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.

● 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.
On Saturday June 2nd there will be a cash or credit deposit of $1,000 due upon arrival at the dock and will be returned upon return after a damage check
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 47
  • Christopher May USA about 2 days ago

    Great experience

    The staff is excellent.

    Verified TripShock! Traveler Review
  • Mary Smitherman Destin fl about 2 days ago

    Short trip to Crab Island

    We had two pontoons of friends from AL take short ride thru beautiful Destin Harbor to spend a fun day at Crab Island Sand Bar. Easy to rent boats from Gilligans!

    Verified TripShock! Traveler Review
  • Russia Garcia USA about 9 days ago

    Great experience

    Had a great time, la dolce vita didn’t update their booking status so thought we might not get the pontoon boat after reserving it a couple days prior .. Stephanie was able to find us another one with Gilligans and we all enjoyed ourselves thoroughly. Thanks so much! Will be back!

    Verified TripShock! Traveler Review
  • Robert Threadgill USA about 9 days ago


    Boats were very nice and crew was very nice and friendly

    Verified TripShock! Traveler Review
  • Jennifer Savage USA about 2 months ago

    Pontoon Rental

    Very pleased with our pontoon boat excursion. Will definitely do it again.

    Verified TripShock! Traveler Review
  • Dana USA about 2 months ago

    Pontoon boats

    We booked a 1:05p departure time and were told to arrive at 12:45, which we did. We then were told our boats would not be ready til 2p. We had 11 young children with us and were extremely disappointed in the fact that we were there on time and had to make them wait an hour and 15 minutes. This time change should have been communicated either email or phone call.

    Verified TripShock! Traveler Review
  • Christy USA about 2 months ago

    As expected!

    I called to confirm my booking and all was ready. Would suggest using trip shock

    Verified TripShock! Traveler Review
  • Larry Hartlage USA about 9 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 9 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 10 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
1-10 of 47
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