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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Marathon

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Waterfront resort in Marathon offering coastal luxury, a full-service marina, spa, dining, four pools, and a sister property, Courtyard by Marriott.

Weddings Max
130
Meetings Max
130
Total Space
1820 sq ft
Largest Room
1820 sq ft

Key Largo

American Sailing Academy

Learn to sail in paradise: ASA-certified courses in Key Largo.

Marathon

Ocean View Marina

Ocean View Marina: Secure dry boat storage and rentals in the heart of the Florida Keys.

Key Largo

The Mark Sorensen Youth Sailing Program

Mark Sorensen Youth Sailing — nonprofit sailing school in the Keys teaching kids boat handling, safety & seamanship.

Islamorada

Caloosa Cove Resort

Caloosa Cove Resort & Marina offers 30 oceanfront suites with kitchens, balconies, and ocean views.

Key Largo

Coconut Palm Inn

Coconut Palm Inn is a boutique beachfront hotel on the Florida Bay in Tavernier, offering 450 feet of private beach, 19 stylish rooms and suites, and spectacular sunset views. Ideal for couples and small groups seeking a tranquil Keys retreat.

Weddings Max
100
Meetings Max
20
Total Space
1240 sq ft
Largest Room
620 sq ft

Islamorada

Bass Pro Shops - World Wide Sportsman

Bass Pro Shops Islamorada: outdoor gear, fishing essentials, and adventures.

Key Largo

Pirate's Choice Sailing Vessel

Sail Key Largo’s pirate ship for sunset & snorkel adventures

Islamorada

Coral Keys Adventures

Coral Keys Adventures, founded by longtime Islamorada captain Rebekah Susa, offers immersive boat tours that blend snorkeling, history, and adventure at iconic sites like Alligator Lighthouse and Indian Key.

Marathon

Keys Fisheries

Seafood restaurant, market & marina in Marathon offering fresh local catch, waterfront views & full bar.

Key West

Oceans Edge Resort & Marina

Oceans Edge Key West Resort & Marina is a luxury waterfront resort on Stock Island, featuring six heated saltwater pools, a 165-slip marina, an on-site restaurant, and complimentary shuttle service to Old Town Key West.

Key Largo

Tarpon Flats Inn & Marina

Tarpon Flats Inn & Marina is a boutique waterfront retreat in Key Largo, offering five spacious, air-conditioned rooms with kitchenettes, private beach access, and complimentary kayaks for exploring the surrounding waters.

Marathon

The Rhum Runner Aqua Park

Rhum Runner — scenic floating playground and bar at The Lagoon on Grassy Key with waterside bites & cocktails.

Key Largo

Tiki Water Sports

Long-standing family-run store selling and repairing boats, motors, kayaks, and other water sports gear, plus fiberglass products.

Key Largo

Calypso Sailing

Calypso Watersports offers private sailing charters aboard Leopard Catamarans in Key Largo and Key West, providing unforgettable journeys tailored to suit every need.