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Destin Tiki Boat Rentals & Tiki Cruises

Destin Tiki Boat Rentals Let You Cruise Into Fun At Crab Island

Make your next Destin getaway unforgettable aboard our Crab Island party cruise. Our private Destin tiki boat rentals feature shaded seating, an experienced captain, and everything you need for a carefree day on the water. Sip, laugh, and enjoy every moment surrounded by emerald waves.

ExcellentGoogle star 1Google star 2Google star 3Google star 4Google star 54.93126 reviews
4.9Google star 1Google star 2Google star 3Google star 4Google star 5
Excellent3126 reviews
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christina davidson-sneed profile picture
christina davidson-sneed
1 days ago
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
+0
We had an amazing time on the TIPSY tiki boar ride. Our Capt and Skipper were great. My 4 star rating is why would a company have a tour called "Tipsy" and allow children. This tour should be for adults only.
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Holly Ashton profile picture
Holly Ashton
42 days ago
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+0
Went on the tiki cruise last week and had such a great time! Both the captain and the crew were very accommodating to everyone on board making this experience one of my favorites on my trip to Destin. Highly recommend!
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Jessi Staton profile picture
Jessi Staton
52 days ago
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
+0
Pontooned for 4 hours to crab island with my husband and 2 dogs. Wonderful time! Would do it again for sure!
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Ashley Drummond profile picture
Ashley Drummond
52 days ago
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
+2
Renting the double decker pontoon with dual slides was the highlight of our family vacation! We were able to visit Crab Island, and it was fun for the entire family (ages 10 to 62)! The process from reserving online to on-site check in, and then receiving/turning in the boat was all super easy! Would rent from them again on our next trip to Destin!
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Jacob Gladwell profile picture
Jacob Gladwell
54 days ago
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
+1
So my wife and her friends just chartered a pontoon with an alleged “captain” to crab island. Storms bearing down multiple lighting strikes within a mile?? How do you qualify your “captains” if they can’t watch a radar and are subjecting their customers to risk? Beyond sub par, actually disgraceful behavior. Shame on your business and “captains” we live in the lightning strike capital of America and before you reply to my comment and tell me you can’t control the weather you’re very capable of monitoring it and informing your customers it’s time to go. Lightning within 10 miles is grounds to seek shelter lighting inside a mile is negligence and before you tell me it’s not true I have screen shots and pictures from multiple weather stations that indicate those strikes. Shame on you.
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Melissa Bruns profile picture
Melissa Bruns
61 days ago
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
+0
Gilligan's has amazing service. We absolutely had the time of our life. Can't wait to go back! Thank you so much! We rented a pontoon to crab island. It was amazing 👏
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Jason Fielding profile picture
Jason Fielding
364 days ago
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+0
Fast check in, fair price and nice pontoon boating experience! Took out for crab island but we took off to the west of that spot first and found a private beach area to eat lunch and relax with with no crowds. It was a great day. When we got back the staff were very friendly and super helpful with restaurant choices and things to do in the area. I would recommend this place to anyone.
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Abbey Morante profile picture
Abbey Morante
373 days ago
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+0
Half-day pontoon rental to Crab Island was perfect! Boats were well-maintained and easy to navigate. Tyler had us up and ready to go right at our reservation time wasting no time. Pre-arrival instructions, video, and registration were simple and helpful to keep us moving without delay. Thank you for a fun and memorable day! We will be back next year!
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Ahide Briones profile picture
Ahide Briones
459 days ago
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+0
Our first time on a Pontoon boat. Awesome experience, friendly staff and Tyler was attentive in welcoming us back. Thanks Gilligans Watersports!
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Daniel Staples profile picture
Daniel Staples
468 days ago
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+0
Last year we used them for the pontoon boat, this year we used them for parasailing. We are always pleased by them and we'll always use them. Super friendly people!
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Katie Dixon profile picture
Katie Dixon
470 days ago
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+0
Everything was easy. Check-in was thorough and quick. Loved the pontoon boat and the day spent with family on crab island and the bay.
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Erika Sanchez profile picture
Erika Sanchez
472 days ago
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+0
We had a fantastic experience with Gilligan’s Watersports for our Crab Island pontoon rental! They gave us their newest pontoon boat it was super clean, spacious, and in perfect condition. The whole process was smooth from start to finish, and the staff was very organized and professional. Highly recommend them if you’re looking for a fun and stress-free day on the water!
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Bridgett Deleon profile picture
Bridgett Deleon
484 days ago
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+3
Our family rented a pontoon last minute on a whim. The staff at Gilligans were very helpful and so courteous. They made the experience memorable and stress-free. We will definitely rent from them again in the future. Much love from Louisiana!🦞
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Lisa Messmore profile picture
Lisa Messmore
488 days ago
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+2
4 of us rented a pontoon for four hours to go to Crab Island and had a great time! Gilligans helped to answer all of our questions prior to booking. It was easy to reserve online and fill out the necessary paperwork online and check in was a breeze and we were able to leave a little early for the excursion. The boat was a newer model and very comfortable. We were having so much fun we called to see if we could extend for an additional hour and it was just a small cost so we did. Dropping the boat back off was super easy too. An amazing day and great experience with the company and associates!!
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Team Genesis Basketball profile picture
Team Genesis Basketball
773 days ago
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+1
This was one of the most FUN things we have done! Our original plans were canceled due to weather and it was later afternoon with most places not renting pontoons but Laura and Katie at Gilligan’s was able to accommodate us and make our evening. We created memories that will last a lifetime. There are a lot of boat rentals here and all priced around the same so it’s really the people that make it better and separate it. We will return because of our experience and people putting a little smile in our day. You never know how your kindness and helpfulness will go so just do it.
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Tiki Boat Rental Booking Details

Step aboard the Tipsy Tiki with friends and family for a relaxed escape on the water! A licensed captain and crew guide every trip, with bottled water, floats, lily pad, restrooms, and life vests provided. Guests bring their own snacks, beverages, and cameras to capture the fun!

$65

Why Go with a Tiki Boat Rental in Destin, FL?

Looking for a Destin tiki boat rental that’s fun, chill, and easy? We’ve got you covered:

Spacious & Laid-Back – Our tiki boat rentals in Destin, FL provide plenty of space to relax under shade while you enjoy cool drinks and ocean breezes.

Great for All Occasions – Whether it’s a birthday bash, family day, or spontaneous adventure, our Destin tiki boat charter fits every celebration.

Sip, Sway & Smile – Refreshments are ready for you onboard, plus you can bring your own light snacks and beverages.

Gilligan’s tiki boat with its full thatched roof anchored at Crab Island in Destin, FL

Drift to Crab Island on Our Destin Tiki Boat Rentals

See Crab Island the fun way. Hop aboard our Crab Island tiki-style pontoon boat, where comfort and entertainment meet.

Gilligan’s tiki boat on the clear turquoise water off Destin, Florida

What’s Included

  • A covered, comfy tiki cruise boat led by a licensed captain
  • A smooth, scenic cruise to the sandbar
  • Time to swim, float, and enjoy the Florida sunshine
A group aboard Gilligan’s tiki boat at the dock in Destin Harbor

Book Your Spot On A Tiki Boat Rental in Destin, FL Today

Planning a celebration or just a fun afternoon? Come aboard the top-rated tiki bar cruise in Destin and experience the best vibes on the Gulf! Book your cruise today!

Destin Tiki Cruise to Crab Island

A Destin tiki cruise is a different animal from a regular boat rental. You get a licensed captain, a covered tiki boat with shaded seating, and a slow run down the harbor to Crab Island with nothing on the schedule but a good time. No boating license, no driving, no docking — just step aboard and let someone else handle the water.

Our tiki cruise in Destin gives you time to swim, float and enjoy the sandbar, with a lily pad and water toys shared on the trip. Bottled water, life vests and restroom access come included. Bring your own snacks and a small soft-sided cooler with drinks — just skip the glass — and the captain will find you the right spot on the water.

Whether you are planning a birthday, a bachelorette weekend, a family reunion or just an afternoon that beats sitting on the beach, a Destin tiki boat cruise turns an ordinary day into the one everyone talks about on the drive home.

Boarding the Tiki at Gilligan’s — Destin Harbor Parking & Check-In

Every Tipsy Tiki trip boards right at our dock on the Destin Harbor.

Getting Here

The tiki boards at Gilligan’s Watersports: 530 Harbor Blvd, Destin, FL 32541 · (850) 650-9000

  • Right on the Destin Harbor along Harbor Blvd (Highway 98)
  • Watch for the Gilligan’s signage at the dock — Get directions

Parking

Parking at Gilligan’s is free and right on property, first come, first served. If our lot fills up, overflow parking is at 531 Mountain Drive, Destin, FL 32541.

Check-In

Check in 45 minutes ahead with a valid photo ID. The Tipsy Tiki is fully captained — no license, no experience needed. The crew walks you aboard and covers the safety rundown, and bottled water, life vests, and restroom access come included, with the lily pad and water toys shared on the trip.

Worth packing: your own snacks and a small soft-sided cooler with drinks (skip the glass), reef-safe sunscreen, a strapped hat, and a phone leash. Weekends go fast — lock in your spot at least 48 hours out.

Tiki Boat Questions, Answered

The quick facts on boarding the Tipsy Tiki at Gilligan’s — where, what’s included, and when to book.

Where does the Tipsy Tiki board in Destin?

Every trip boards right at Gilligan’s Watersports, 530 Harbor Blvd, Destin, FL 32541 — on the Destin Harbor along Harbor Blvd (Highway 98).

Is a boating license required for a tiki cruise?

No — the Tipsy Tiki is fully captained, so no license or experience is needed. The crew walks you aboard and covers the safety rundown.

What comes included on the tiki boat?

Bottled water, life vests, and restroom access come included, with the lily pad and water toys shared on the trip. Bring your own snacks and a small soft-sided cooler with drinks — just skip the glass.

How early should I book and arrive?

Weekends go fast, so lock in your spot at least 48 hours out. On the day, check in 45 minutes ahead with a valid photo ID.

Tiki Boat Rental Booking Details

Step aboard the Tipsy Tiki with friends and family for a relaxed escape on the water! A licensed captain and crew guide every trip, with bottled water, floats, lily pad, restrooms, and life vests provided. Guests bring their own snacks, beverages, and cameras to capture the fun!

$65

The tipsy tiki is amazing!
The tipsy tiki is amazing, me and my group had a wonderful time! the crew is amazing, i highly recommended! (plus the water is gorgeous)
Kaylee, Google Reviews
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Bird’s Eye View of Destin Florida

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!

What you can see while riding one of our Waverunners?

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!

Guided Dolphin Tour on Waverunners / Jet Skis

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

Watch Our Safety Video