sailboat sunset tour

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Sunset Cruise

Family-Friendly Cruise

Unforgettable Sunset Sail

Small Tour Groups

Premium San Diego Sunset Cruise

Experience a premium sunset sailing adventure aboard the vintage sailing yacht “Liberty”. Relax on comfortable cushioned seats, play some music, and take in the stunning sights of San Diego Bay as we sail into the sunset. Take the helm and feel the thrill of the wind in the sails, as you enjoy one of the finest sunset cruises in San Diego. Our vessel is truly a work of art, unlike any other boat on the bay. She is meticulously maintained with the highest standards of pride and craftsmanship, featuring mirror-finish wood accents, a beautiful cozy cabin, and immaculate facilities that will leave you awestruck. This all-inclusive 2.5-hour experience includes beer, white wine, soft drinks and snacks. Join us for a magical sunset sailing experience that you will cherish forever.

Experience sailing in style aboard a classic yacht that transports you back in time

Take in the breathtaking sunset over Point Loma

Escape the congestion of large tour groups

Marvel at the city skyline while sailing on calm harbor waters

Spot playful wildlife such as sea lions and dolphins basking in the sun

Click the tabs to find out more info

Trip details.

• What to Look Forward to
• $135 per adult
• $810 private

Departure time

Varies according to sunset, please see our booking calendar for up to date departure times

Meeting point

Sunroad Resort Marina, 955 Harbor Island Drive Docks A-D

All year round

Thursday through to Monday

Minimum 2, maximum 6

• Soft drinks
• Packaged snacks

Not included

What to bring.

• Light jacket
• Soft-soled shoes
• Don’t forget your sunscreen!

About your guide

U.S Coast Guard Licensed Captain with 35 years experience

Just before dusk, you will board our 1904-styled Friendship sloop. We will depart the dock, hoist the sails and take in the many sights and sounds of San Diego Bay such as the Maritime Museum ships, the Coronado Bridge, various military vessels. Feel free to take the helm and steer the boat, pull some ropes, or just sit back, relax and enjoy the soft breeze, the lapping sounds of the water, and the brilliant colors of the sunset.

Take Our Guests’ Word For It

Logan m | april 2023, tripadvisor.

This was my first trip to San Diego and first time sailing. Hands down this was the best part of the trip! The views and boat were beautiful to see, the drinks/snacks were delicious, and a baby whale even paid us a visit too. Read more…

Drew S | May 2021

Our ride with Captain Philip was great, he was very accommodating and allowed us to reschedule for the sunset ride as the afternoon weather wasn’t ideal. We had a great relaxing sail in the harbor and soaked in the views…

Claire L | June 2021

The weather was amazing and the quiet sail was just the environment for conversation and two years of catch up. The sights were so lovely seen from the bay. Can’t recommend this highly enough.

Callie E | May 2023

Phenomenal – Captain Phil is a master captain who provides a beautiful, safe, memorable, sailing experience in a unique, exquisitely maintained vintage sloop.

Joan W | April 2023

Amazing tour! We had a blast and couldn’t have asked for a better captain! Phil loves what he does and it shows! We learned so much about the area as well! Absolutely beautiful 🙂

Discover Our Other Adventures

Afternoon sail, private charter.

🕒 Open Year-Round | Mon-Sun: 9am - 6pm | +1 619-297-7426

YOU'LL LOVE SEEING SAN DIEGO LIKE THIS

Founded by San Diegans in the late ’80s and family-owned ever since.

Family-Friendly, Certified Captains Luxury Sailboats

THE BEST WAY TO EXPERIENCE SAN DIEGO

Welcome Aboard! Experience the difference from the moment you arrive. From checking in at our cozy lounge to being greeted by our friendly Captains and Crew, you’ll enjoy the beauty of San Diego aboard our well-maintained fleet of modern-day sailboats. Departing from our private marina, we offer daily scheduled sailing charters 7 days a week, all year long. Choose from multiple sail times to suit your schedule and enjoy the beauty of San Diego from the water. -All Ages Welcome

PUBLIC SAILING OPTIONS

This isn’t your everyday crowded charter! When you sign up for our public sail, we keep it small and personal with a maximum of 6 guests. So, get ready to share the adventure with fellow sailing enthusiasts.

• Great for Kids
• Hour Glass 2 Hours

Public Morning Sail

Great option if you have limited time. Morning Sails are best know for calm waters and light wind.

Sailboat Limited to 6 Guests Max User USCG Licensed Captain Check Bubble Complimentary Drinks & Snacks

• Our Favorite
• Hour Glass 3 Hours

Public Day Sail

Our favorite for sure! Stronger winds give us more speed helping the boat go faster, creating a thrilling experience.

• Sells Out Fast!

Public Sunset Sail

Most popular and first to sell out. Sunset Sails may be among the most romantic and relaxing moments of your day.

• Hour Glass 3.5 Hours

Public Whale Watching Sail

Come experience the beautiful waters of San Diego as we set sail on the best whale watching sail in town.

PRIVATE SAILING OPTIONS

Grab your friends, family or special someone and see the best of San Diego on your own private sailboat.

Private Morning Sail

Sailboat Up to 12 Guests Max User Private & Bareboat Options Check Bubble Complimentary Drinks & Snacks

Private Day Sail

Private sunset sail, private whale watching sail, why people love sail san diego charters.

We did the morning tour and this was one of the best San Diego experiences we have done. From start to finish everything was easy. The sailboat was beautiful. Check in was quick and on time. Our group of four found the experience awesome. We live in San Diego and saw so many things we had never seen or even knew about. I'd definitely do this trip again. Read More...

We went on the morning sail and it was a perfect way to start the day. This great deal allowed all 3 of to have the most memorable 2 hours of our trip to San Diego. Wish we could’ve sailed all day! Our capt Greg was fun and knowledgeable and we had the time of our lives. Thanks for the memory Sail San Diego! Read More...

What a wonderful group to work with. We had the perfect morning, saw so much wildlife, learned about the military in the area and saw beautiful sights. Our daughter was able to steer the sailboat for a while and learned about how the wind impacted the sails. If you go, use Sail San Diego. You wont be disappointed. Make sure you check out the membership opportunities.

WHY SAIL SAN DIEGO?

At Sail San Diego, we believe that our captains & crew are the reason why our sailing experiences are better than the rest. From the dock crew cleaning the boats, the office crew making sure our guests are checked in, to the captains safely navigating the waters, our team is undoubtedly the most experienced in the industry.

Best of all – They are Friendly, Professional and Fun!

Why Sail San Diego?

THERE'S MORE THAN ONE REASON TO SAIL WITH US

RATED #1 ON TRIPADVISOR

Sail San Diego has been sailing guests for more than 3 decades & we are #1 on Tripadvisor by customer reviews out of 600+ tours in San Diego.

EVERYTHING IS INCLUDED

All beer, non-alcoholic drinks and snacks are complimentary. We don’t give you just one and make you pay for more! Free parking options nearby.

THE BEST CAPTAINS

Our US Coast Guard-certified captains are hand-picked from top charter companies worldwide and have 80+ years combined experience!

SAFETY & COMFORT

Our fleet is regularly maintained, meticulously cleaned & stocked before each sail. We have blankets onboard, and you can browse our store.

Visit the Sail San Diego Lounge

Stop by our retail and check-in lounge and say hi! We’ve got tons of limited edition sailing swag and cool brands like Helley Hansen, Sunski Sunglasses, and SunBum Sunscreen.

Seattle Sailing Tours

Evening Colors Sunset Sailing Tour

The premier Seattle sunset sail!

There is no more beautiful or romantic way to experience a sunset cruise than on-board an authentic tall ship. On our sunset sailing tour, we will work together to raise the sails, then with the engine turned off, we will sail into the age of cannon fire and sunsets behind untouched mountain ranges of the Puget Sound.

Our amazing sailboat is the largest and most comfortable public sailing vessel in Seattle. We have comfortable seats for relaxing and wide decks to enjoy moving around the vessel. We have two restrooms and serve cider, beer, wine, champagne, soda, and water.

So come on board and let’s raise a toast to an amazing sunset on Seattle’s premier sunset harbor cruise!

Looking for a daytime sailing cruise? Our afternoon harbor sailing tours are an excellent activity for the whole family! And don’t forget about our private charters for your next big event!

• 2-hour duration.
• Evening departures daily.
• Beverages are available to purchase on every boat ride.
• It is usually cooler on the water; we recommend bringing an extra layer such as a light jacket.
• Don’t forget a camera! The photography from our boat tour is always spectacular!
• Pricing: Tickets start at $49 for adults / $39 for children (ages 2-12). Infants (under 2) always $1

Maui Sunset Cruises and Catamaran Tours

Book your sunset catamaran cruise on maui today.

Hawaii offers one of the best island adventures in the world, and you can get more of it by experiencing it through a Maui sunset cruise and Catamaran Tours! You will surely love the front row seat of Maui’s magnificent sunsets. Enjoy it more with handcrafted cocktails and seafood cuisine prepared just for you. The splendid Hawaiian sunset will bring awe and will surely be one core memory you can share with your loved ones and friends.

During the tour, marvel over the beauty of the nearby islands of Molokai, Lanai, and Kahoolawe. While at the water, look for dolphins as they swim and jump offshore while enjoying unlimited drinks from a premium bar and refreshments. These Maui sunset cruises and Catamaran tours will be the perfect way to end a day on the island.

At Sea Maui, we know that Hawaii is a major destination for relaxation and fun times. That is why we offer a Maui sunset dinner cruise! This will allow you to loosen up and enjoy yourself while marveling at the wondrous Maui sea. You can dance to live music on board and sip on two free drinks from a full bar. Travel by boat and see the sights illuminated at night. Our guests can also choose from various dinner options prepared by our experienced and talented chef. Make it more amazing by picking from multiple cruise times to fit your schedule.  

Sea Maui Sunset Cruise and Catamaran Tours

Sea Maui Sunset Cruise tour packages offer options that can fit your style and budget. You can pick slots that will suit your time, and we will ensure every second of your tour is worth it. Here are the three Sea Maui sunset cruise options that you can choose from:

• Calendar First Friday of Every Month
• Hour Glass 2.5 hours

‘Ike Maui Sunset Dinner Sail

Indulge in the extraordinary ‘Ike Maui Sunset Dinner Sail, set against the stunning backdrop of Ka’anapali & Lahaina. Join us for an unforgettable evening as we honor the rich heritage of Hawai’i and delve into its captivating culture through mele (music) and hula.

• Calendar Daily , Includes Live Music on Wednesdays and Saturdays!
• Hour Glass Approx 2.5 hours

Premium Maui Sunset Cruise with Dinner

Are you looking for a unique dining experience to leave behind the hustle and bustle of the land? Sea Maui’s Sunset Dinner Sail is our premium dining and sailing experience.

• Most Popular!
• Calendar Daily , Includes Live Music on Tuesday & Thursday!
• Hour Glass Approx 2 hours

Original Sunset Cocktail Cruise on Maui

Experience Sea Maui’s classic sunset charter as we depart from Ka’anapali Beach to enjoy a beautiful Hawaiian sunset with handcrafted cocktails in hand.

Premium Sunset Cruise with Dinner Tour on Maui

Sea Maui’s Sunset Dinner Sail is our premium dining and sailing experience. Leave the rush and bustle of land behind as we welcome you on board our newest vessel. The stunning Sea Maui III is a 65-foot luxury catamaran recently renovated. Feel the flow of the ocean beneath you as you sail with the tradewinds down Maui’s shore. Take in the majestic sunset views of Maui and its neighboring islands. Drink exquisitely handcrafted beverages and quality beers from the spacious cabin for a memorable dining experience. This cruise also includes a splendid dinner made by Cafe Jai’s. It is a specifically designed buffet-style menu just for you. Find out more about the inclusions of the Premium Sunset Cruise here .

Original Sunset Cocktail Cruise

One of the Ka’anapali classics is Sea Maui’s Original Sunset Cocktail cruise where you can witness the picturesque and breathtaking view of Maui’s sea sunsets. You shall get the best view of the spectacular pastel sunset colors as they change and extend across the horizon and slowly dissolve into the waters of Hawaii.

During the winter, Sea Maui’s Sunset Cruise also participates in some Maui whale watching! Nothing more incredible than spotting majestic humpback whales as the sun sets over the Pacific.

You can expect to take in stunning panoramic views of Molokai, Lanai, Maui, and Kahoolawe. Make sure your cameras are on the go because there will be amazing photo moments during the cruise! You can also savor the pupus meals prepared and served by Cafe Jai. As we sail across the calm seas, there will be handcrafted cocktails from our premium bar and local Maui breweries. With a drink in hand, everything in Maui is more enjoyable! 

Sunset Live Music Cruise

Sea Maui’s Sunset Live is created for guests looking for more excitement while on the water. Every Sunset Live is transformed into an absolutely unique event. The guests will be entertained by musicians, who are well-known local artists who play exclusively for the audience on board.

Aside from the live music and entertainment, you can also sip through amazing handcrafted cocktails and delectable food to liven up your evening. Finally, enjoy the magnificence of the pastel sky as the sun sets over the Pacific! The perfect way to unwind and end your day on Maui.

Sea Maui’s Sunset Cruise and Tours

Sea Maui started back in 2015 as the new guys on shore. Despite being a newbie in the field, we are not new to sailing in Hawaii. Many of our crew started working on boats on Waikiki Beach.

Over the years, Sea Maui has worked out to become a staple in Ka’anapali Beach. We make sure our guests get the best time and the magical experience Hawaii has to offer to its tourists. In addition, all the crew members are experienced, certified, and skilled sailors, working together in harmony to give you the best possible experience. 

Since Maui is home to some of the most incredible sunsets on the planet, we put together our Maui sunset cruise and Catamaran tours , so everyone can experience Maui’s beauty on another level. You can witness the grand sunset of the Pacific while having some crafted drinks and food catered by our partner and trusted Cafe Jai. You can also see the magnificent sea creatures of Hawaii with the open-air layout of the cruise. A 360-degree view of the open sea with the seasonal appearance of whales and dolphins as live music plays in the background. Sea Maui’s famous sunset sail options are simply the best evening tours Ka’anapali has to offer.

Sea Maui is more than just Maui sunset cruise and Catamaran tours , and your trusted Maui adventure buddy, we make sure that every moment with us is comfortable and memorable. Get to know more about the adventures you can enjoy while in Maui and get in touch with us here !

More About Sea Maui Sunset Trips

• Chevron down More Information:
• Easy-to-find check-in location at The Whaler’s Village Shopping Center and the only boat with a physical location/booth on the beach. Our “Ocean Activities” booth is located along the beach walk at Whaler’s Village between Leilani’s restaurant and The Westin Resort.
• The only boat with free parking validation, savings of $20 or more!
• Exceptional staff & service/certified naturalists for whale watches (seasonal)
• All crew members are lifeguard and CPR-certified.
• Food prepared by Cafe Jai. Can easily accommodate food allergies or dietary restrictions with 24-hour notice.
• Premium open bar on all trips.
• Complimentary juice, water, Coke, Diet Coke, Sprite, and lemonade on all sails.
• Kama’aina rate available with Hawaii ID, please call  (808) SEA-MAUI  to book.
• Private charters also available.

DELUXE KA'ANAPALI

Sunset sail.

DELUXE KAANAPALI

Guest dine at personal two-top tables seated outside. We serve a tasty spread of plated appetizers that are sure to satisfy even the most discriminating gourmet.

Kula Cherry Tomato & Mozzarella Skewer with aged balsamic glaze

Hummus with cucumbers and carrots

BBQ Chicken Skewer

Kalua Pulled Pork Sliders with Coleslaw on a Sweet Hawaiian Roll

AND A SWEET DESSERT

Chef’s choice : Seasonal dessert

DRINKS & COCKTAILS

Feel the aloha vibes as our Crew serve up a wide variety of alcoholic and non-alcoholic beverages–a little tasty something for everyone on this Sunset Sail.

PREMIUM BAR

Maui Brew Co. -Sunshine Girl Golden Ale

Maui Brew Co. -Seasonal Seltzer

Matua Sauvignon Blanc

Josh Pinot Noir

La Marca Prosecco

Captain’s Mule –  Our thirst-quenching twist on the classic Moscow Mule… New Amsterdam Vodka, splash of soda mixed with Elixir G ginger syrup and lime.*Option to sub Vodka for Tequila or Bourbon

Lana’i Tai –  A Mai Tai done the Trilogy way – Mango Rum, Orgeat, Fresh lime, Elixir G ginger syrup, pineapple juice and a float of Potter’s Dark Rum.

Good Ol’ Fashioned – Redemption Bourbon, agave syrup, splash of water, Watkins bitters.

Lahaina Sunrise – Camarena Reposado Tequila, Ginger ale, POG juice, splash of Elixir G ginger syrup and lime.

808 Margarita – Camarena Reposado Tequila, agave syrup, pineapple juice and a dash of bitters.  (808 is the area code encompassing Hawaii.)

Note: Guests must be 21+ with a valid I.D. to enjoy out premium alcoholic bar beverages

DEPARTURE TIMES

• Feb 1 – Mar 31   |   4:30pm – 6:30pm
• Apr 1 – May 31   |   5:00pm – 7:00pm
• Jun 1 – Aug 31   |   5:15pm – 7:15pm
• Sep 1 – Oct 14   |   4:30pm – 6:30pm
• Oct 15- Jan 31 |  4:00pm – 6:00pm

This tour departs directly from Ka’anapali’s Dig Me Beach.  See below for exact location. Check-in time is 30 minutes prior to scheduled departure time.

TOUR DURATION

Check-in location.

• Sheraton’s beach lawn, Ka’anapali

Check-in with our Crew member in a blue shirt on the lawn in front of the Sheraton, at the end of the Beach Walk. 

**NOTE** If at check-in, surf conditions are deemed dangerous, guests can expect to walk 10-15 minutes north on the beach walk to a safer boarding area. Check-in location will not change.

We will be loading from the beach, you can expect to get wet up to your knees when you board. Please watch the short Beach Loading video below, taken on a small surf day. This tour is NOT recommended for guests with mobility issues. Please consider a tour with a Maalaea departure.

• 2605 Ka’anapali Pkwy
• Lahaina,HI 9676

Parking is available at the Sheraton Maui for $15. Guests also have the option to park at Whalers Village. Trilogy will not validate your parking pass at Whalers.

*On days when beach loading is not possible due to large surf, we will depart from Maalaea Harbor. Guests are responsible for their transportation to Maalaea Harbor. We will always try to give ample warning if this change must take place.

KA'ANAPALI BEACH LOADING

This excursion loads directly from the sands of world-famous Ka’anapali Beach, and you WILL get wet when loading. Please watch this quick video showing our beach-loading process during medium shore break. Please keep in mind that beach loading requires a certain level of physical fitness.   Guests with injuries or disabilities which impede mobility may find beach loading too difficult or strenuous. It is recommended that guests with mobility issues and parents with small infants , book one of our many tours departing from the Lahaina Harbor. 

WHAT'S INCLUDED

Comfortable seating and on-deck tables for two

Hot and cold appetizers and dessert

Premium open bar (21+ yrs must have ID)

Juice, Sodas, Filtered Water

Whale Watching (Dec-April)

NOTE: This tour loads directly from the beach & is NOT recommended for guests with mobility issues. You WILL GET WET. Please read all rules prior to booking. This is a barefoot cruise.

EXPLORE OTHER TOURS

DELUXE MA'ALAEA

CAPTAIN'S SUNSET

Dinner sail.

MA'ALAEA SUNSET

Whale watch.

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Call to order 212-627-1825 -->

Whether you are on one of our sailing vessels, or on a motor yacht, our exceptional crew is sure to treat you with the most professional hospitality that will have you feeling as if it is your own yacht. Cruise aboard a board one of our classic boats for this is a peaceful and, picturesque sunset. Whether you are sightseeing or you just want to take in the views it is the perfect way to end your day.

-->Sunset Cruise on Yacht Manhattan -->

Experience a beautiful New York City sunset and the illuminated cityscape during a comfortable and unique NYC Harbor sunset cruise through the Hudson and NY Harbor. Sit back and enjoy the gorgeous 360-degree view of the island from the open decks or the glass observatory of this Gatsby-esque 1920s style yacht. (Photo by Tali Blankfeld).

-->Sunset & Holiday Cocoa Cruise -->

Experience a beautiful New York City sunset and the illuminated cityscape during a comfortable and unique NYC Harbor sunset cruise through the Hudson River. Get into the holiday spirit and enjoy the grand salon of the Manhattan Yachts in their rich full Holiday decor while taking in NYC skyline during this magical time of year.

-->Cocoa and Carols Holiday Cruise -->

Please join us for this special warm and cozy cruise with your friends, family, and all your loved ones during the Holiday Season. Join us inside the toasty solarium in full holiday decor for a one hour and thirty minute cruise to see the New York City lights. Listen to Holiday songs backed by a live band!  One complimentary drink of Beer, Wine, Champagne or Delicious Hot Cocoa (Spiked if you please), Cookies, and treats for all our guests are included! (**Additional Drinks are available for purchase)   This is a NYC Holiday cruise that you just can’t miss! (Children tickets are available on early departure times) 

Click Here to Watch the Video

-->Evening Jazz Cruise -->

Cruise New York City’s famous harbor aboard the luxury 1920s style yacht Manhattan or Manhattan II while listening to live jazz music by the Classic Harbor Line Jazz Trio, The Boat Band! Learn more about our NYC Jazz Cruise !  This is truly the perfect way to start your evening and relax to the soothing sound of the jazz. 

-->City Lights Cruise on Yacht Manhattan -->

Experience a Romantic New York Sightseeing cruise like never before. Join us aboard our luxurious 1920s inspired motor yacht. Cozy up in the climate controlled observation cabin to take in the iconic sights. Join us for a bright and beautiful New York City Skyline by nightfall during a comfortable and unique NY Harbor Cruise. This romantic cruise is truly one of the most spectacular ways to see NYC! (Photo by Tali Blankfeld). 

-->Champagne & Cheese Pairing Cruise -->

Bubbles, Bites & New York City Sights! As you cruise on the Yacht Manhattan II or Yacht Manhattan, you will be able to take in all the beauty the New York City skyline has to offer while relaxing in our grand observatory. This cruise has limited capacity to create an intimate, comfortable and quiet NY Harbor cruise.

-->Classic Cocktails aboard Yacht Manhattan -->

Enjoy and savor a well-made ‘welcome aboard’ on the house cocktail varied by week! Watch the city pass by while relaxing in your private, partitioned seating area surrounded by large windows. Snap a few shots as we linger in front of the Statue of Liberty, explore the outer decks or stay cozy in your private nook; every vantage point offers the BEST VIEWS OF NYC. Welcome in a new era of 20s cocktails with a Sake Gimlet or a Grapefruit & Rosemary   Rickey. Our sophisticated cocktail menu is packed with creative modern-day spins. A full bar is available to purchase additional drinks by credit card. A specialty cocktail menu is also available!

-->Valentine’s Day Champagne Tasting Cruise -->

Join us in NYC for a Champagne Valentine’s Day Cruise aboard the luxury yacht Manhattan II.  As you cruise on the Yacht Manhattan II, you will be able to take in all the beauty the New York City skyline has to offer while cozying up and staying warm in our climate controlled observatory. This cruise has limited capacity to create an intimate, comfortable and quiet NY Harbor cruise.  This Valentine’s Day Cruise is one of the best date ideas in the city of Manhattan.  This romantic, intimate and breathtaking NYC Cruise is something that you will make a regular annual event on this special day. 

-->New Year’s Eve Champagne Tasting Cruise -->

Celebrate this New Year’s Eve with your special someone or your close and dear friends on Classic Harbor Line’s New Year’s Eve Champagne Tasting Cruise! As you cruise on the Yacht Manhattan II, you will be able to take in all the beauty the New York City skyline has to offer while cozying up and staying warm in our climate controlled observatory. This cruise has limited capacity to create an intimate, comfortable and quiet NY Harbor cruise.

This special tour features the twinkling lights of Manhattan and a selection of special sparkling wines featuring a delicious flight hand selected by our own wine and food expert.

This cruise will have a five flight Champagne tasting and the best spots in NY Harbor for the magical display of Fireworks off the Statue of Liberty! 

-->Sunset Cocktail Cruise on Yacht Kingston -->

Join us aboard the most intimate classic yachts in town to take in the spectacular New York City Skyline at Sunset! You and only up to 48 other guests will be aboard one of our 1920s style water taxis to zip out on to the Hudson in style! Our identical “mini yacht”, Kingston is the smallest and newest power yacht in the Classic Harbor Line fleet.

-->Sunset Cruise on yacht Full Moon from North Cove -->

Join us aboard one of the smaller more intimate wooden yachts of the Classic Harbor Line fleet and depart from North Cove Marina for a cruise in New York Harbor at Sunset. This yacht has comfortable seating and excellent views of the city skyline and New York Harbor. Each excursion will feature a slow pass by the Statue of Liberty & Ellis Island. On occasion, at high tide, we may even circumnavigate the Liberty Island.

-->Sunset Cruise on Full Moon from Chelsea Piers -->

Join us aboard one of the smaller more intimate wooden yachts of the Classic Harbor Line fleet and departs from Chelsea Piers for a cruise in New York Harbor at Sunset. Yacht Full Moon is equipped with comfortable seating and excellent views of the city skyline and New York harbor. Occasionally this cruise will take place on her sister ship the classic Yacht Kingston. This charming plumb-bowed mini-yacht features wrap-around seating to take in all the amazing views this city has to offer. Each excursion will feature a slow pass by the Statue of Liberty & Ellis Island. 

-->Marea At Sea: Light Bites from Coastal Italy aboard the classic Schooner America 2.0. -->

Join us for this 2 hour sunset sail aboard the Schooner America 2.0 and enjoy a curated sampling of Marea’s renowned crudos, a taste of their famous Astice appetizer and, of course, caviar. Each dish has been thoughtfully crafted and reimagined to enjoy at sea, while on the decks of New York’s newest and most elegant schooner, America 2.0!   

-->Sunset Sail aboard Schooner America 2.0 -->

Experience the most stylish means of viewing a New York City sunset; sailing aboard the  Schooner America 2.0 . While sailing you will be treated to a glass of champagne by our exceptional crew as you watch the vibrant warm rays of the sun sink peacefully into the horizon.  Get away from the hustle and bustle of the city with your favorite companions when you board this 105-foot, 1800s styled vessel, America 2.0 . She’s perfect for romantic outings, entertaining friends from out of town, or just relaxing.

-->Live Jazz Sunset Sail -->

Join us for a magical evening of live jazz aboard the decks of our stunning 105 foot schooner.  Sit back and relax with a glass of Champagne in hand and glide through NY Harbor with the magical sun setting behind the Statue of Liberty.  This sail is perfect for date night or a group of friends looking to do something unique. Enjoy a live Jazz trio from the decks of this elegant schooner.  

-->Sunset Sail aboard Schooner Adirondack -->

See New York City sunset from the water on this evening sightseeing sail of the borough’s waterside landmarks. Climb aboard our beautiful 80-foot schooner, the  Adirondack , and join your captain in this peaceful, picturesque sail away from the concrete and noise of the city.  (Photo by Tali Blankfeld). 

JOIN OUR MAILING LIST

Gift certificates, see our calendar of events, private charters.

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 »

PUBLIC EVENTS

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• Ticketed Cruises
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• Manhattan II
• Architecture
• Romantic Sails/Cruises
• Sightseeing Cruise
• Around Manhattan
• Holiday Cruises
• Fall Foliage
• Press/Video
• Buy Tickets
• Contact / Directions
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• All Locations
• Information/Rates
• Meetings & Conferences
• NYC TV, Film, Photo & Fashion Shoots
• Fundraisers & Galas
• Hudson River Cruises
• Tour Operators
• NYC Ferry or Transportation by Boat
• Take to the water and fall in love all over again.
• Accessibility
• Contact Classic Harbor Line: 212-627-1825
• Tickets: 212-627-1825

Copyright © 2024 Classic Harbor Line Chelsea Piers, Suite 103 New York, NY 10011 | Powered by Diedrich RPM.

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Airlie Beach Sunset Cruises

Soak up the magnificent hues of orange and gold aboard Airlie Beach's most beloved vessels. Celebrate the arrival of dusk with your loved ones and take in a perspective you've never seen before!

Experience the beauty of the Whitsundays as you sail into the sunset aboard Providence V's elegant and charming decks!

• Catch the breeze and peacefully set sail into a breathtaking Whitsundays sunset
• Say cheers with a complimentary glass of bubbles as you step aboard
• Sail out of Airlie Beach and celebrate the end of a magnificent day
• Sunset nibbles are included as you enjoy the relaxing evening
• Authentic, delightful tall ship sailing experience with a fully licensed bar

The ultimate in relaxation, jump on board the 'Sundowner' and set off into the beautiful Whitsunday sunset!

• Great for any type of celebration!
• Nibbles and complimentary glass of bubbly included
• Stable boat for comfort as you make your way around
• Fully licensed bar

  Best Price Guarantee     Free Cancellation - Up To 24 Hours Before Departure.

Marvel at this spectacular subaquatic universe of the Great Barrier Reef while the sun goes down with Pioneer Adventures' 90 minute Bottoms Up Sunset Tour! 

• 90 minute Glass Bottom Boat tour with engaging and educational commentary about the beautiful reef and marine life you're witnessing!
• Departing from Shute Harbour, this tour sunset explores the most beautiful fringing reefs in the local area!
• Get up close and personal with the Great Barrier Reef without getting in the water!
• Experience all of this whilst watching a spectacular Queensland sunset that's sure to take your breath away! 

Experience a stunning Whitsunday sunset aboard the deluxe Salty yacht, complete with a golden-hour champagne!

• 2-hour private sunset cruise through the Whitsunday
• Intimate experience perfect for up to 10 guests.
• Cruise Pioneer Bay in the fabulous Whitsundays 
• Ideal for small groups, couples, families and special occasions!
• Nibbles and complimentary champagne served at golden hour.

Set sail into the sunset on Lady Enid, a beautiful and rare Australian yacht, and experience the authentic beauty of the Whitsundays! 

• Iconic gentleman's racer with an elegant legacy 
• Low guest numbers and spacious decks
• Enjoy an adult-only cruise!
• See the beauty of the deep blue surrounding you
• Enjoy a licensed bar with all of your favourite drinks!

Enjoy a fabulous evening out in Airlie Beach with a sunset cruise and delicious dinner!

• 2-hour sunset cruise around the tropical scenery of Pioneer Bay
• Glass of bubbles and nibbles platter included on your relaxing cruise
• Enjoy an incredible 2-course meal at Sorrentos Restaurant and Bar afterward
• Sit at your own private table and sip on a cocktail of your choice
• The perfect evening celebration for couples, friends, or small groups

Experience the stunning and surreal subaquatic universe that is the Great Barrier Reef, from a whole different perspective on Bottoms Up Night Tour from Pioneer Adventures! 

• 60 minute Glass Bottom Boat tour with illuminating blue lights to witness the vast array of mesmeric marine life below you!
• This night tour, departing from Shute Harbour, explores the most breathtaking fringing reefs in the local area!
• Unique tour, offering the best possible vantage point for marine enthusiasts to get up and close with the reef without getting in the water! 
• Includes a glass of bubbly, delectable nibbles and return transfers from local accommodations! 

Immerse yourself in Whitsunday magic as the sunset slips into twilight on this authentic, spacious tall ship cruise! 

• A relaxed, charming afternoon of authentic sailing adorned with local knowledge, exquisite food and dazzling island seascapes!
• Indulge in a local tasting spread featuring fresh seafood, salamis, cheeses and local delicacies. 
• Soak up the colourful history of one of Australia’s most significant topsail schooners, the Derwent Hunter.
• Sip on a complimentary cocktail, as well as quality wines, beers, ciders, bubbles and non-alcoholic beverages from the fully licensed bar
• Great for all ages!

Cruise along the pristine shorelines from Airlie Beach taking in the spectacular Whitsundays sunset, and local marine life

• Enjoy stunning scenery along Pigeon Island, Coral Sea Resort, and Mandalay Bay 
• One of the only turtle spotting tours in the area
• Sip on a complimentary glasses of bubbles and indulge in gourmet nibbles
• An intimate size vessel with quiet motors offering serenity 
• Full shade and weatherproof comfort on board

Indulge in an immersive afternoon of golden hues, soft twilight tones and excellent service aboard the Domino Sunset Sail! 

• Tickle your tastebuds with exquisite nibbles and a complimentary glass of bubbly upon arrival!
• Relax, unwind and bask in an intimate atmosphere with a maximum of 8 guests.
• Let nature put on a show as you celebrate and relax against a dazzling sunset backdrop.
• Enjoy 2.5 hours of smooth, authentic Whitsunday cruising, running longer than most sunset sails.

Wind down the day with ocean views, champagne, and good vibes on this Airlie Beach Sunset Cruise from Redcat Adventures!

• 2 hour sunset cruise from Airlie Beach
• Chilled champagne and delicious nibbles included
• Spacious vessel with plenty of space to relax, take photos, and listen to music
• Onboard licensed bar and rooftop viewing platform
• A cruisey and beautiful way to kick off the evening in Airlie Beach

Enjoy a delicious BBQ feast as you watch the sunset aboard this leisurely cruise through the stunning Whitsunday islands! 

• Enjoy a leisurely cruising experience with once in a lifetime photo opportunities 
• A great way to experience the unique Whitsundays scenery 
• Sit back and relax with a complimentary drink upon arrival 
• Be treated to a gourmet three-course buffet dinner
• See both the magic of a Whitsunday sunset as well as the starlit night sky

Chase the spectacular Whitsunday sunset while cruising onboard the catamaran On The Edge

• Enjoy a leisurely sailing experience with exceptional photo opportunities 
• Sit back and relax with drinks and light nibbles
• Complementary beer, wine, bubbles or non alcoholic beverages
• Informative commentary on the history and ecology of the area

Experience the best of the Whitsundays in just one day with the Whitehaven and sunset sail package!

• Half Day to Whitehaven Beach with CW: Whitehaven Morning Cruise
• Two Hour Sunset Cruise with Providence V

Sit back, relax, and soak up the incredible views of the sunset aboard Camira!

• Enjoy a relaxing 2-hour sunset sail along the Airlie Beach waterfront
• Large spacious 85-foot catamaran
• All-inclusive alcoholic beverages - beer, wine, cider & sparkling
• Generous charcuterie - no one will leave hungry
• Beautiful views of the harbour, bay and township

*Please note, the Camira sunset typically operates from late November to early February due to the timing of the sunset

Join Ocean Rafting FUNset, for the ultimate Airlie sunset & beach cruise!

• Jump aboard multi-award winning Ocean Rafting for an exciting ride
• Cruise to a secret island location to enjoy the Whitsundays sunset
• An hour to relax with family and friends on a paradise beach
• Travel at top speeds from Airlie Beach with spectacular views
• Enjoy nibbles platter and a complimentary beverage

Please note, this tour is no longer operating. Alternatively, check out the other Ocean Rafting tours for an action-packed day in the Whitsundays!

  Best Price Guarantee     Free Cancellation - Up To 7pm The Day Prior   WCBIA Tick - Premium Tour Operator

Sail into the horizon on board Waltzing Matilda and experience the magic of the Whitsundays at sunset!

• Enjoy authentic sailing through Pioneer Bay near Airlie Beach
• Unwind with a drink and nibbles as you watch the magnificent sunset
• Perfect for any celebration, or just for fun!
• Ideal for solo travellers, groups, couples, families, and friends
• Watch the glorious sunset over the ocean

Waltzing Matilda's Sunset Sail is currently not available. Check out our array of other sunset cruises ! 

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• Our experts are Based in Airlie Beach
• We can build packages to save you $$$
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Sailing Whitsundays acknowledges the Ngaro, Gia and Juru people as the Traditional Owners of the lands and seas in which we operate. We pay our respects to Elders past and present, and extend that respect to all First Nations peoples.

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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:

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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 →

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Kuna Vela Sailing Tours

Sailing, snorkeling, & sunset tours - playas del coco, costa rica, choose a sailing tour.

• Hour Glass 4 hours

Morning Snorkel & Sailing Tour

Start your day with this amazing sailing and snorkeling combo as you swim in crystal-clear waters around beautiful reefs! We alternate between many popular coves & beaches to provide our guests with the best experience depending on the wind & weather. After snorkeling and beach time, enjoy delicious finger foods prepared daily on the boat. Capacity: 15 Guests

Sunset Snorkel & Sailing Tour

Don’t miss the opportunity to discover a paradise that is reachable only by boat! Relax, snorkel & explore coves, visit secluded beaches, and enjoy a breathtaking sunset. After snorkeling and beach time, you’ll enjoy delicious snacks and finger foods, prepared daily on the boat. Capacity: 15 Guests

Private Sailing Experiences

Private: morning snorkel & sailing tour.

Enjoy the coast of Costa Rica with your personal cruise. We offer VIP service on a sailing cruise to a pristine beach close to heaven, including snorkeling with our naturalist guide!

Private: Snorkel & Sunset Sailing Tour

Have your personal crew as you enjoy the clear waters of Costa Rica and the sunset. We offer VIP service for a romantic sail on the Pacific Ocean!

• Hour Glass 8 hours

Private Full Day: Snorkel & Sunset Sailing Tour

While sailing, you discover lush green forests, pristine beaches, and sea caves. Enjoy snorkeling with our guide who shows you exotic marine species.

Kuna Vela - Real Sailing Sensation

American Owned and Operated 

Experience the beauty of Costa Rica from a different perspective aboard our 47 ft Dynamique Sloop, Monohull sailboat. Ranked #1 boat tour in Playas del Coco , Kuna Vela offers morning snorkel tours ,  sunset tours , and private tours that include our expert-guided snorkeling tours and breathtaking sunset cruises.

Kuna Vela Sailing Tours is American owned and operated. Our highly trained professional crew is Costa Rican with a combined 50 years of experience on the Gulf of Papagayo. We love sailing, nature, and people.

Top-Rated Boat Tours in Costa Rica!

We had an amazing time sailing, snorkeling, and relaxing on the Kuna Vela. Andres (first mate) and Israel (captain) made the experience great. They were very accommodating and kind. Andres pointed out a bunch of sights to see, led us snorkeling, and took pictures the entire time of us which we now have as great memories. We saw Humpback whales, dolphins, and sea turtles while sailing and a variety of fish while snorkeling. We definitely recommend this tour. It will add a really memorable experience to your trip to Costa Rica.

Wow what an outstanding tour. We were lucky enough to be the only family on the tour that day and what an experience. Andreas and the captain were exceptional. We sailed round Papagayo and saw incredible marine life including dolphins and whales. We snorkelled for a little while and although visibility wasn't great we still saw a fair few fish. We were treated to delicious fruit and snacks and what seemed like a never ending supply of beer! They found us the perfect spot to watch the beautiful sunset. The trip was our highlight to Costa Rica and I would even say the best excursion we have ever done in our travels. Kuna Vela is the best. Book you won't be disappointed!!

My boyfriend and I had a great time and will definitely be doing this again when we return. The captain and Andres were AMAZING! Andres really does a good job of showing you the sights and ensuring that your sailing experience is nothing less than stellar. His photography skills were great and we really appreciated all the photos he got for us. There was only one other couple on our tour, so we really felt like we had individualized attention. We also saw dolphins which was a perfect ending to our sail. We can’t wait to do this again and to recommend it to others!

What a great Sailing Experience with a Great Hospitality. From the Welcoming till Departing you know you are in Safe & Expert Hands. All the staff in the Boat was very knowledgeable and experienced. If you are looking for a personalized service Kuna Vela is the way to go. Let the Captain pick the spot and you set back, relax and enjoy your Beautiful sailing day. Thank You Lindsay Hyler-Russell & Clint Russell for the Amazing time and Hospitality. I will be back for more!

It was lovely seeing Costa Rica from the water. Such a beautiful afternoon sailing the coast, swimming, snorkeling and experiencing the sunset. While on the beach you can explore a cave and climb up the hillside to see a panoramic view. The crew and owners are both professional, super friendly and accommodating. The snacks and beverages were plentiful and delicious. What is in that rum punch? So good, it must be the secret ingredient that makes it special. Would highly recommend this company!!

Found Clint the recent owner of Kuna Vela Sailing to be very helpful in accomodating us to be picked up from our beach rather than from Cocoa Beach where they operate from. My party of 3 were joined by 4 other people for the half day snorkel and sunset sailing tour. Captain Israel and his First Mate Andres made us feel very welcome. Captain Israel takes pride and care of this sailing boat and I felt safe the whole time. We were offered drinks, and relaxing music to listen to as we watched flying fish jumping out of the water on route to a quiet cove where we donned snorkel gear and led by Andres swam over to a rocky area where many fish live. For those who needed it masks, snorkels and fins were available. I was delighted with the variety of fish I saw. Andres was busy with his camera taking photos of us and the sea life the whole time we were with them. These were made available free of charge within a day of our trip and I really appreciated the excellent underwater photos. A delicious plate of sandwiches, chips and dip and fruit and of course some run punch were offered after the snorkeling. They were able to accommodate my gluten free friend with appropriate snacks too. Returning the wind picked up and sails were unfurled for part of the time. We watched the sunset and returned to shore where Clint took us back to our beach. A delightful, relaxing time I highly recommend the Kuna Vela and crew.

Sunset Snorkel Cruise on the Kuna Vela. 4 in the family, 2 adults and 2 teenagers. We all agree on the Top Ten standing! Captain Israel and 1st Mate Andres were excellent, friendly, knowledgeable hosts. Andres seemed to be everywhere all at once: serving us amazing rum punch, beer, and snacks; working the rigging; taking pictures for us; catching a beautiful yellowfin off the back of the boat; pointing out dolphins, sea turtles, and other marine life; leading the snorkel experience; and more. Hardest working man in the business I bet. And he did it all with patience, kindness, and a big "Pura Vida" every time. Captain Israel kept a steady hand on the ship, saw dolphins before anyone had an idea to even be looking, and gave us the best sunset view you could ever hope for. Snorkeling was great too! Eagle Rays, Pufferfish, Angel Fish, Sea Urchins, Needlefish, fish everywhere. But what I liked best was that as the sun set I looked around and noticed all the other tours were already quickly motoring back to the harbor. Captain Israel sat quietly and continued to watch the pink and orange sky unfold all around us. He gave us the time to really be in the moment with our families. When it was almost dark, he slowly turned the boat home. Amazing afternoon and evening and worth every penny. Thank you Kuna Vela for a most excellent experience!

The owner, Clint, his captain and crew were excellent as sailors... photographer, chef.... as well as serving us our drinks and food and assisting us on shore... I am personally a sailboat sailor, racer, and sailing instructor.. Safety and comfort are the priority for this ship and her crew... The boat is a very large... sea worthy..... and well maintained . You will not regret scheduling a party or private event with this company...Clint is an A+

The boat is beautiful! Clint is great at organizing everything and making sure everyone has a great time! Captain Isreal is very knowledgeable and funny - he even has a playlist all timed out so that the sun sets as the last song finishes!! First Mate Andrés is so attentive - he is a great photographer, takes many incredible pictures, and makes sure everyone has plenty to eat and drink the whole ride! The snorkeling was great! So many things to see! This really was the highlight of our trip in beautiful Costa Rica! We will definitely be back and do this again!! I HIGHLY recommend this trip!! Read less

Lake Lanier Charter Sailboat Sunset Cruise

on Lake Lanier

Experience an enchanting evening of sailing at sunset on lake lanier.

Imagine gliding over peaceful waters; the sun dancing on the ripples as it melts into the horizon…. A breeze caresses your face….The cares and distractions of your demanding life grow smaller and smaller as you leave the shore behind…..

Kick back and unwind as our Captain takes you on a relaxing and intimate Sailing Adventure and be surrounded by the beauty of the setting sun on Lake Lanier, Georgia.

Birthdays, Anniversaries or a Romantic Rendezvous. The occasion becomes even more special on a Sunset Cruise Sailing Charter with time to talk, to laugh, to dream….

Join us and treat yourself to the soothing sounds of wind and water and the radiant glow of the setting sun.

Lake Lanier Sunset Cruise Sailing Charters

We have Sailboat Cruises that can accommodate guests starting with just a romantic couple or groups all the way up to 10-16 passengers. Enjoy your own Private Sailing Cruise with loved ones or family, a group of close friends or guests from your company or favorite organization.

Your Sailboat Cruise takes place on beautiful Lake Lanier, with options to enjoy fine dining at one of the near-by lake side restaurants following your cruise. On board food service is available for larger groups or if you prefer, simply bring your own picnic aboard the sailboat. Picnic baskets, coolers, glass and alcohol are permitted on all of our charters.

Prices for Private Sunset Cruise on Lake Lanier

Your group will have a private sailboat scheduled at your convenience.

We do not combine groups for our cruises.

We can also offer day cruises and sunset cruises on pontoon boats, call for details.

Sailboat Cruise prices are based on the size of your group and are featured here;

• $350 - Private 2.5 hour Sailing Cruise for 2 guests. Additional Guests are $60 per person
• $410 - Private 2.5 hour Sailing Cruise for 3 guests.
• $470 - Private 2.5 hour Sailing Cruise for 4 guests
• $530 - Private 2.5 hour Sailing Cruise for 5 guests. 
• $590 - Private 2.5 hour Sailing Cruise for 6 guests.
• $650 - Private 2.5 hour Sailing Cruise for 7 guests.
• $710 - Private 2.5 hour Sailing Cruise for 8 guests.
• $770 - Private 2.5 hour Sailing Cruise for 9 guests.
• $80 per person for Private 3 hour Sailing Cruise for 10-16 guests.
• Additional Cruise time is $80 for each additional 30 minutes.

Sailing Orlando

Sharing the Beauty of Sailing with Central Florida

Exclusive Private Sailing Tours with Sailing Orlando

Orlando's only sailing tour.

As the premier sailing tour provider in Central Florida, Sailing Orlando is dedicated to spreading the joy of sailing to our local community and visitors alike. Our range of private sailing tours, including both daytime excursions and captivating sunset cruises, presents a unique opportunity to immerse yourself in the art of sailing on a 25-foot sloop-rigged sailboat. Combining entertainment and education, our tours introduce guests to essential sailing principles, all while basking in the warm Florida sun. Delight in a daytime sailing tour or a captivating sunset cruise aboard our 25-foot MacGregor Sailboat on the picturesque Lake Fairview in Orlando, FL. Experience the beauty of sailing in Central Florida with Sailing Orlando today.

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ASA 101 Sailing Lessons ($475/person)

Earn Your American Sailing Association 101 Certification! Have you ever wanted to learn how to sail?  Check out this comprehensive...

Book Your Private Sailing Tour Today

Chart a course for adventure in the heart of Central Florida! Join us for an unforgettable sailing experience, where Orlando's Only Sailing Tour promises excitement, relaxation, and breathtaking views. Set sail with us, and let the wind carry you to new horizons!

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10 Incredible San Diego Sailing Tours to Get Your Sailing On

S ometimes we just want to ditch the on-land attractions and head out to the ocean for a sailing adventure. Whether you’ve never been on a boat before or you’re a seasoned sailor yourself but couldn’t get your boat down to San Diego and still need your fix of the sea breeze. Thankfully, plenty of companies offer San Diego sailing tours.

Greg and I got into sailing a few years ago. We currently don’t have our sailing certification but love spending time on the water. So until we can safely maneuver our own sailboat, we either head out with one of our friends (Big shout out to Joe! Thank you!!!) or go on a sailing tour.

Here is a list of our most loved San Diego sailing tours to get you in the mood to hit the San Diego Bay and the Pacific Ocean.

The Best San Diego Sailing Tours

🥇best rated san diego sailing tour.

Don’t have time to read the whole article? Book the highest-rated San Diego Sailing Tour with 380+ ⭐️⭐️⭐️⭐️⭐️ Star ratings on Viator! Book this tour

Small Group San Diego Sunset Sailing Excursion

This three-hour San Diego sunset sail tour brings lovers of the sea out on a Catalina-style sailboat to watch the last of the sun rays fall behind the ocean. The idea of this excursion is to create an intimate feeling, only allowing six guests on board.

There will be beer, soft drinks, and snacks provided by the captain during the ride. Additionally, warm jackets will be on standby in case the wind off the sea becomes too much.

Pass by San Diego’s private marina Point Loma, the USS Midway Museum, and under Coronado Bridge to the island.

The sailing boat has a modern sound system, so if anyone would like to play their favorite songs for some added ambiance, they’re free to do so.

Before you head off, meet at the Sail San Diego Office on Shelter Island. You need to receive a physical paper ticket to board the ship. It will be given to you upon check in.

Sunset Sailing Experience On San Diego Bay

Sunset is, without a doubt, the best time to take a boat out to sea. Watching the dramatic orange colors explode throughout the sky from a top deck is a blissful experience.

Hop on board a classic sailing yacht and make your way down San Diego Bay, catching glimpses of military ships and some of the city’s key sights from a unique perspective.

Take advantage of the many photo opportunities while watching the California sun slowly fades away. As well as an unforgettable sailing experience, you get some white wine, chocolates, soda, and water with your booking.

This fantastic two-hour tour is popular among those looking to celebrate something, e.g., engagement or proposal. This sunset sail in San Diego is one you won’t be soon to forget.

A maximum of six people can reserve a space on the ship which departs from Harbor Island. It’s recommended that you arrive 20 minutes beforehand, so you have time to find the gate. The company is not able to wait for anyone.

Book here San Diego Whale Watching Cruise

Would you like to see some whales? Head out to sea with an expert guide who will provide interesting knowledge about grey whales, dolphins, and other animals that roam around San Diego.

They’ll bring you to several areas where they have spotted whales in the past. This exciting 4.5-hour whale-watching tour takes you aboard a ship modeling a sailing schooner that won a prize at the world’s first America’s Cup sailing competition in 1851. 

This outstanding whale-watching tour includes drinks and snacks, sightings of whales guaranteed, and a no-sickness promise.

Check-in is at the Next Level Sailing office. It opens an hour before departure and closes 30 minutes before. If you’re looking for a small private tour, this isn’t the one for you. The ship can hold up to 77 passengers.

Book here Small Group Afternoon Sailing Excursion

Board a Catalina-style sailboat for six people and embark on a semi-private sailing tour of San Diego.

Get your binoculars ready because you’ll see an array of sights like the San Diego Convention Center, Seaport Village , the USS Midway , and much more.

The boat’s crew members will take good care of you for the duration of the tour, offering complimentary beer, wine, soft drinks, and snacks. If the sun gets too much for you, sunscreen will be on board too. 

Check in for this activity is at the Sail San Diego office. The captain will meet you there and bring you to the ship, where the fun will begin!

San Diego Bay Relaxing Sailing Tour

Step aboard a luxuriously designed Beneteau sailing yacht and cruise around San Diego Bay VIP style. Pop your head inside the spacious cabin kitted out with cushioned seats, soft blankets, pillows, and bean bags to relax on the bow of the boat.

The 2.5 tour starts by taking passengers to catch some gorgeous harbor views of the military ships parked up, including the USS Midway and the Star of India. After, they’ll be taken under the Coronado Bridge to see San Diego Seaport area.

The boat will then venture over the bay to the Naval Air Station and a couple of other notable attractions before making the return to land.

The tour will leave from the Claire Sailing office, only a few minutes from downtown. Beverages are provided by the company, e.g., beer and soda, and passengers can have a shot of driving the boat once given the go-ahead from the captain.

Private Sailing Charter on San Diego Bay

Enjoy a 2.5-hour private sailing charter tour along San Diego Bay.

This is different from other excursions where the company chooses the itinerary. Instead, you decide what you want to see. Whether you want to go whale watching, swimming, or lay an anchor somewhere, the sky is the limit. Additionally, if you’d like the captain to plan your time out carefully, that can be arranged too. See sights like Tijuana , Hotel del Coronado, or Point Loma Lighthouse.

Make sure you arrive outside Clayton’s Galley 10 minutes before departure time. That’s where the captain will meet you beforehand.

Look out for dolphins, sea lions, and whales when you’re out at sea. If it’s the season, you can see them.

Again, this charter sailboat tour of San Diego is private. It will only be your group on the boat with the captain and their team. Snacks and water are included with the tour.

Book here Luxury Catamaran Sailing Charter of San Diego

Take on the San Diego waves on your private catamaran sailing charter that can hold up to 12 passengers.

Set off from the Hyatt Regency Mission Bay for an eight-hour cruise to see exciting attractions like Sunset Cliffs Natural Park , Ocean Beach Pier, La Jolla, and Pacific Beach. Soak up stunning seascapes while trying to spot aquatic animals. The captain can help you out with that one.

The crew on board will be looking after you for the day and will provide five-star, personalized service. This is the perfect tour if you have a big family and want to celebrate fashionably.

Private Luxurious Sailing Cruise in San Diego Bay

This is arguably the fanciest sailing tour you can book in California. It’s a private excursion that tailors to passengers’ needs.

Fancy a sail and swim in Glorietta Bay? Or a romantic cruise along Coronado? Pick where you’d like to see. It’s your three hours. Let the crew do the hard work while you relax, sipping on an ice-cold drink.

The tour is limited to you and 5 other guests. You’ll depart from Harbor Island at 5 pm and have three hours out at sea.

When you see inside this yacht, you won’t want to get off. Its elegant design creates a warm, homey feeling. You’ll forget you’re out on the sea.

The captain and his team are attentive and will look after your group in whatever way they can. To top it all off, alcoholic beverages are included, so grab a beer and watch the sun go down with those you love.

There’s no doubt, this is definitely one of the best sailboat tours in San Diego.

Book here Private Sail Yacht Experience on San Diego Bay

Grab some lovely photographs of San Diego Bay on this two-hour private sailing tour.

Have a 37-foot (11.2 meters) yacht all to yourselves while you kick back with a bottle of champagne, and the captain brings you to see dolphins and other sea creatures along the coast.

The tour is suitable for a maximum of six people and comes with some luxuries such as champagne, white wine, chocolates, and soda. You’re free to bring your own food and drink as well.

Book here Sterling Sails 2-Hour Private Sailing Experience

Did anyone ever tell you that San Diego looks better from the water? See it for yourself on this two hour private sailing experience with your own private yacht and a captain who’s well versed in handling navigation.

Sail all along San Diego Bay, scouting out sea lion hideouts and old military ships like the USS Midway.

The ship can hold six people, making this tour ideal for small families or groups on vacation looking for an ocean escape. Captain Liz will meet your group at the benches beside Marina Cortez 15 minutes before the ship’s sailing time.

San Diego is an amazing place for a sailing tour, with stable winds and a balmy climate; it’s no wonder boating enthusiasts love it here. 

When choosing a sailing tour, you’ll have to ask yourself some questions:

What’s your budget? 

Which attractions would you like to see? 

How much time do you have?

Once you’ve determined this, you’ll be on the boat, ready for your San Diego sailing tour!

Looking for more ideas? Check out these San Diego Whale Watching Tours .

Last Updated on August 2, 2023 by Maria Haase

The post 10 Incredible San Diego Sailing Tours to Get Your Sailing On appeared first on San Diego Explorer .

Free Trips For Kids • 5 & Under • 305-296-2554

Sunset Cruises & Boat Tours

In key west, sunset cruises in key west.

Sunset Watersports is your one stop shop for Key West sunset celebrations. We have the island’s only sunset dinner cruise, an incredible sunset sailing experience or even an action packed sunset snorkeling trip.

Key West’s Best Sunset Sail:

Set sail and explore the beautiful waters of Key West! Enjoy a romantic sail with your loved one, experience the world-famous Key West sunset with a live tropical musician, open well bar & a great selection of appetizers.

Key West’s World Famous Sunset Dinner Cruise:

Climb about the world famous Party Cat catamaran for a night you won’t forget. Guests enjoy a delicious tropical food buffet made fresh in our on-board kitchen. Enjoy an unlimited open well bar & on of the island’s best live musicians as they set a true island vibe as you discover Key West’s legendary sunset.

Snorkel The Reef At Sunset:

Looking for a little more adventurous sunset experience? Look no further than this sunset snorkeling combo. We will take you to the best snorkeling location then open the bar and guests get unlimited draft beer & wine as we cruise around to enjoy the sunset cruise. Book your cruise online below ↓

Key West Sunset Dinner Cruise

• Clock 2 hours
• Users All Ages

Enjoy a beautiful Key West sunset with a tropical food buffet, live music, and an open well bar! Take in the unbeatable views as you groove into the sunset.

Kids go free!

Sunset Sip & Sail

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

Sunset Snorkel Combo

• Clock 5:00PM or 5:30PM
• Clock 3 hours

Join us for a beautiful late afternoon cruise out to the barrier reef for a refreshing dip in the crystal clear waters, then top it all off with a gorgeous sunset cruise through the harbor. This trip includes draft beer & wine.

Seasonal Cruises:

Fourth of july fireworks sail.

• Clock 1.25 hours

Celebrate the Fourth of July from the water! Grab a tropical mixed drink and dance to a live performance from one of Key West’s best entertainers while enjoying a legendary Key West sunset.

Key West & Stock Island Lighted Boat Parades

Join us for one of the most memorable nights on the water, Key West’s Lighted Boat Parade. This is your chance to ride in the parade. Includes draft beer, wine, champagne, appetizers & live DJ.

This was a great sunset cruise experience. The boat was clean and accommodating. The view of the Key West sunset was spectacular. The drinks were delicious and plentiful. I would highly recommend this trip!

It was so much fun!! Highly recommend doing this with your friends and family. We had a blast. Honestly well worth it. Jake even took photos for us and sent them to each group!

Our family had an amazing time on the sunset sip & sail and would definitely recommend Sunset Watersports to others. All staff were fun, informative, and my daughters had a great time. Overall, an amazing company to choose for some fun on the water!

Water tours, sunset cruises, and more: Top 5 ways to enjoy the Naples coast by water

As our weather gets warmer and warmer, it's the perfect time to get out on the water.

Whether you're a local or a tourist, you can enjoy Naples' gorgeous views from the water.

Here's some of the best ways to enjoy our coastal views:

1. Take a dolphin tour

If you're exploring the coast of Naples, sometimes you'll be lucky enough to see a dolphin or two. If you want an even better chance of seeing the friendly sea creatures, consider booking a dolphin tour.

• Naples Water Tours : Dolphin Tour (napleswatertours.com)
• Pure Florida : Naples Dolphin Watch (purefl.starboardsuite.com)

2. Embark on a sunset cruise

More of an evening person? Lucky for you, Naples has killer sunsets. If you're looking for a perfect way to watch the sun set over the Gulf, check out our sunset cruise options.

• Boat Naples : Sunset Cruise (boatnaples.com)
• Sunset Dinner Cruise and Sunset Sightseeing Cruise: Naples Princess Cruises (naplesprincesscruises.com)

3. Try an afternoon sightseeing cruise

Take in our city's coastal views with a daytime sightseeing cruise around Naples Bay, Port Royal, and the Gulf of Mexico.

• Naples Princess Cruises: Sightseeing Cruise (naplesprincesscruises.com)
• Pure Naples: Sightseeing Cruise (purenaples.com)

4. Enjoy a booze cruise

Naples has a few options for cruises with bars or that allow you bring your own alcohol. Enjoy the views and a drink aboard these specialty cruises.

• Cruisin Tikis Naples (cruisintikisnaples.com)
• Naples Party Boat (naplescycleboats.com)

5. Try an unconventional boat tour

Looking for a new kind of tour to take? Try a private catamaran tour and stop at multiple beaches around the Southwest Florida coast.

• Cool Beans Sailing (coolbeanscruises.com)
• Sweet Liberty (sweetliberty.com)

THE 5 BEST Tomsk Boat Rides & Cruises

Boat rides & cruises in tomsk.

• Scuba & Snorkeling
• Fishing Charters & Tours
• 5.0 of 5 bubbles
• 3.0 of 5 bubbles & up
• Good for Kids
• Good for Big Groups
• Adventurous
• Budget-friendly
• Good for a Rainy Day
• Hidden Gems
• Good for Couples
• Honeymoon spot
• Good for Adrenaline Seekers
• Things to do ranked using Tripadvisor data including reviews, ratings, photos, and popularity.

1. Ultradive

2. weekend trips in tomsk.

3. Plavaliznayem

4. Dive&Drive

• Plavaliznayem
• Weekend Trips in Tomsk

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Taylor Swift and Travis Kelce spotted on vacation together in mystery location

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No blue dresses on this boat.

In a series of photos posted by gossip blog Deuxmoi Monday, Taylor Swift and Travis Kelce were seen holding hands as they walked through the docks of an undisclosed location.

Although it’s unclear if they were on their way into the docks or out, they tried to keep a low profile with the “Lover” songstress hiding behind a baseball cap and sunglasses.

View this post on Instagram A post shared by curators of pop culture (@deuxmoi)

They also sported neutral outfits with Swift wearing a long-sleeve shirt and shorts and Kelce rocking a T-shirt and shorts.

Their getaway comes amid reports that the NFL star is planning a vacation with the 14-Grammy winner ahead of the release of her highly-anticipated album, “The Tortured Poets Department,” on April 19.

An insider close to Kelce, 34, told the US Sun, “He booked some very nice hotel suites and tables at great restaurants to take her on days off.

He wants to take her on romantic getaways to have her relax and go discover those nice cities and European romantic places together.”

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Want celebrity news as it breaks? Hooked on Housewives?

Swift, 34, is not set to take the stage for her Eras Tour for another two months after wrapping up her concerts in Asia and Australia.

Amid their respective breaks from their careers, the A-list couple are reportedly nesting at the pop star’s Los Angeles estate.

“They’re focused on rest and recuperation and relaxing at home and having low-key and chill time together,” an insider told Us Weekly last week. “They are enjoying movie nights in her home theater, catching up on films and shows they’ve missed.”

However, they have not missed out on some of the most exclusive parties in Hollywood as they were seen at  Madonna’s ultra-exclusive post-Oscars bash while the NFL star was also  spotted at Jay-Z’s annual “Gold Party.”

Aside from attending the star-studded parties, Swift has also hosted a few “small, intimate gatherings” of her own.

“They can finally rest and intend on spending quality time together and with friends and family,” a source told Us Weekly.

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