Keewaydin Island is one of the best boat trips you can take from Naples. This roughly 8-mile-long barrier island stretches south from Gordon Pass toward Marco Island, has no roads or bridges, and can only be reached by boat. With a Keewaydin Island boat rental from AA Naples Boat Rental, you can spend the day swimming, shelling and watching for dolphins on a quiet, undeveloped Gulf beach.

Getting to Keewaydin Island by Boat

Your trip starts at our Naples dock. From there it is a short, scenic cruise through Naples Bay and out toward Gordon Pass, with the north end of Keewaydin Island just beyond. Because it is close, a half-day rental works well for Keewaydin, and a full day lets you relax and explore further south.

Things to Do on Keewaydin Island

  • Swim and relax in the clear, shallow water along the beach and sandbars.
  • Go shelling on miles of quiet shoreline.
  • Watch for dolphins in the passes and along the island.
  • Bird watching: much of the island is part of the Rookery Bay National Estuarine Research Reserve.

Tips for Your Keewaydin Island Trip

  • There are no restrooms, stores or shade on the island, so bring water, snacks, sunscreen and a bag for your trash.
  • Add our cooler with ice ($25) to keep drinks cold.
  • Anchor carefully and watch the tide; the water near the beach can be shallow.
  • Stay out of posted bird-nesting areas.
  • Want to add more fun? Add our Jet Ski All Day Package for $450.

Boats for a Keewaydin Island Day

Half-day rentals are 4 hours (8am–12pm or 1pm–5pm) and full-day rentals are 8 hours (8am–4pm or 9am–5pm). Compare all boats and prices.

What Is Included

  • Fuel included: no surprise fuel charges at the end of the day
  • Cleaning included
  • Coast Guard-approved life jackets and required safety equipment
  • A pre-rental safety briefing and the FWC checklist before you leave the dock
  • Bluetooth stereo on every pontoon
  • Optional: a captain on request, cooler with ice ($25), rental insurance ($45), approved pets ($25), and our Jet Ski All Day Package ($450)

Book Your Keewaydin Island Boat Rental

Fuel and cleaning are included with every pontoon rental. Need someone to drive? Captains are available on request.

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Frequently Asked Questions

Can you drive to Keewaydin Island?

No. Keewaydin Island has no roads or bridges, so the only way to get there is by boat.

Is a half day enough for Keewaydin Island?

Yes. Keewaydin is close to Gordon Pass, so a 4-hour rental gives you time to cruise there, swim and come back. Choose a full day if you want to relax longer.

Do I need a boating license?

Florida does not issue a boating license, but anyone born on or after January 1, 1988 must carry a Florida Boating Safety Education ID card, an approved boater course card from another state, or a Florida Temporary Certificate to drive a boat. The renter must be 18 or older. If you would rather not drive, ask us about a captain.

Is fuel included?

Yes. Fuel and cleaning are included with every pontoon boat rental.

Where do I pick up the boat?

All rentals start and end at our dock in Naples. We send the exact pick-up location and directions with your booking confirmation.

Can I hire a captain?

Yes. Captains are available on request. Call or text us at (239) 529-0093 and we will arrange it.

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