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

GL Encounters

Private Florida Keys charters offering eco-tours, snorkeling, and sunset cruises.

Islamorada

Sundance Watersports

Explore stunning Florida Keys snorkeling, SNUBA, and sunset cruises with Sundance Watersports!

Islamorada

KeyZ Charters

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

Key West

Sunset Watersports Key West

Sunset Watersports is Key West’s oldest and most trusted watersports provider, offering parasailing, snorkeling, jet ski tours, sunset dinner cruises, and more.

Marathon

Legendary Jet Skis Marathon

Jet ski tours, sandbar trips, snorkeling, and clear kayak adventures in Marathon, Florida Keys.

Islamorada

Seahorse Water Adventures

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

Islamorada

Bass Pro Shops - World Wide Sportsman

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

Marathon

Two Conchs Fishing Charters

A family-run charter fleet led by Capt. Jack Carlson, offering 20+ boats across The Florida Keys.

Marathon

Yacht Haven Boat Rentals

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

Key Largo

Pirates Cove Watersports

Pirates Cove Watersports, located at Reefhouse Resort & Marina in Key Largo, is a top-rated watersports hub offering jet ski rentals, scuba diving & snorkeling, parasailing, eco-tours, sunset cruises, dolphin swims, fishing charters, and more—all under one roof.

Key Largo

Key Lime Sailing Club and Cottages

Key Lime Sailing Club & Cottages offers waterfront cottage stays, sailing experiences and included water recreation on the bayside of Key Largo.

Key Largo

Florida Bay Club

Florida Bay Club is a laid-back, Key Largo timeshare resort offering spacious 2- and 3-bedroom units with full kitchens and balconies, plus a heated pool, docks, and bayfront access—perfect for families and boating enthusiasts.

Key West

Key West Historic Seaport

Key West Historic Seaport is a vibrant waterfront hub with world-class dining, unique shops, water excursions, live music & year-round events in a 20-acre scenic harbor location.

Marathon

Tropical Boat Rentals

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

Marathon

Coral Lagoon Resort Villas & Marina

Luxury Florida Keys vacation rentals with ocean views, private pools, and 24/7 support.