Destin Pontoon Boat Rental with Gilligan's Watersports

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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.

● Boats cannot be used as a shuttle.
● 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.

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  • Larry Hartlage USA about 7 months ago

    Don't look anywhere else! Pick Gilligan's!

    Cheapest price is town. Pontoon was very nice. The employees were very friendly and helpful. Will definitely rent from them again!!

    Verified TripShock! Traveler Review
  • Jason Roper Destin about 7 months ago

    Great day!

    We booked an all day pontoon boat rental from Gilligan's in Destin. We took a trip to Crab Island and it was awesome. The boat was nice, clean, and well maintained. In fact, it was much nicer then some of the boats we saw on the water from other rental companies. Finally, the staff at Gilligan's was great and very helpful. Will definitely rent through them again.

    Verified TripShock! Traveler Review
  • April Topping USA about 8 months ago


    Would NOT recommend this company! Staff are absolutely terrible! Do not help you load or unload boat. When we arrived back to the dock, we were tied up 6-8 feet from the dock and staff walked away!! We had two small children that almost fell between the dock and the boat when trying to get off. DO NOT RECOMMEND TO ANYONE! Not to mention we get out to crab island and radio doesnt even work

    Verified TripShock! Traveler Review
  • Jennifer USA about 8 months ago

    Great place to rent from!!

    Great place to rent from...we rented a pontoon boat and the staff was very kind and helpful with directions and recommendations! Will def rent from them again next year!

    Verified TripShock! Traveler Review
  • Tiffany Casiday USA about 8 months ago


    Everyone was so nice !!

    Verified TripShock! Traveler Review
  • Scott USA about 8 months ago

    Great time

    Staff at Gilligans were super friendly and the boats were very nice. I'd highly recommend.

    Verified TripShock! Traveler Review
  • tiffany Hargrove USA about 8 months ago

    Family Fun

    The reservation was simple and easy. The people were nice and helpful.

    Verified TripShock! Traveler Review
  • doug USA about 8 months ago

    Poorly kept boat

    The crew were great. The boat seats were dirty all the exit doors were broken. The boat needed alot of work

    Verified TripShock! Traveler Review
  • Elizabeth USA about 8 months ago

    A great day at Crab Island

    Staff was very helpful. We enjoyed our day at Crab Island. Waiver process was a little time consuming. Maybe if the staff would help out on getting people checked in this might be a smoother process. Leaving credit card for Incidentals is probably not necessary. 2 of us in our big group left our credit cards and had to come back and get them. You have the information on file why keep the cards? Fun times. Thanks.

    Verified TripShock! Traveler Review
  • Melinda USA about 8 months ago

    Gilligan Pontoon Rental

    Excellent! Will rent again. Easy check in and was even ready early. Tripshock online made it even easier!

    Verified TripShock! Traveler Review
  • Management Response, about 8 months ago

    Thanks a bunch Melinda! We're glad you and your family had fun. See you next time! -Gilligan's

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