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Smile n' wave.

Sailing Charter & Tours in Destin, Florida

Smile N' Wave Sailing Adventures Fleet

Now booking charters for our trimaran "Nice Tri"

Join Captain Pam for a day trip aboard our new Trimaran, Nice Tri. All her day trips offer the ability to swim, snorkel, look for dolphins or watch the sunset on the Gulf of Mexico in Destin, Florida. You can also choose to visit Crab Island. The place Captain Pam likes to snorkel is called the Grass Flats. It is a shallow area where you can disembark the Sailing Trimaran and be waist-deep in water to hunt for treasures. While snorkeling, some things you may find include seashells, hermit crabs, fish, shrimp, and occasional seahorse. Captain Pam allows you to take a hermit crab of your choice to the boat for a race before releasing it.

Snorkeling Tours

Snorkeling Adventures are fun for all ages, but we have a special treat for the older kids and grownups with the conditions right to travel into the Gulf of Mexico. Captain Pam loves to bring you sand dollar hunting. We get sand dollars on the second sandbar, where you can dive from ten to fifteen feet. You can keep two sand dollars per person. Captain Pam suggests a four-hour cruise so you will have plenty of time to explore.

See The Dolphins

The Gulf of Mexico hosts some pretty friendly Aquatic Mammals, like the Tursiops Truncatus or Bottle Nose Dolphin. These happy mammals are some of our best friends, and they love meeting new people. We have thirty-five to fifty local dolphins who love to interact with sailboats and passengers, and we get to see them on seventy-five percent of our cruises. So when we are fortunate enough to interact with them, they will follow as we sail along.

Party on Crab Island

The cool thing about Crab Island is it isn't an island. It's a sandbar on the bayside of the Destin pass where locals and tourists alike come to anchor their boats, party, swim, or walk to one of the floating restaurant shacks to grab a drink or a bite to eat. You are welcome to bring your cooler with drinks and snacks, no glass, please. Crab Island is fun for all ages; it has ice cream boats, shore dash, and Reef Burgers, Captain Pam's favorite. People come worldwide to enjoy this incredible sandbar.

Sailing Tour & Charter Packages

Online Booking available for select charter packages

Swim & Snorkel

Starting at $525

Sunset Sail

Starting at $450

Seasonal Fireworks

Starting at $350

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Exclusive Catamaran Sailing Adventures

Come explore the majestic waters of the emerald coast, catamaran sailing in the emerald coast sun..

Are you visiting the Destin, Okaloosa Island, Navarre Beach area and needing a little adventure in your life? This is what you're looking for aboard catamaran Destin Sailing Adventures. The boat is a Stiletto 27 Special Edition Catamaran, designed to provide maximum sailing pleasure and performance over a wide range of wind and sea conditions. Made for adventure and racing, so it offers plenty of excitement and comfort for any occasion. The boat is outfitted with a 20hp motor, so if the wind isn't blowing we can still get out and play! Charter comes with a local captain to take you to all the local spots, while you sit back and relax.   

We offer an array of private tours, cruises, and adventures at a reasonable price. The longer you book the more fun you can have and the more money you’ll save. These are private charters, so you won’t be with a huge crowd during these unprecedented Covid 19 times. Just you and the people you bring. Come explore Crab Island, Sunset cruises, Sailing lessons, Dolphin Tour, Snorkeling, Marriage Proposals, Birthdays, sightseeing tours, Anniversary celebrations, and more with us today.    

We are dedicated to making sure you have a great time while visiting the Emerald Coast. All trips include up to 6 Guests, Licensed Captain, cooler with ice, bean bag chairs, sound system, and a head (bathroom). Our Captain has 15 years of local experience racing/sailing along the Gulf Coast of Florida and more! Please contact us for special requests.

 One of the best catamaran sailing adventures Destin East Pass, Okaloosa Island, Santa Rosa Island, Choctawhatchee Bay has to offer!

Memorial Day

Summer is almost here!

Mins Minutes

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Jetty East Snorkeling

Usually one of the busiest spots during the summer, so book your trip early to beat the crowds.

Snorkeling with a Manatee.

Early bird got the manatee this day!  

Spanish Mack

Up close and personal to a Spanish Mack doing its thing!

Pick up location

Adventure marina, okaloosa island.

1201A Miracle Strip Pkwy SE, Fort Walton Beach, FL 32548, USA

850-217-3448

"A ship is always safe at the shore, but that is not what it is built for."

Albert Einstein

Destin Sailing Adventures

1201B Miracle Strip Pkwy SE, Fort Walton Beach, Florida 32548, United States

Copyright © 2023 Destin Sailing Adventures - All Rights Reserved

CHARTER OPTIONS

Enjoy the beautiful scenery Destin, Florida has to offer with a group or in a romantic setting. We have a variety of charter types so you can be sure to choose the one that’s right for you! Holloway Yacht Charters is committed to providing you and your guests an unparalleled adventure that can only be experienced aboard your own personal yacht. Here in the panhandle and South Florida there are many ways to see the sites and spectacular underwater wonders the area has to offer. Aboard the Propensity  you will experience these things in the comfort and luxury of your own private yacht and avoid the one thing the cattle boats and all other high capacity charters have in common… the crowds.

1/2 Day Cruise (4 hours)

 Charter includes captain, fuel, soft drinks, & water for up to 12 guests. Alcohol and food can be added.

*Additional Booking Fee May Apply

Full Day Cruise (8 hours)

Our Sunset Cruise includes captain, fuel, soft drinks, & water for up to 12 guests. Alcohol and food can be added.

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5/5 75 reviews

WHY HOLLOWAY

Heads turn quicker. Hearts beat faster. A lifestyle is expressed instantly in the eloquent lines and luxury of the Princess V72 with the largest engines. Her breathtaking beauty, the exquisitely crafted Oak interior, and stunning Ocean Trac performance have won accolades worldwide and stimulated a legion of home-grown imitators. Yet unduplicated in all aspects of design and completeness, the Princess V72' achieves best in class and measurably exceeds the expectations of the world’s most sophisticated yachts.

A large cockpit with a table and comfortable seating, providing both partially covered and open spaces

Central stereo with satellite music system along with Bluetooth that can be controlled from your phone or tablet

Bow area, containing a sun pad

Swim Platform

Comfortable upper salon, with a table and wrap-around banquet seating

Galley, containing a stove, microwave, refrigerator, and freezer

3 Staterooms with flat screen televisions

3 Heads with showers

OUR LUXURY YACHTS

Our Flagship

Heads turn quicker. Hearts beat faster. The Princess V72's breathtaking beauty, eloquent lines, exquisitely crafted oak interior, and stunning Ocean Trac performance has won accolades worldwide and stimulated a legion of home-grown imitators. 

Our Sistership

The Perfect Destin Cruiser. A lifestyle is expressed instantly in the eloquent lines and luxury of the Neptunus 58 Flybridge. Neptunus Yachts are known for their unmatched value, great performance, and exquisite craftsmanship.

Fairline 52

Imagine unwinding in a spacious salon and well-equipped galley, all surrounded by the warmth of high-gloss cherry joinery. This yacht catered to those who craved both the thrill of the open water and the serenity of luxurious comfort.

Crab Island Budget-Friendly Rentals

Explore our fun & affordable boat options.

Fish & Fun Destin

Starting at $250 an hour . Our Sportsman 302 offers a perfect blend of family comforts and angler-driven features at an affordable price. Up to Ten guests.

Boat Rental  • Half Day • Full Day • Hourly • Fishing • Snorkeling • Crab Island • Family Fun • Dolphin Watching

36' Aquila Catamaran

What's Included: Ice, Water, Fuel 

Charter: Half Day, Full Day, 6 Hour

Up to 13 guests

4 Hours: Boat: $1,500 Crew: $240

6 Hours: Boat: $2,250 Crew: $360

8 Hours: Boat: $3,000 Crew: $480

32' Aquila Catamaran

Up to Ten guests

4 Hours: Boat: $1,300 Crew: $240

6 Hours: Boat: $1,950 Crew: $360

8 Hours: Boat: $2,600 Crew: $480

  PREMIER LUXURY YACHTING EXPERIENCE!

Bachelor(ette) Party

Help your friend say bon voyage to the single life with a one of a kind private yacht charter.

You’ve found the right person: but where are you actually going to do the proposing?

Anniversaries

Celebrating your special occasion aboard our luxury yacht, in the company of the one you hold dear.

Celebrate your birthday with friends and family in luxury and style. 

Yachting for Business

Impress your business partners or plan a fun staff outing.

Overnight Charters

We offer overnight and multiple day yacht charters for up to 6 guests.

RECENT CHARTERS

Experience Destin in a whole new way.

 fair winds sailing co.

Sail along Destin, Florida's Emerald Coast aboard "Selah," a classic 32 foot sailboat. Charter your own specialized adventure with a licensed and experienced sailing captain to create memories that will last a life time.  We offer private sailing tours for up to six people that include day time sails, sunset cruises, dolphin tours and more!

A Sailboat With A Story.

Sailing vessel Selah is a beautiful boat with a strong family history and connections to the local area. She is a sea worthy vessel that has sailed all over Florida and the Bahamas, but now take guests out on sailing adventures here in Destin. Her most unique feature is a large bowsprit that is the perfect spot for viewing dolphins and other sea life or taking in the sunset.   Whether you are sailing for the first time or are have lots of experience, we offer an excellent opportunity to relax and unwind as we explore the Gulf of Mexico, Choctawhatchee Bay and the Destin Harbor.

Selah is also equipped with plenty of dry storage, a cooler with ice for drinks or snacks you may want to bring along and complimentary bottled water. 

Fair Winds Sailing Co prides itself on providing an unforgettable opportunity to experience the joy of sailing and everything Destin has to offer. That's why we want to help you get the most out of your trip. Whether it's taking the whole day to explore the coast, getting the best spot to watch fireworks or planning the perfect evening with your significant other, we can make it happen.

Book Online  today! or call 850-502-0664

Daytime Sails

We'll raise the sails, turn off the motor and head out in to the Gulf of Mexico for a day that's relaxing and exciting. Stand on the bowsprit and watch dolphins swim under your feet as they follow the boat. Lay out on the deck with a cold drink. It's the perfect way to spend an afternoon.

Sunset Cruises

End the day with a picture perfect cruise on Selah. Watch the sunset over the clear waters of Destin, then cruise through the harbor as Destin lights up the night. It's a great opportunity to share a bottle of wine with friends or to top off a romantic getaway. 

Specialty Excursions

Captain Harbor can customize your sailing trip to make your day with Fair Winds Sailing Co unique and memorable. Book Selah for an engagement shoot or an intimate wedding ceremony. Turn your trip into an all day experience. Ask for a hands-on sailing tutorial. We also offer packages for special events like fireworks cruises,  moonlight sails and more.

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Trip duration, multiple days (less than 1 week), weekly trip show boats that have weekly prices. most weekly boats outside of the us are available only saturday to saturday., boat length: 5ft -, manufacturer, boat build year: -, weekly trip, price: $ - $.

In addition to the best offers we have for boat and yacht charters in Destin, FL, see also options available for rent in these nearby locations:

• 2 boat rentals in Destin, FL
• 2 boat rentals in Eglin Air Force Base, FL
• 2 boat rentals in Shalimar, FL
• 2 boat rentals in Niceville, FL
• 2 boat rentals in Miramar Beach, FL
• 3 boat rentals in Fort Walton Beach, FL
• 2 boat rentals in Sandestin, Miramar Beach, FL
• 2 boat rentals in Santa Rosa Beach, FL
• 2 boat rentals in Grayton Beach, FL
• 2 boat rentals in Seaside, FL

Renting a boat in Destin, FL - what an amazing experience!

The best destin, fl private boat rentals available on sailo, learn how to find the perfect yacht for you, how much is it to charter a destin, fl yacht for a day, what happens in case of bad weather, sustainable yachting tips.

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Destin Yachting The Ultimate Yachting Experience in Destin & 30A!

A Miami - Mediteranean Style Charter 

with a New Orleans Flare!

Happy Hour is a 63’ Private Yacht that  is lightly chartered.

30A & Destin Boarding!

Half day starting at $3,200, 6 hrs starting at $4,000, 8 hrs starting at $4,800, sunset cruise special, vip private chef…check it out, veuve clicquot packages, the yachting lifestyle.

Happy Hour is a luxurious 63' Euro-Yacht. 

Unlike other charter yachts in the area, Happy  Hour is “lightly” chartered, so she has the feel of a “private yacht”. She also has a shallow draft which alllows her to get into shallow areas like Crab Island and Noriega Point. This allows you to get into the thick of the action rather than just be a spectator from afar. 

The Ultimate Yachting Experience!

We love YOU our valued guests and we love getting pics and video from you. This video was made with images and video provided by  a few of our charter clients Making Memories! See why Destin Yachting provides Destin’s Ultimate Luxury Yachting Experience!

Tequila on a Boat..It’s Happy Hour!

Tequila on a boat…Nothing better than sand, sun, and summertime on board Happy Hour in Destin!

Checkout a recent client’s video!

Thank you for the Ultimate Compliments! We love YOU too!

"Our trip on Happy Hour was the BEST DAY EVER!!! "

" SOOOOOO MUCH FUN!!!! "  

" Happy Hour is absolutely GORGEOUS!!!!! "  

" Captain Steve and Lauren were FANTASTIC!!! 

Can’t say that to y’all enough!! Hope to see y’all again soon!"

Click below and choose to review 

the charter or the Chef Experience!

Yacht Life Photo Gallery

Bam vip rock star private chef service, veuve clicquot bottle service rock star cruise, vip rock stars on board, charter add-on options, make it over the top.

Let us help kick your event up a notch...BAM!

VIP Rock Star Private Chef Experience!

BAM!!! Well maybe not Emeril Lagasse, but you can party like a Superstar and leave the food prep to your own private chefs for the day. Our Chefs, have worked with some of the best restaurants in the area including for famous Chef Emeril Lagasse. Well known on 30A, our latest addition, Chef B from South Louisiana is making quite a stir with our guest! 

They will custom tailor cocktails, appetizers, entrees, and desert just for you and your guests.

Private Seaplane Tour

Literally “OVER THE TOP!!! 

If you choose one of our longer charters, take “Over the Top” into orbit by adding a private seaplane tour. Let our Concierge Service set up a Special Rendezvous with our Seaplane Service and get a private aerial tour of Destin and the surrounding area. Prices are per hour and are subject to weather and availability.

VIP Rock Star Private Car Service

Want to PARTY HARD Like a Rockstar? 

Leave the driving to us!!! 

This is your special day so why not let someone else do the driving so EVERYONE can enjoy themselves and Party like a Rock Star! We can arrange for VIP Rock Star Private Car transportation from just about anywhere on the Emerald Coast. Contact us for more information and pricing.

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Let's get your party started!

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Pickup is at the Sandestin Marina or a Destin Harbor pickup can be arranged.

Destin yachting/ happy hour yacht charter.

100 Gulf Shore Drive, Unit 508, Destin, Florida 32541, United States

Downloadable Demise Charter & Crewing Agreement

Thanks for choosing Happy Hour! You are going to enjoy one of the most luxurious experiences available in Destin. In addition to letting us know what day and time you want for your Charter, we also need you to complete your purchase online and complete a Charter Agreement which is downloadable here. Every Charter must have a Charter Agreement signed before boarding the vessel. In addition to this agreement, the Captain will require a list of all passengers for the day with their name, city of residence, email and phone number. 

2022 HAPPY HOUR Demise Charter & Crewing Agreement (pdf)

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Destin Boat Rentals

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Welcome to Destin Boat Rentals

Come see our selection of boats to take you on a destin tour of a lifetime.

Boats for any occasion on your Destin vacation!

Sail or Parasail Destin with your own boat of family and friends!

Customized Destin Boat Trips

Parasail by the hour with your group, add a keg and some offshore fishing. Don't forget Crab Island fun!

We know how to "do" Destin, Florida

Native Destin captains help you to customize your boat rental or captained charter. We offer quality tours with impeccable reviews. That means peace of mind and fun on the waves.

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The Ultimate Guide to Boat Rentals in Destin

Are you dreaming of a tropical escape to a stunning paradise? Look no further than Crab Island in Destin, Florida. This hidden gem boasts crystal-clear emerald waters and opportunities for adventure at every turn. But how do you make the most of your visit to this aquatic wonderland? With the ultimate guide to boat rentals in Destin, of course!

Whether you want to set out on a leisurely cruise, try your hand at fishing, or partake in some adrenaline-pumping water sports, renting a boat is the way to go. Discover the freedom of exploring Crab Island and its surrounding areas at your own pace, with the wind in your hair and the sun on your face.

In this comprehensive guide, we’ll delve into the best boat rental options in Destin, helping you find the perfect vessel to suit your needs and budget. From luxurious yachts to family-friendly pontoons, we’ll uncover the top rentals that will take your Crab Island experience to the next level. So, get ready to embark on a blissful aquatic adventure that you’ll never forget. Paradise awaits!

The allure of Crab Island - a tropical paradise in Destin

Crab Island is a breathtaking destination that will leave you in awe of its natural beauty. Located just off the coast of Destin, Florida, this submerged sandbar is a haven for water enthusiasts. The allure of Crab Island lies in its crystal-clear emerald waters, which are perfect for swimming, snorkeling, and enjoying various water activities. The soft, powdery white sand beaches are inviting, and the surrounding tropical landscape adds to the island’s charm. Whether you’re seeking relaxation or adventure, Crab Island has something for everyone.

Types of boats available for rent in Destin

When it comes to exploring Crab Island, renting a boat is the best way to make the most of your experience. Destin offers a wide variety of boat rentals to suit every taste and budget. From sleek and luxurious yachts to family-friendly pontoons, there is a boat for everyone. Here are some of the popular types of boats available for rent in Destin:

Yachts are the epitome of luxury and are perfect for those seeking a lavish and unforgettable experience on the water. These high-end vessels offer ample space, luxurious amenities, and top-notch service. Whether you’re celebrating a special occasion or simply want to indulge in the finer things in life, renting a yacht will elevate your Crab Island experience to new heights. Learn more>>

• Pontoon Boats

If you’re looking for a family-friendly option that offers comfort and versatility, pontoon boats are an excellent choice. These spacious vessels can accommodate large groups and are equipped with amenities like comfortable seating, shade canopies, and even water slides. Pontoon boats are perfect for leisurely cruises, picnics on the water, and enjoying the company of your loved ones. Learn more>>

• Center Console Boats

For fishing enthusiasts, a center console boat is a must-have. These versatile boats are designed with fishing in mind and come equipped with features like rod holders, live wells, and fish finders. Whether you’re a seasoned angler or a beginner looking to cast a line, a center console boat will provide you with the tools you need to reel in the big catch.

For those craving an adrenaline rush, jet skis are the way to go. These nimble and fast watercraft are perfect for exploring the waters around Crab Island and indulging in some high-speed fun. Renting a jet ski will allow you to zip across the waves, feel the wind in your hair, and experience the thrill of riding on the water. Learn more>>

Factors to consider when renting a boat for Crab Island

Renting a boat for your Crab Island adventure requires careful consideration to ensure a smooth and enjoyable experience. Here are some factors to keep in mind when choosing a boat rental in Destin:

Consider the number of people in your group when selecting a boat. Make sure the vessel you choose can comfortably accommodate everyone, allowing for a pleasant and spacious experience on the water.

Set a budget for your boat rental and stick to it. Boat rental prices can vary depending on the type of boat, duration of rental, and additional services. Determine how much you’re willing to spend and choose a rental option that fits within your budget.

• Rental Duration

Decide how long you want to rent the boat for. Boat rentals can be hourly, daily, or even weekly. Consider the activities you want to engage in and how much time you’ll need on the water to make the most out of your Crab Island experience.

• Additional Services and Amenities

Some boat rentals offer additional services and amenities, such as a captain , fuel, and water toys. Consider whether you’ll need any of these extras to enhance your experience and factor them into your decision-making process.

Tips for a safe and enjoyable boat rental experience

Renting a boat comes with a responsibility to ensure the safety and well-being of yourself and your fellow passengers. Here are some tips to help you have a safe and enjoyable boat rental experience in Destin:

• Familiarize Yourself with the Boat

Before setting out on your adventure, take the time to familiarize yourself with the boat’s features and safety equipment. Learn how to operate the controls, locate life jackets, and understand the boat’s navigation system. This will ensure you’re prepared for any situation that may arise.

• Follow Safety Guidelines and Regulations

Always adhere to safety guidelines and regulations set by the boat rental company and local authorities. This includes observing speed limits, staying within designated areas, and avoiding reckless behavior. By following these rules, you’ll ensure the safety of yourself and others on the water.

• Check the Weather Conditions

Before heading out, check the weather conditions and forecast for the day. Avoid going out on the water during inclement weather, as it can be dangerous and put you at risk. If the weather takes a turn for the worse while you’re out, seek shelter and wait for conditions to improve.

• Bring Essential Supplies

Pack essential supplies for your boat rental adventure, including sunscreen, hats, sunglasses, towels, and snacks. Staying hydrated is also crucial, so make sure to bring an ample supply of water. Don’t forget to bring a waterproof bag or container to protect your belongings from water damage.

Exploring Crab Island - activities and attractions

Crab Island offers a plethora of activities and attractions to keep you entertained throughout your visit. Here are some of the must-try experiences when exploring this aquatic wonderland:

• Snorkeling and Swimming

The crystal-clear waters of Crab Island are perfect for snorkeling and swimming . Dive beneath the surface to discover a vibrant underwater world teeming with marine life. Snorkeling gear can be rented or purchased from local shops, allowing you to explore the captivating beauty of the sea.

• Water Sports

From paddleboarding to kayaking, Crab Island offers a wide range of water sports activities for adventure enthusiasts. Rent a paddleboard or kayak and navigate the calm waters at your own pace, taking in the serene surroundings and enjoying the thrill of gliding on the water.

• Float or Swim in the Water

For a fun-filled day on the water, you can rent floaties at the General Store on Crab Island if you don’t have your own. Be mindful of the prices as they are considerably higher than other rental locations.  Let your inner child run wild as you bounce, slide, and splash your way through the crystal-clear waters.

Planning your visit to Crab Island - what to bring and what to expect

Before embarking on your Crab Island adventure, it’s essential to plan ahead and come prepared. Here’s a checklist of things to bring and what to expect during your visit:

What to Bring

– Sunscreen: Protect your skin from the strong Florida sun.

– Hats and Sunglasses: Shield your eyes from the bright sunlight.

– Towels: Bring towels for drying off after swimming or water sports.

– Snacks and Water: Stay hydrated and energized throughout the day.

– Waterproof Bag or Container: Keep your belongings dry and secure.

– Cash or Credit Card: Some vendors on Crab Island may only accept cash.

What to Expect

– Crowds: Crab Island can get crowded, especially during peak tourist season. Be prepared for a lively and bustling atmosphere.

– Boat Traffic: There will be a significant amount of boat traffic around Crab Island. Be mindful of other boaters and follow proper navigation rules.

– Limited Facilities: There are limited restroom facilities on Crab Island, so be prepared to use boat restrooms or plan accordingly.

– Wildlife Encounters: Keep an eye out for dolphins, sea turtles, and other marine wildlife that call Crab Island home. Respect their natural habitat and observe them from a safe distance.

Popular boat rental companies in Destin

Destin is home to several reputable boat rental companies that offer a wide selection of vessels to suit every preference and budget. Check here for a list of boat rental companies.

Conclusion – create unforgettable memories with a boat rental at Crab Island.

Renting a boat in Destin is the key to unlocking a truly unforgettable experience at Crab Island. Whether you’re seeking relaxation, adventure, or family fun, there’s a boat rental option that will suit your needs. From luxurious yachts to family-friendly pontoons, the possibilities are endless. So, embark on a blissful aquatic adventure, explore the crystal-clear waters, and create memories that will last a lifetime. Paradise awaits you at Crab Island in Destin!

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Destin's ultimate watersports experience

No Boat? No Problem. We make renting a boat easy, so you can leave life's obligations in your wake

Life is too short to waste your time off.

It’s rare. You deserve it. And you should make the most of it. We get it...and we care about your time. That’s why at Dockside, your unforgettable boating experience is priority one.

Never rented before? Not sure what to do?

Contact us today for a free pre-rental call and feel better prepared and confident with your day on the water!

Choose Your Vessel

No matter what your idea of adventure is we have watercraft to turn any day into Funday Choose from a variety of boat classes to suit your perfect day on the water

DOUBLE DECKER

You'll know before you go A trained guide will make sure you are comfortable with your boat before you leave our docks.

A professional guide will ensure you are comfortable with your vessel before you even leave our docks. We will outfit you with the knowledge you need to conquer your day on the water. From navigating the area, safety tips, what wildlife to look for, and the best places to stop- we’ve got you covered!

Want to experience Destin the local way?

Renting a boat in Destin  is the BEST way to explore our beautiful local waters!

Choose from a pontoon boat or tiki boat as your transportation to whatever adventure you want to find! You can snorkel, swim, throw anchor and relax at Crab Island, cruise the bay, or party all day!

The boat rentals fleet at Dockside is kept in tip top shape to ensure your safety and satisfaction - our knowledgable crew inspects and cleans every boat daily to ensure your boating experience with us is nothing less than extraordinary!

Check out our current rates page for a detailed summary of the vessels we have for rent!

Customer experience is number one here at Dockside Watersports; from the moment you reserve your boat to the time you drive away, you will experience a welcoming, friendly, and courteous staff striving to make every moment of your vacation time spent with us memorable!

So, come see us if you are staying in or around Destin, Fort Walton Beach, 30A, Santa Rosa Beach, Miramar Beach, Grayton Beach, & Navarre Beach, Florida.

Your adventure awaits.

Double Decker Boats Available

We had an amazing day renting a pontoon for 8 hours. It was very easy and affordable. The kids loved the inflatables, fishing from the pontoon, and the beaches. We would recommend highly!

Christina Caldwell

First time renting a boat and they were extremely helpful with teaching us. The dockmen were very friendly and helpful, if you are looking to book a boat for an afternoon definitely go here.

Marco Gomez

Awesome/friendly staff. Check-in was quick and easy and the dock hands were extremely helpful. We are local and will definitely be using dockside watersports from now on!

Brittany Edwards

They were awesome and worked with us to make sure that our experience would be the best possible- went beyond- actually helping us with water taxi.

Tracy Shannon

Make the most of your adventure on the water

Let us be your guide and show you how to make your next boat trip one you’ll never forget

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TOP-RATED PONTOON RENTALS

• Best Destin Parasailing

EXPERIENCE THE BEST THINGS TO DO IN DESTIN

Start closer to Crab Island with Wet-N-Wild Watersports! Enjoy Destin Parasailing Trips , Jet Ski Rentals , Guided Crab Island Dolphin Tours , and Pontoon Boat Rentals ! Spend less and get more time for fun when reserving with the area’s top-rated watersports adventure company! Make the most of your beach vacation and experience the most exciting things to do in Destin!

OUR TOP-RATED

Watersports.

• NEAR CRAB ISLAND
• Up to 8 hours
• Starts at $80

JETSKI RENTALS

There’s nothing like the sensation of bounding over the waves and feeling the splash of saltwater while riding a Jet Ski.

• Starts at $400

PONTOON RENTALS

You have found the top boat rentals in Destin! Our Crab Island pontoon boat rentals will be the highlight of your vacation!

• TOP EXPERIENCE
• Up to 1 hour
• Starts at $65

DESTIN PARASAILING

Discover why our parasail trips are considered one of the most exciting and best things to do while having a fun beach vacation!

• GUIDED TOUR
• Up to 1.5 hours
• Starts at $150

DOLPHIN TOURS

You have found the best boat rentals in Destin! Our Crab Island pontoon boat rentals will be the highlight of your vacation!

• Average time is 30 Minutes
• Starts at $25

banana boat

EXPERIENCE DESTIN, FL LIKE NEVER BEFORE!

FIND OUT WHAT MAKES US your go-to DESTIN WATERSPORTS COMPANY

If you are searching for the absolute most incredible experience when it comes to awesome watersports in Destin Florida, look no further than Wet-N-Wild. Vacationers have left us hundreds of 5 star reviews and continue doing so for good reason!

RENT A BOAT IN DESTIN, FL

Experience the Emerald Coast Like Never Before

Affordable Boat Rentals in Destin

Enjoy the Sun, Sand, and Waves

Make a Splash in Destin

Dolphin Tours, Pontoon Rentals, and Watersports Fun!

MAXIMIZE YOUR VACATION

Pro Tip: Book several Destin Watersports and plan for entire week full of excitement! Many of our customers keep saying we provide the best things to do while vacationing in Destin with your family and friends.

• Jet Ski Rental
• Top Rated Watersports
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The Best Boat Rentals in Destin

Browse, book, and get out onto the water with local captains and boat owners., our favorite boat rentals in destin.

5 (1,747 reviews)

• Boat Rentals

the United States

Luxurious 24' Pontoon with lounge seating and mini deck in Fort Walton Beach

Luxury Crab Island Pontoon Charter with Restroom (Up to 18 people)

2024 Double Decker Pontoon Boat Available *With Water Slide* in Fort Walton

Captain included. Cruise in Style: 37 Feet of Luxury on Destin's Waters.

Pontoon in Destin, Florida

Yamaha AR250 with 12 wetsound speakers!! Cruising and Crab Island

2024 Single Deck Pontoon Boat Available

24’ Pontoon Best Party on Crab Island Comes with Lily Pad and Cooler of Ice

Large Pontoon Boat! Made in the Shade

Crab Island Fun! Slide, Lily Pad, Inflatables & More

Avalon 24ft Fun Pontoon Boat in Fort Walton Beach

Stiletto 30 Catamaran for Dolphin Watching, Sunsets, Snorkeling in Destin

Suggested searches, types of boats popular in destin.

Perfect for casual cruising, sandbar stops, swimming, and parties

₽4,860-₽39,340

Explore local waters with a boat rental dedicated to sightseeing and exploration

₽3,090-₽49,950

From mid-size to mega yachts, these luxury boats are great for groups and celebrations

₽9,280-₽83,980

• Fishing Charters

Let a captain do the driving while you do the fishing

₽6,630-₽45,970

Fishing Boats

Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts

₽7,070-₽49,950

Who says you need a motor to have fun on the water?

₽1,770-₽65,860

Set sail with these traditional wind-powered boats

₽9,720-₽13,260

Fast, fun, and easy to operate, these are a guaranteed good time on the water

₽8,840-₽44,200

Get off the boat and into the water with offshore snorkeling trips

₽6,630-₽12,820

All the comforts of home out on the water, for multi-day boat trips

₽17,680-₽71,600

Wakeboarding Boats

A high-octane powerboat designed and outfitted for wakeboard towing

Top Boat Rental Locations Near Destin

Fort Walton Beach , Florida

89 listings

Okaloosa Island , Florida

31 listings

Most Popular Pontoon Rentals in Destin

Cozy Bentley Pontoon For Crab Island! Ask For Free Floaties!

🎉🎉THE #1 SPRING BREAK Party Pontoons in Destin!🎉 You Party- WE Drive!🎉🎉

Captained Double Decker Pontoon with Two Slides, Fuel Included

Book an unforgettable adventure on a 2020 Sylvan Mirage Pontoon!

Most popular boat tours in destin.

Jetski Waverunner Dolphin Tour in Destin, FL

24ft Superior Toons Double Decker Pontoon in Destin, FL

CRAB ISLAND / Dolphins / Paddleboard ADVENTURE via a Private Captained Pontoon

2020 Bennington TriToon for Bachelorette Parties, Cruising, Private Island, more

Most popular yacht rentals in destin.

45' Hatteras Private Luxury Cruising Yacht in Destin, FL

Private Catamaran Charter for up to 13 Guests

48' Viking Private Luxury Cruising Yacht in Destin, FL

No Hidden Fees, Captain Included

Recent reviews in destin.

30' Double Decker Tritoon Slide Boat for Destin Florida - Enjoy Crab Island!

This was the best trip we’ve ever taken to Florida, Florida renting this boat is a must captain Rod was amazing. We had 16 people, and everybody had a blast. Don’t ever rent from anybody, but these people best time ever. Can’t wait to go back next year and do it again.

Eddy’s boat was perfect for our group of 7. Russ was a great captain. He navigated us right into the middle of all the action. If you are looking to have a good time at Crab Island, book this boat! The speakers/sound system alone are worth it.

Brand New 2024 Double Decker Tritoon! Crab Island/Destin

Had such a great time on this beautiful boat. Rod was able to accommodate a large group (15) on such short notice and made it an unbelievable experience for the whole party. Our captain Ed was also amazing with his boating knowledge and great personality he made sure everyone was comfortable throughout the whole trip. I highly recommend rod, his boat and crew if your Looking a great time on the water.

24' Godfrey All inclusive - Fort Walton Beach

We had so much fun with Chris! We did a full day on Crab Island for a bachelorette party and Chris was an incredible Captain! He has the option for transportation to the pick up location if needed. Very professional and a super fun vibe to be around! If you’re looking for great prices and a fun captain, book here!

Catch some SUN! FAST luxury Tritoon! 13 person, free amenities!

Let me start by saying our captain was exceptional—super friendly and easy to talk to, engaging everyone from kids to seniors in delightful conversation. His commitment to ensuring our trip was both fun and safe was evident throughout. We had an absolute blast and I highly recommend this experience for your next adventure.

Large Luxury Everglades 355 Center Console in Destin

We had a last minute cancellation of another reservation and had to make a last minute reservation, but James made it happen in a single hour. The pictures do not show how well equipped and well maintained his boat is. He took us to a great spot on Crab Island and we had a great time. Thank you again, James.

Top Boat Rental Locations in the United States

Miami , Florida

969 listings

Miami Beach , Florida

459 listings

Tampa , Florida

457 listings

Los Angeles , California

407 listings

Hollywood , Florida

311 listings

Chicago , Illinois

285 listings

How To Book on Getmyboat

Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.

Inquire & Book

Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.

Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

Dive into Our Journal

February 21, 2024

The Top 10 Most Popular Cities in Florida for Boating

Read Article

January 24, 2024

Boating Regulations in Destin, FL

August 24, 2023

America's Top Boating Towns and Cities, for Every Kind of Boating Lifestyle

August 31, 2021

The Ultimate Guide to Crab Island in Destin, Florida

December 30, 2019

Boating Guide to Crab Island in Destin, Florida - Getmyboat

August 01, 2023

10 Boating Adventures of a Lifetime

Frequently asked questions.

Boat rentals in Destin start at $50/hour for a pontoon and go up to $300/hour for a yacht charter. There are many affordable boat rental options in Destin, Florida.

To get to Crab Island you’ll want to rent a boat in Destin and head south of the Marler Bridge. The sandbar known as Crab Island is just off the coast of Destin, but must be reached on a boat rental, kayak, or other watercraft like a jet ski.

You need some sort of watercraft to access Crab Island in Destin. It is a sandbar that sits off the coast of the city. You can reach Crab Island by power boat , sailboat , jet ski , kayak , or even a paddleboard . It’s not a far distance from the mainland of Destin.

The best month to visit Destin, Florida, is between April and May, where you’ll have warm, sunny days and favorable weather. It can be a busy time with Spring Break vacationers, but typically in late April and May those crowds have gone.

Some of the top destinations to see by boat from Destin include:

• Crab Island - a sandbar known for boat parties
• Fort Walton Beach
• Gulf Islands National Seashore
• Joe’s Bayou
• Norriego Point
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Popular Destinations

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Destin Pontoon Boat, WaveRunner, & Kayak Rentals

The fun starts here... just add water.

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24ft PONTOON

Starting at

  $200 *.

20ft PONTOON

  $175 *

28ft PONTOON

  $250 *

  $95 *

*Prices include fuel, but not 7% sales tax. For Holiday Rates, call, email, or view on the  Booking Portal.  All prices are on our  Booking Portal.  Prices are subject to change pending availability. Reservations Recommended.

SUMMER SEASON

May 20 – June 23

*Excludes May 25 – 27, holiday rates apply August 5 - 30

PEAK SUMMER SEASON

June 24 – August 4

*Excludes July 4, holiday rates apply

EXPLORE DESTIN, FL

THE CITY OF DESTIN

WATER ACTIVITIES

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THE LUTHER ADVENTURE

Luther’s is a family owned/operated boat rental business that has been around since 1998. We offer total fun & enjoyment on the water, especially to Crab Island. We offer 20 ft Pontoon Boat, 24 ft Pontoon Boats, 28 ft Pontoon Boat, Waverunners, Kayaks, & Paddleboards.

See what our customers have to say about us!

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Contact info.

(850) 650-8733

[email protected]

200 Harbor Blvd.

Destin, FL 32541

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Destin florida’s home of watersports adventures, parasailing, pontoon boats, dolphin tours & waverunner rentals, bird’s eye view of destin florida, what will you see while parasailing, everyday is sunday funday with dolphins, guided dolphin tour on waverunners / jet skis, welcome to gilligan’s watersports, destin’s premier destination for aquatic excitement.

Embark on thrilling adventures with our state-of-the-art Waverunners, offering a fast-paced and exhilarating ride along the sun-kissed shores. For a more relaxed experience, indulge in the luxury of our Pontoon Rentals, providing a spacious and comfortable way to explore the scenic beauty of the area’s waters. Take your vacation to new heights with our Parasailing adventures, where you can soar above the Gulf of Mexico, capturing breathtaking views and creating lasting memories. Whether you’re seeking adrenaline-pumping activities or serene water exploration, Gilligan’s Watersports has it all for an unforgettable aquatic escapade.

Best Rates Online

Locally Owned & Operated

Waverunner Rental

If you enjoy a little more action on your Destin, FL vacation then we've got you covered! Come rent one of our Waverunners (aka Jet Skis) so you can go experience the clear waters for yourself. Our waverunners are high performance machines and are extremely fun to ride!

Parasailing

Experience Destin, FL in a very special way by parasailing high above the crystal clear waters of the Emerald Coast! Experience many kinds of sea life such as, Dolphins, Sea Turtles, Stingrays & more! We offer photos for your parasailing experience also so you can reminisce over your photos again and again!

Dolphin Tours

If you want to experience sea life up close and personal we will do our best to bring that wish to life for you on one of our guided Dolphin Jet Ski, Waverunner tours! There is nothing better than getting up close to sea life while on vacation in Destin, FL

Pontoon Boats

Come see us if you need a pontoon boat that will take you to Crab Island while on vacation in Destin, FL . Crab Island is an excellent place to spend time in the sun! It is a very shallow sand bar near the Destin Bridge that sometimes will allow you to experience Stingrays, Starfish and other little fish!

Awesome service from the employees to the equipment!

We rented a pontoon boat for 4 hours and we actually got there about an hour too early and they let us get on the boat as soon as we got there anyway(basically got an extra hour for no extra charge). All staff was super nice and helpful with any questions we had. Boats are fairly new and in very good condition and well maintained. They were also the cheapest price compared to other places we had called. Definitely will be coming back next time we are back in Destin!

Chris Diaz, Google Reviews

Easy booking and amazing time!

The boat is worth it especially with a group ! Best way to see crab island and explore . Always book here boats , jet skis !! We keep coming back because the customer service thanks were from out of town & always book here when in town . Dolphin tour was cool for less expirenced jetski riders there’s a tour guide! Keeps group together. Go first or last if you want to get some speed away from others.

Amor, Google Reviews

WE HAD A BLAST!!!

To celebrate my son's 12th birthday I booked Gilligan's for their dolphin jetski tour and parasailing. WE HAD A BLAST!!! We saw 5 dolphins and 4 sharks while on the jetskis. Tyler was amazing. Our parasailing experience was also great. I can't remember the other guys name but him and Tim made it one to remember. If you're ever in the area definitely visit Gilligan's!!!

Erica McGill, Google Reviews

Their prices very reasonable!!

Hey!! Some friends referred us to Gillian’s and I am so glad they did!! We had our first parasailing adventure AND it could NOT have been better!!!! These guys went above and beyond to make sure our family was safe and had a great experience!!! Their prices very reasonable!! Please be sure to give a great tip cause these guys deserve it!!!! Thank you!!!!!

D B, Google Reviews

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Gilligan’s watersports in destin.

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Florida's Premier Double-Decker Pontoon Boat Rentals

Located in: destin | fort walton beach | panama city beach  .

There is nothing better than enjoying the beautiful waters of   Destin, Florida   in a double-decker pontoon boat rental with two incredible waterslides! These pontoon boats will transform your day on the water from ordinary to spectacular.

You can cruise the Destin Harbor, the Choctawhatchee Bay or head over to Crab Island in your double-decker pontoon boat rental featuring 2 decks, 2 waterslides, blue-tooth radio and room for 14 people! (Coast Guard approved)

Testimonials

We had a blast with the double slide boat. Totally worth it! Customer service was excellent as well! I appreciate y’all answering all my questions and giving us suggestions for our full day rental! We will absolutely use you again! 

-Amanda Taylor

I would definitely recommend Double Fun Pontoon Rentals. Everything was easy from beginning to end. The customer service was great, and the process went very smooth. We went to Crab Island and rented the double decker pontoon with slides. We had a blast!

-Barb Nowak

What an awesome experience!!! My family and I had an incredible time. Zach and Christian, whom helped us, were phenomenal. These guys were true professionals. I would hire both of these guys to come work for me. Best experience I have had in Panama City.

-Larry Madaris

From booking our boat, to assisting us with our belongings, to the experience itself we had an amazing time! It was everything as advertised and we had so much fun!!

-Andrew Harper

Excellent experience. We had a handicapped person in our party and the whole double fun crew pitched in to help us. They pulled our boat up to the closest slip, helped load our stuff and assisted our handicapped member with boarding. On return we got the same treatment with unloading. Boat was clean and in good service so our trip was a delight. Thanks so much to everyone at double fun.

-Jerry Janway

Easy experience, great friendly service, nice boats, the kids loved the slide and deck. I think they are the only place around that you can rent a 14-person pontoon, rare find .

Super professional! Got our pontoon in a timely manner and had great recommendations from the team. Will definitely return!!!! Highly recommend. The family loved the double pontoon with the slides! Thank you for a great time! 

-Jennifer Bui

We rented a double pontoon boat and had a great time! There are a ton of rental companies in the area so, for me, it came down to the people running it. And they were fantastic! Super personable, friendly and helpful. Thanks for being so welcoming and making us feel so comfortable renting our first pontoon boat. Especially having such a wide age range (7-78). Will definitely rent from here again next time we're in the area!

-Megan Toukatly

It was our first time in Destin and Crab Island and we had a great time. We had 6 small kids, even a one month old baby and we were able to keep the baby in the shade. Kids loved the slides and the service at Double Fun was great. Would definitely rent from them again.

-Alyson Plowman

Make Memories That Last Forever

Imagine sunbathing on the upper deck or swimming in the crystal-clear water of the Florida panhandle; and when you're ready to cool off, enjoying a picnic lunch under the large shaded lower deck of your double-decker pontoon boat rental. Whether you choose to dance on the upper deck, relax to your favorite music, or make a splash off the waterslides, you will undoubtedly make life-long memories with your friends and family .

Reserve Your Double-Decker Pontoon Boat Rental Today

The double-decker boat rentals from Double Fun Pontoons feature a Bluetooth radio sound system, two waterslides, safety equipment, and lounge seating for both sunbathing and shade.

Click here to check out all of the incredible features and benefits   of these unique pontoon boats.

Pontoon boats are available for half-day and full-day rentals for maximum enjoyment. These unique boats are very popular, so check availability and reserve your day of fun today before all the boats are booked.

You can find our Double Fun Pontoons boat rentals at 8 different locations along the Florida Gulf Coast in Destin, Okaloosa Island, Fort Walton Beach, and Panama City Beach.

Download Your FREE Copy of The Mother's Guide to Crab Island!

What moms need to know about taking kids to crab island.

Find answers to some of the most-often-asked questions we get from moms including:

• How to get to Crab Island
• The best areas to anchor
• Fun things to do and places to eat
• What to pack to ensure an enjoyable, fun day
• Understanding the tides and how that might affect your trip

• Pontoon Rentals
• Pontoon Boats with Slides
• Jet Ski Rentals
• Fishing Boat Rentals
• Crab Island Shuttle Boat
• Crab Island Adventure Tour
• Tiki Boat Booze Cruise
• Private Charters & Bachelorettes
• Waverunner Dolphin Tours
• Sunset Cruises
• Dolphin Cruises
• Fireworks Cruises
• Fishing Charters

Power Boat Rentals

If you’re looking for destin power boat rentals, look no further than destin vacation boat rentals. whether you want a larger motor for speed or just a little variety from your average pontoon rental, our power boat rentals will help you stand out from the crowd.

MAKE: 220XT SeaFox Center Console Fishing Boat Rental

LENGTH AND CAPACITY: 22ft (seats 6)

PICK-UP LOCATION:  100 Old Ferry Rd. | Shalimar, FL 32579

FEATURES: This 22′ center console with a 200HP Yamaha offers everything you need to spend a day fishing the bay or the gulf, hanging out at Crab Island, or cruising the bay or beaches. Rental includes a T-Top, 7-inch Garmin GPS & Fishfinder, VHF, rear livewell, rocket launchers, BlueTooth radio, plenty of storage, and swim ladder. Holds 6 people. Inshore & Offshore fishing rods are available for an additional $100 charge (8 rods included). Fuel is not included. The renter and driver must be 25 years old and some boating experience is required. Location is a 5-minute boat ride to Crab Island. More info here .

CANCELLATION POLICY:  Full refund if canceled 24 hours prior to start time (click "Book Now" to read full cancellation policy at checkout).

MAKE: 220 Sailfish Center Console Fishing Boat Rental

PICK-UP LOCATION: 100 Old Ferry Rd. | Shalimar, FL 32579

FEATURES: This 22′ center console with a 200HP Yamaha will get you out to where the fish are biting! Your fishing boat rental includes a T-Top, rocket launchers, 9-inch Garmin GPS & Fishfinder, rear livewell, VHF, BlueTooth stereo, plenty of storage, and a swim ladder. Holds 6 people. Fuel is not included. Inshore & Offshore fishing rods are available for an additional $100 charge (8 rods included). A trolling motor can be included as well for an additional $50. The renter and driver must be 25 years old and some boating experience is required. Location is a 5-minute boat ride to Crab Island. See more about this boat here.

CANCELLATION POLICY: Full refund if canceled 24 hours prior to start time (click "Book Now" to read full cancellation policy at checkout).

Special considerations for Destin power boat rentals:

Some boating experience is required. Anyone born on or after January 1, 1988 who operates a vessel powered by 10 horsepower or more must pass an approved boater safety course and have in his/her possession photographic identification and a boating safety education identification card issued by the Florida Fish and Wildlife Conservation Commission. A link to acquire your FL Boater Safety Card will be included within your confirmation email. 

We have ALWAYS had a great time on their pontoon boats. We rent one every year to go fishing in the bay. Great staff and very friendly! We will always be returning customers..!!

“Thank you for helping make our sunset cruise/vow renewal perfect! Our captain was accommodating, friendly, and just wonderful. Pastor Eric did a beautiful ceremony. I really appreciate all your help in making our 20th anniversary extra special!”

“We rented a pontoon boat during our 2011 vacation. We had a blast! The boat was very nice. It was the best part of our vacation!"

“This was the best way to spend my bachelorette party and could not have asked for better service. Thank y’all from the Texas chicks!”

“Had a great time at Crab Island, looking for dolphins, and winding up the evening watching the fireworks show! Thanks DVBR!

“We had an awesome time on a jet ski and a pontoon last week that my family rented from you all it was one of the many highlights of our vacation and probably number one for my 2 1/2 year old little boy.”

“Superior service, fantastic boats, and super nice guys. This is how it should be done. We will be back!”

“Gotta love…snorkeling at Crab Island…We had a wonderful time!! Thank you for the lovely service. We will be back next July 4th ).”

The 19′ Cobia we rented was an excellent boat. It was well maintained and had all the options a fishing boat should have. We were especially pleased with the service and professionalism of the staff, who really made us feel like their utmost goal was for us to have an enjoyable experience and we did.

Best Crabbing Locations in Florida

Table of Contents

Last Updated on July 16, 2024 by Boatsetter Team

Ready to try crabbing in Florida? Capture those tasty critters in these top locations.

Stone crabs are a hot commodity in Florida, and if you want to enjoy some claws, you’ll have to pay top dollar—or catch your own. But catching those feisty critters is no small task. First off, you’ll need to own or rent a boat in Florida , in order to get to the open waters where they live. Then you’ll have to either trap the crabs or dive for them using snorkel or scuba gear. Once you catch a crab you can snap off those tasty claws, but you’ll need to catch a bunch of them to make a full meal.

When choosing a boat for crabbing you have plenty of options, but some styles do work better than others. Center console boats are a top choice since they have plenty of open deck space and are relatively easy to clean up. If you stay in protected waters, a pontoon boat may also serve you well. In truth you can make just about any boat work, as long as there’s space to pull a trap or a swim platform to dive from.

The Florida Keys

The Keys are one of the best places in all of Florida to hunt for stone crabs. Rocky areas, grassbeds, and channel edges can all be good spots, and bridge pilings can be another stone crab hotspot. They’ll often be in fairly shallow water of eight to 15 feet and sometimes in even shallower depths, but may also be found down to 30 or so feet at times. You’ll find stone crabs from Key Largo clear down to Key West so choosing a specific location in the Keys isn’t a make-or-break decision.

Rent a boat in the Florida Keys.

Cape Coral and Fort Meyers

Though you’ll want to make sure you’re close to the Gulf and not far up Charlotte Harbor, this can be a great area for stone crab hunters because there are plenty of eight- to 15-foot depths and channel edges where the crabs like to roam. There’s also not quite as much competition as you’ll find in some of the crabbing grounds closer to major population centers. You’ll usually catch even more crabs if you try the nearshore Gulf. But there’s a catch: since the Gulf is open and exposed, you may not be able to check your traps or go out on a crab-catching excursion if it’s blustery out. Worse for trappers, in areas that are open and exposed to the winter winds it’s not unusual for heavy seas to drag your traps—and your crabs—away from their original location. If that happens, you probably won’t ever find them again. So, choose your timing and your spots carefully.

Rent a boat in Cape Coral or rent a boat in Fort Meyers .

Tampa and St. Pete Beach

Rent a boat in Tampa, FL , or rent a boat in St. Pete Beach .

Miami and Biscayne Bay

Miami may be a bustling city, but its waterways are bustling with wildlife—including stone crabs. Since the open Atlantic can be quite rough here especially during the winter crabbing season, most people stick to Biscayne Bay. Much of the bay is quite shallow but you can find crabs in five to 15 feet of water. The best areas tend to be along the edges of deeper channels and around bridge pilings or other rocky areas. But again, remember that trying areas with plenty of current is key.

Rent a boat in Miami, FL .

Fort Lauderdale

The farther you go up the coast the tougher it will be to catch a pile of stone crabs. Plus, the waters of Fort Lauderdale are quite crowded. Still, that doesn’t mean you can’t catch stone crabs here. Channel edges along the intracoastal where there’s eight to 10 feet of water can work, although one has to remember that lots of boats will be going by and it’s not unusual to lose a large number of traps in heavily populated areas. The bottom line is that if you want to dedicate time and effort to catching stone crabs you’re probably better off heading farther south to areas with larger bays that enjoy strong currents, or to the Gulf coast. But if you happen to find yourself in Fort Lauderdale and have the urge to give it a shot, it certainly is possible to catch a crab or two.

Rent a boat in Fort Lauderdale .

Stone Crab Crabbing Regulations in Florida

The season for crabbing in Florida runs from October 15 through May 1, however, it’s legal to put out traps up to 10 days prior as long as you don’t harvest from them until the season opens. Recreational crabbers can have up to five traps, harvest up to one gallon of claws per day per person but no more than two gallons per boat, and all claws have a minimum size of 2 7/8 inches. Harvesting from egg-bearing females is not allowed. Regulations for harvesting via snorkeling or scuba diving are the same, but it’s illegal to use spears or gear that can puncture or crush the crab.

There are a number of additional details to pay attention to, such as how you register and mark your traps, the makeup of the traps themselves, and how to measure the claws. For a full description of all the rules, check out the Florida Fish and Wildlife Conservation Commission Stone Crab webpage.

Florida Crabbing Tips

• You’re allowed to keep both claws, but many people frown upon the practice and only keep one. That gives the crab a better chance of survival.
• Be careful in how you remove the claws from the crabs, as this also has an impact on their survival. Simply insert the tip of a knife or sharp object into the underside of the “elbow” joint halfway up the claw and give it a wiggle. Then the crab will drop the claw off all on its own.
• Before you go crabbing with traps, go fishing. Fish heads and bodies make excellent bait.
• Stone crabs get active when strong cold fronts push through. So when one’s heading your way, setting out traps with fresh bait is a good move.
• Use a line at least twice the depth of the water. But don’t use more than three times the water depth or a lot more line will be near the surface, where it’s likely to be snagged or cut off by a boat propeller.
• Wear thick, rugged gloves when diving for stone crabs. They hide under rocks and in crevasses and you’ll have to reach in there to get them out.
• If a crab pinches you, don’t pull back or they won’t let go. Instead just sit tight and don’t move, and the crab will let go all on its own. It will be painful for a second or two, but it won’t do any permanent damage

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Boatsetter  is the leading online marketplace for boat rentals and on-water experiences. Download the Boatsetter app ( App Store  |  Google Play ) and follow us on  Instagram .

With over three decades of experience in marine journalism, Lenny Rudow has contributed to dozens of boating and fishing publications and websites ranging from BoatU.S. Magazine to BDOutdoors.com. Rudow is currently the Angler in Chief at Rudow’s FishTalk , he is a past president of Boating Writers International (BWI), a graduate of the Westlawn School of Yacht Design, and has won numerous BWI and OWAA writing awards.

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