If Destin has a signature day trip, this is it: rent a pontoon, load the cooler, and idle out to Crab Island — the famous sandbar just north of the Destin Bridge where, on any summer Saturday, hundreds of boats anchor in waist-deep emerald water and the whole place becomes a floating block party. Pontoons are the vehicle of choice because they're basically a patio that moves: flat deck, couch seating, a shade canopy, and slow enough that nobody needs to be a sailor.
Here's what first-timers get wrong, what a rental day actually looks like, and the local docks we'd rent from ourselves.
Crab Island is a sandbar, not an island
Despite the name, there's no island and no beach — Crab Island is a submerged sandbar at the mouth of East Pass, and everything happens in the water. You anchor where it's typically waist-deep or less, then wade, swim, and float boat to boat. There's no dock, no restrooms, and no shade but your boat's canopy, so the pontoon is home base: everything you need comes with you. Floating vendor boats tie up in season selling food and drinks — a nice surprise, never a plan.
Two rules run the place: glass is prohibited on rental boats (pack cans and tumblers), and whatever you pack in, you pack out. Rental pontoons also stay in the protected harbor, bay, and sound — they're not permitted into East Pass or the Gulf. On busy weekends the sandbar fills early, so morning boats anchor in the best spots.
Half day or full day, and what it costs
Rentals come in two standard blocks: a half day (about 4 hours) and a full day (about 8). A half day is plenty for Crab Island itself — it's minutes from the harbor docks — with time to cruise the harbor on the way back. A full day earns its money when you want to range around Choctawhatchee Bay and stop at the quiet bay islands. With young kids, most families find four hours is the happy limit anyway.
Typical local prices (ballparks as of 2026, always confirm at booking): a standard 20–24 ft pontoon runs roughly $250–$400 for a half day and $400–$600 for a full day in season; double-deckers with waterslides start around $400 for a half day. Life jackets and a dockside orientation are included everywhere; fuel is not — some docks include it, others bill by the gauge, so ask. Lily pads, paddleboards, and cooler packages are common add-ons. Summer weekends sell out, so reserve ahead, and ask about the weather policy before you pay — reschedule and refund terms vary by dock.
Who can drive, and how many fit
You captain it yourself, and it's genuinely easy — but Florida has one hoop: anyone born on or after January 1, 1988 needs a boater safety certificate to operate the boat. The docks handle it with a quick temporary test you can take online before you arrive; the person signing must be 18 or older with a photo ID and a credit card. Arrive 30–45 minutes early for paperwork and the safety briefing.
Capacity is set by the boat's Coast Guard plate, and it's a hard cap: most rental pontoons carry up to 12, and every passenger counts, babies and toddlers included. Count heads honestly when you pick a boat — a 20-footer rated for 7 feels very different from a 24-footer rated for 12. Some double-deckers come with a captain and some you drive yourself, so confirm which when you book.
Our picks
Editorial picks based on public reputation. Ratings are Google reviews (Oct 2026) and change over time. No business pays for placement, and a listing doesn't imply the business endorses this site.
Luther's Pontoon, Waverunner & Kayak Rentals
200 Harbor Blvd, Destin · Pontoon, waverunner & kayak rentals · ★ 4.9 (1,068 Google reviews, Oct 2026)
· (850) 650-8733
The harbor's rental specialist: 20 ft boats for small crews, and 24 and 28 ft pontoons rated for 12, in half-day and full-day blocks. Reviewers rave about the dockhands, who meet you at the car, cart your gear to the boat, and help load the cooler — the easiest load-in on the harbor. Dogs are welcome aboard, too.
Gilligan's Watersports
530 Harbor Blvd, Destin · Pontoons, waverunners & parasail · ★ 4.9 (3,112 Google reviews, Oct 2026)
· (850) 650-9000
One of the harbor's longest-running watersport outfits, with 12-passenger pontoons — fuel included with every rental — plus waverunners and parasailing if the group wants variety. Check in 45 minutes early; drivers born after 1988 can take the state boater test on site.
Power Up Watersports
Okaloosa Island, Fort Walton Beach · Pontoons, jet skis & tours · ★ 4.8 (1,025 Google reviews, Oct 2026)
· (850) 461-1034
The Okaloosa Island option, launching off Miracle Strip Parkway — minutes from Crab Island without the Destin Harbor crowds. Their 24 ft pontoons carry up to 12, and the double-decker boats add twin waterslides for big-group days. Locally owned, with discounts for locals, military, and repeat renters.
Crab Island Watersports
Brooks Bridge Marina, Okaloosa Island · Pontoon & jet ski rentals · (850) 243-2722
Based at Brooks Bridge Marina on Okaloosa Island, about as close to Crab Island as a dock gets. Standard pontoons plus a double-decker with dual waterslides, and reviewers single out the golf-cart shuttle from your car to the boat — a real perk when you're hauling coolers.
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