What you'll do:

Ready to live your best boat day? Grab your crew and cruise the crystal-clear waters of Destin with a 4-hour pontoon rental from Gilligan’s Watersports! You’ll captain your own boat (or hire a driver from our Skipper List for groups of 11 or less) and make your way to the famous Crab Island—Destin’s floating hangout hotspot. Swim, float, snack, and soak up the Florida sun with your favorite people. This is the ultimate DIY day on the water!

Whether you're celebrating something big or just vibing with your crew, this is your time to anchor down and chill out.

Why we love it for your party:

Swim ladder (Perfect for hopping in and out at Crab Island)
Bimini top (Plenty of shade when you're ready for a break from the sun)
Endless photo ops (Crab Island is basically made for the 'gram)
BYOB + snacks encouraged (You’re the captain now!)
Optional driver list available (We’ll send you our trusted skippers if you’d rather kick back)

About this experience partner:

Gilligan’s Watersports has been helping Destin visitors create unforgettable memories on the water for over a decade. Conveniently located right on the Destin Harbor, you’ll be cruising to Crab Island in no time. From birthday bashes to bachelor and bachelorette weekends or just an epic day with friends, their pontoons are perfect for every kind of celebration.

Additional information:

Age limit: Must be 18+ to rent. Anyone born after Jan 1, 1988 must present a valid boater’s license.
Driver info: You drive the boat yourself. Don’t want to captain? We’ve got a list of approved skippers you can hire separately (limited to groups of 11 or less with a captain)
Capacity: Seats up to 12 passengers.
What’s provided: Life jackets, map of the area, full tank of fuel
What to bring: Your own speaker, cooler with drinks/snacks, sunscreen, towels, and floaties
Check-in: Arrive 30 minutes early for paperwork and safety orientation

By Category

By Party Type

By Top Batch Cities

NEW! Batch Stays

NEW! Batch Stays