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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

  • See the beautiful sights of Destin at your own pace
  • Clean and comfortable 12 passenger boats
  • Friendly & professional instruction
  • Lockable watertight storage compartments

What's Included

  • 12 passenger pontoon boat
  • Fuel
  • Life vests & safety equipment (Children sizes available)
  • Operating & safety orientation
  • Swim Ladder
  • 10% off coupon to Gilligan's restaurant upon arrival of activity

What to bring

  • Towels
  • Coolers with food & drinks
  • Sunscreen
  • Water toys
  • Weather appropriate attire
  • Sunglasses
  • Camera


  • 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.
  • A $500 cash deposit or credit card hold is required and will be refunded/released once the boat is returned without damage.
  • 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.
  • Late fees may be assessed for late return of the equipment. Please arrive back on time.

Additional information

  • Free parking on site.
  • Gratuity not included.
  • 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.
  • Boats must be returned no later than 6:30 pm.
  • If you have any kids under 6, the vendor will 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.
  • Handicap accessible.
  • Service dogs allowed.

Cancellation policy

A $500 cash deposit or credit card hold is required and will be refunded/released once the boat is returned without damage. 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.

Review list is filtered by the star count (4). Click here to reset this filter.

1-10 of 28
  • Andrew Lattanzi USA about 1 month ago

    Nice area

    Boat rental was nice and crab Island was nice only downside was the boat radio didn’t work

    Verified TripShock! Traveler Review
  • Joshua Bedini USA about 2 months ago

    Nice people

    The people were very friendly and got us in and out with no delays. Only reason I didn’t give 5 stars is the boat was in rough condition. The boat ran excellent but the radio and all the power plugs did not work. Recommend bringing a portable radio.

    Verified TripShock! Traveler Review
  • Matt Mussalli USA about 3 months ago


    Verified TripShock! Traveler Review
  • Rani Nicodemus USA about 3 months ago


    Verified TripShock! Traveler Review
  • Amanda Crace USA about 3 months ago

    Bach bash

    The girls checking us in at Gilligans we’re very nice and cordial. While they didn’t have enough boats to get us our pontoon on time at 1pm they were able to give us a little more time to make up for it once our boat did arrive. Overall pontoon worked fine and got us to crab island and back safely.

    Verified TripShock! Traveler Review
  • Starla Fick Alabama, USA about 3 months ago


    Rental facility was easy to find, people were friendly, process was smooth and we had a great boating experience

    Verified TripShock! Traveler Review
  • Shannon Lord USA about 3 months ago


    Verified TripShock! Traveler Review
  • Anthony Willis USA about 3 months ago


    Verified TripShock! Traveler Review
  • Bobbie Massey USA about 3 months ago

    Pontoon Crab Island Excursion

    The boat was nice and the staff were very friendly! The price was fair and Crab Island is beautiful. I would recommend bringing a radio.

    Verified TripShock! Traveler Review
  • Esmeralda Dominguez USA about 4 months ago

    Pontoon rental

    The pontoons were clean and in great shape. Dock hands were nice and helpful. The girls at the counter were very rude though but they’re teenagers it looked like so I guess that’s what you get these days with teens. Overall a great experience.

    Verified TripShock! Traveler Review
1-10 of 28
Note: It is the responsibility of the activity/tour company to ensure the accuracy of the photos displayed. Destin Boardwalk is not responsible for any inaccuracies in the photos.
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