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.

Filters
Destination
Category
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.

Islamorada

Amara Cay Resort

Escape to Amara Cay Resort for luxe island vibes, ocean views, and pure relaxation.

Meetings Max
65
Total Space
575 sq ft
Largest Room
575 sq ft

Islamorada

Cayo Vida Marina

Cayo Vida Marina is a full-service marina in Tavernier, Florida, offering fishing and snorkeling charters, live and frozen bait, and exclusive Cayo Vida gear for your Florida Keys adventure.

Key Largo

Morning Star Sailing Charters

Morning Star Sailing Charters offers personalized sailing experiences in the Florida Keys, including captained and bareboat charters, sunset cruises, and snorkeling tours.

Marathon

Sailing Catamaran Sirius - Ocean Sailing Inc

Sail the Florida Keys on the luxurious 36ft catamaran "Sirius" for unforgettable sunsets.

Key Largo

Dove Creek Resort & Marina

Dove Creek Resort & Marina is a tropical retreat in Key Largo offering ocean-view accommodations, a heated outdoor pool, complimentary breakfast, and a marina with water sports rentals. Guests can enjoy snorkeling, kayaking, and fishing activities.

Islamorada

Fisher Inn Resort and Marina

Fisher Inn Resort & Marina is an oceanfront boutique resort in Islamorada offering stylish rooms with kitchenettes, a heated pool with ocean views, and unique amenities like its own boat ramp and marina. Ideal for anglers, boaters, and families seeking waterfront comfort.

Key West

Key West Water Tours

Thrilling 2-hour guided jet ski tours exploring stunning Key West waters!

Marathon

Edgewater Lodge

Edgewater Lodge is a waterfront retreat in Long Key, Florida, offering direct access to the water, an on-site boat ramp, and a private beach area. Ideal for boating enthusiasts and those seeking a tranquil escape.

Key Largo

Pilot House Restaurant & Marina

Full-service marina & waterfront dining in the heart of Key Largo

Islamorada

Coral Bay Marina

Coral Bay Marina is a full-service boatyard and marina located in the heart of Islamorada, Florida Keys.

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.

Key Largo

Dream Bay Resort

Dream Bay Resort is a private, gated resort and wedding venue in Key Largo, offering five charming cottages, a small marina, and breathtaking sunset views over Florida Bay. Ideal for romantic getaways and intimate weddings.

Marathon

The Rhum Runner Aqua Park

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

Islamorada

Seahorse Water Adventures

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