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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Key West

Aloha Sailing Key West

Personalized sailing charters aboard a Fountaine Pajot catamaran, exploring the Florida Keys and Dry Tortugas.

Marathon

Banana Bay Resort Marathon

Banana Bay Resort & Marina in Marathon is a laid-back tropical retreat featuring 59 charming guestrooms, a private marina, and complimentary breakfast. Nestled on ten serene Gulf Coast acres, it's the perfect blend of coastal comfort and Florida Keys adventure.

Total Space
1000 sq ft

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.

Marathon

Hawks Cay Marina

Hawks Cay Marina on Duck Key offers wet slips, fuel, fishing charters and convenient access to the waters of the Middle Florida Keys.

Key West

Salty Bottom Boats

Salty Bottom Boat — private custom charters in Key West for sandbar parties, sunset cruises & island adventures.

Islamorada

Treasure Harbor Marina

Stay in unique over-water Aqua Lodges at Treasure Harbor Resort, your private marina gateway to stunning Florida Keys adventures.

Islamorada

Bass Pro Shops - World Wide Sportsman

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

Marathon

Conch Key Fishing Lodge & Marina

Ten units on the bay side of Conch Key, and every single one comes with its own boat slip at the dock out front. Salt water pool, a ramp, non ethanol fuel and frozen bait on site, with the Atlantic a short run out under the Long Key Bridge.

Marathon

Seascape Resort and Marina

Seascape Resort & Marina: serene oceanfront escape with pool, marina, and tropical charm.Seascape Resort & Marina is a tranquil oceanfront retreat in Marathon featuring a private beach, marina access, an outdoor pool, and complimentary kayaks, paddleboards, bicycles, and grilling facilities.

Marathon

Sea Bird Marina

A working marina at mile marker 69.5 on Long Key with a ramp that handles boats up to 38 feet, ethanol free fuel, gated trailer parking and center consoles to rent. Check the calendar first though: they are closed Tuesdays and Wednesdays.

Key West

Key West Bight Marina

Historic Key West marina with deep water slips & walk-to everything charm.

Marathon

Key Colony Boat Rentals

Explore the Florida Keys your way with top-quality Boston Whaler boat rentals!

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.

Marathon

Blackfin Resort & Marina

Escape to Blackfin Resort & Marina in the Florida Keys—relax, fish, boat, and enjoy stunning sunsets!

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.