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.

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  • Carley USA about 4 days ago


    The person at the counter wasn’t very nice. We got on the boat and as soon as we left no wake zone the boat started putting. We called the dock at 12:08 to let the company know and we were disconnected. We were broken down in the bay for one and half hours. The deckhand couldn’t find us. We returned to the dock and the guy was so rude. He would only do a partial refund. He was RUDE

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  • Roxanne Dodson USA about 5 days ago

    Pontoon rental

    Was amazing and thanks for showing me everything and making me feel comfortable

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  • jessica USA about 5 days ago

    Pontoon rental

    Awsome people, very welcoming and educational on the areas to visit out on the water!

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  • Sal Impastato USA about 9 days ago

    Couldn't have asked for better pontoon trip

    Our transaction was very easy over the phone to rent the pontoon. Good communications from the booking Co.,they had to cancel with one Watersports Co. and re book us with another. That happened without a hitch. Arrived 30 min early and they let us take the pontoon 20 mins before our scheduled rental time. The boat was clean ran well,everyone had a great time at Crab island in Destin harbor.I would recommend Gilligans for all your water sports needs.

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  • Andrew Fisher USA about 13 days ago

    Good location and nice boat

    We took out a pontoon boat and had a really nice time. The boat was nice, pretty new, and everything worked. The interior was clean and in very nice condition. The 60 hp motor got us around the bay pretty well and we were able to cruise all around with plenty of time to stop off at Crab island for some fun. The only reason I would not give Gilligan's 5 stars is for accessibility to the dock. There are about 40 steps to go down to get to the dock which with small kids and a lot of gear it is somewhat of a pain. I was surprised that none of the staff offered to help us on the way down (they did on the way back up which was nice). The location was great because it is in a lower traffic area even though getting out to the bay still requires running the gauntlet past the rest of the... read more

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  • William Crotwell USA about 13 days ago


    These people are great. Not only professional, but friendly, and helpful as well. I highly recommend this business to everyone.

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  • Braden Burgess USA about 14 days ago

    Quick + Easy = Fun

    Same day booking. Trip shock made finding a reservation easy. The staff made the processes of getting out on the water quick and easy.

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  • Christopher May USA about 1 month ago

    Great experience

    The staff is excellent.

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  • Mary Smitherman Destin fl about 1 month 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 1 month 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!

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1-10 of 54
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