 3 Things To Do In Key West for Your Bachelor or Bachelorette Party!

Who We Are: Sunset Watersports

Sunset Watersports isn’t just another tour company – we’re a team of passionate individuals dedicated to providing unparalleled experiences for our guests. With a focus on fun, safety, and hospitality, we go above and beyond to ensure every moment with us is memorable.

Since 1984, we’ve been at the forefront of the watersports industry, constantly innovating and expanding our offerings to cater to the diverse interests of our guests. From adrenaline-pumping activities like parasailing and jet skiing to leisurely sunset cruises and eco-tours, there’s something for everyone to enjoy.

But what truly sets us apart is our commitment to customer satisfaction. From the moment you book with us until the last wave goodbye, our friendly staff is here to ensure your experience exceeds expectations. Whether you’re celebrating a milestone event like a bachelor or bachelorette party or simply seeking adventure in paradise, Sunset Watersports is your ultimate Key West companion.

So why wait? Start planning your dream bachelor or bachelorette party with Sunset Watersports today and create memories that will last a lifetime. Contact us now to reserve your private charter or group outing, and get ready for the adventure of a lifetime in Key West!

Next Key West Tip:   Top Free Things To Do In Key West On Your Birthday

• bachelorette partys
• Sunset Watersports News
• Things to Do
• bachelor party in key west
• bachelorette party ideas key west
• things to do
• Featured Trip!
• Clock 5 Hours
• Users All Ages

Ultimate Sandbar & Kayak Eco Adventure

Join us for an exciting guided kayak tour through the mangrove islands! Visit a secluded sandbar to explore, paddleboard, kayak, snorkel, or sit back grab a drink. Lunch and unlimited draft beer & wine included!

Kids go free!

• Clock 2 hours

Sunset Sip & Sail

Grab a tropical mixed drink and dance to a live performance while enjoying a legendary Key West sunset. Includes delicious appetizers!

• Clock 1:00PM
• Clock 3 hours

Dip & Sip Afternoon Snorkel

Join us for a beautiful afternoon sail out to the reef with a refreshing dip in the crystal clear waters! Jump on Key West’s newest catamaran, The Sandie Cat as we sail to the best reef locations at the 3rd largest living coral reef in the world. This trip includes an open well bar & unlimited draft beer once snorkelers are done in the water.