Destin Pontoon Boat Rental with Gilligan's Watersports

ONLINE EXCLUSIVE: Use Promo Code PONT95 for $5 OFF ($175 Min) or code PONT86 for $10 OFF ($250 min.)

Be your own captain aboard your very own pontoon boat. Gilligan's Watersports is your destination for boating with the best equipment and helpful service. Each boat is equipped with 50 HP engines and can hold up to 12 passengers. Visit the popular Crab Island or even try your luck at some inland fishing in one of our popular bayous.

Activity Highlights
→ Clean and comfortable 12 passenger boats.
→ Friendly & professional instruction.
→ Yamaha 50 HP engines on all boats.
→ Lockable watertight storage compartments

Booking Details:

Please bring with you the provided confirmation number (located on the voucher e-mailed to you after online purchase) and a valid drivers license for verification. Gilligans Watersports is located at 530 Harbor Boulevard E, Destin, FL 32541. Please arrive at least 20 minutes early with a valid ID and credit card for incidentals. It is best to confirm your booking at least 24 hours prior to your departure date. Reservations booked less than 24hrs prior to arrival are not guaranteed until confirmed by the vendor.

Departure Details
This activity offers 4 and 8 hour rentals daily. Customers must reserve at least one day in advance. Available departure times are varied, check times for your date in the calendar.

Duration of Activity
4-8 Hrs.

● 12 passenger pontoon boat
● Fuel
● Life vests & safety equipment (Children sizes available)
● Operating & safety orientation
● Swim Ladder

● Coolers & Ice
● Gratuity (optional)

Public parking is available at the location.

● Those who were born on or after Jan. 1, 1988 can operate the boat but are required to take a Florida Boaters Test. If you were born before Jan 1, 1988 you do not need this license. This test can be administered upon arrival for $3.
● The person who books the pontoon boat must be at LEAST 18 years old, have a valid drivers license & credit card.
● Pontoon boats cannot go into the Gulf of Mexico.
● Glass bottles or items are strictly prohibited on the boat.
● Pets & Grills are not allowed on the boats. However, pet friendly boats are available upon request.
● Boats must be returned no later than 6:30pm.

Additional Information
● Customers are recommended to bring towels, coolers with food & drinks, suntan lotion, water toys, and sunglasses.
● If you have any kids under 6, we have complimentary usage of life jackets for them.
● All boats are furnished with U.S. Coast Guard approved Life jackets for everyone & any other required safety equipment.
● If you don't know the waterways, a map of the waterway to help guide you through your trip is provided.
● If the weather is unfavorable for boating, the trip will be rescheduled for another time or day. If the customer demands cannot be met, a refund will be issued for the full amount.
● If there is rain or dangerous conditions while boating, the price will be prorated accordingly.
● Late fees may be assessed for late return of the equipment. Please arrive back on time.

Cancellation Policy
Customers may cancel at least 24 hours prior to their arrival date and time to receive a full refund minus a $5 service fee. Customers that cancel after the 24 hour period will not be eligible for a refund. If weather or waves are unfavorable, the rental may be rescheduled for a later time/date or a full refund will be issued. No-shows will not be refunded. Customer may make changes to the reservation without any fees as long as it's outside the 24 hour cancellation period.
Check Availability/Book online

Read what other TripShock! travelers think about the Destin Pontoon Boat Rental with Gilligan's Watersports. What they loved, what they liked and what they think could be improved, it's all here to help you make the most of your next trip. Only TripShock! customers may leave reviews. Please login to your reservation to post your review.

1-10 of 93
  • Jeff USA about 5 days ago

    One stop shop

    I didn’t book until 9am on a Saturday for same day afternoon pontoon rental. Tripshock was able to find me a rental for that afternoon with an awesome company. My family had a great time sightseeing and crab island. Definitely will use them on our next trip. Very professional and agent was extremely nice and helpful.

    Verified TripShock! Traveler Review
  • Aaron Kilbarger USA about 7 days ago

    Gillian’s is great!

    Great staff and equipment and location!

    Verified TripShock! Traveler Review
  • Richard USA about 8 days ago

    Crab Island

    My kids enjoyed a whole day at the Crab Island. I will rent again next time to Destin.

    Verified TripShock! Traveler Review
  • Beverly USA about 8 days ago

    Fun day on the water

    We rented a pontoon boat for half a day and had a fantastic time. We were able to swim and fish off the boat and even spent an hour at the sandbar in the bay. The process to rent was quick —on line and they gave instruction on boat operation, one hour class when we got there. The staff helped us load and unload the craft and it was a great experience. Will do it again.

    Verified TripShock! Traveler Review
  • Chelsea USA about 9 days ago

    Pontoon Boat Review

    Easy to fill out waivers on phone before. Great service!

    Verified TripShock! Traveler Review
  • Troy Raymond USA about 9 days ago

    Great Experience

    Jenna was extremely helpful and made the whole trip a very delightful experience! Highly recommend!

    Verified TripShock! Traveler Review
  • Eddie Espinosa USA about 11 days ago

    August 5, 2018 Pantoon Rental


    Verified TripShock! Traveler Review
  • Monica USA about 11 days ago


    Had a great time!

    Verified TripShock! Traveler Review
  • michael bradford USA about 12 days ago

    Great Experience

    Gilligan’s Watersports is fantastic. The boat was ready on time. The check in and checkout process was a breeze. The boat itself was clean and in great condition

    Verified TripShock! Traveler Review
  • Lori USA about 18 days ago

    Warning: relaxing fun awaits

    Had such a great time on the pontoon boat. Cruised next to dolphins, watched huge crabs running along the ocean floor, hunted for sea shells, partied at Crab Island with many different food choices & great drinks. Even got a “word of advice” from the Coast Guard who are conveniently stationed next door. They said do not sit at the front of the pontoon boat with your legs touching the water, while the engine is on. A girl slipped off the boat & was cut by the propeller. Good advice. Sad story.

    Verified TripShock! Traveler Review
1-10 of 93
Note: It is the responsibility of the activity/tour company to ensure the accuracy of the photos displayed. is not responsible for any inaccuracies in the photos.
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