Boat speeding on water with people cheering, under a clear blue sky.

Boating & On The Water

In The Florida Keys, life flows with the tide. Rent a skiff for backcountry exploring, hop on a sunset cruise, or join locals at a sandbar party where the water is the dance floor. Paddleboards and kayaks slip quietly through mangroves, while sailboats and charters head offshore for bigger adventures. With marinas, rentals, and tours across the islands, getting on the water is easy—and unforgettable. Sunshine, salt air, and stories worth retelling are all included.

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Islamorada

KeyZ Charters

Explore the Florida Keys with KeyZ Charters—unique boat tours, snorkeling, and sunset cruises!

Marathon

Tranquility Bay Beachfront Resort

Savor the Keys with a $50-per-night dining credit at Tranquility Bay's Culinary Escape.

Weddings Max
30
Meetings Max
30
Total Space
450 sq ft
Largest Room
450 sq ft

Key West

Coconut Mallory Resort & Marina

Coconut Mallory Marina + Resort is a laid-back, family-friendly retreat in Key West, offering studio, one-bedroom, and two-bedroom condos with full kitchens.

Key Largo

The Buzzard's Roost

Tucked at the end of North End Road at Garden Cove, mile marker 106.5 oceanside, which means you can drive in or tie up and walk off the dock. Sunday brunch comes with steel drums and the first mimosa on the house.

Key West

Sunset Sail Key West

Sunset Sail Key West — private and shared sunset, snorkeling and stargazing sailboat charters in Key West, where classic vessels and tailored trips bring you out on the water for one of the best views in the Keys.

Islamorada

Caribee Marina

Islamorada's boat shop at mile marker 81.5, selling Boston Whaler, Cobia, Axopar and Bluewater, with Yamaha certified techs in the service bays and racked dry storage running seven days a week. If you keep a boat in the Upper Keys, this is where it gets sold, serviced and stored.

Key West

Brightwild Adventures

Brightwild Adventures offers personalized boat excursions in Key West, including family and adult sandbar trips, sunset cruises, private charters, and golf cart rentals, all tailored to your preferences.

Marathon

Tropical Boat Rentals

Explore the Florida Keys with top-quality, well-equipped boat rentals!

Islamorada

IslaMarina

A working marina on Snake Creek at mile marker 85.9, with ethanol-free gas and diesel, live and frozen bait, 33 slips taking boats up to 70 feet, and a travel lift. Open 6 to 6 every day, and Snake Creek runs through to both the Atlantic and the bay.

Key West

The Promenade at The Perry Hotel & Marina

The Perry Hotel & Marina — boutique waterfront resort on Stock Island blending marina life with Key West charm.

Marathon

Yacht Haven Boat Rentals

Explore the Florida Keys with the newest boats, kayaks, and bikes for endless fun!

The Lower Keys

Caroline's Boat Rentals

Premium Florida Keys boat rentals for fishing, cruising, and fun adventures!

Islamorada

Seahorse Water Adventures

Explore reef, sandbars, and waves with jet skis, boats, and snorkeling adventures by Seahorse Water Adventures.

The Lower Keys

Captain Hook's Looe Key Reef Adventures

Explore vibrant reefs, snorkeling, diving, and fishing adventures at Big Pine Key!

Islamorada

Caloosa Cove Resort

Fifteen acres on the ocean at mile marker 73.5, with 30 suites that all have kitchens, balconies and water out the front door, plus a heated pool and a sandy beach. Tie your boat up out back, walk over to Habano's for Cuban food, and never move the car.