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

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 West

Key West Water Tours

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

Islamorada

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina is a charming, family-owned oceanfront retreat in Islamorada, offering a nostalgic "Old Keys" experience with modern comforts.

Islamorada

Safe Harbor Angler House

Secluded marina sanctuary with luxury lodging, sportfishing, pool, and events.

Key West

Blu Q Catamaran

Blu Q Catamaran offers unique, clothing-optional sailing experiences in Key West, featuring all-male day trips, sunset sails, and private charters aboard their 42-foot catamaran.

Marathon

Sombrero Marina

Sombrero Marina: A full‑amenity, live‑aboard marina in Marathon’s protected Boot Key Harbor, complete with slips, laundry, showers, and a waterfront bar.

The Lower Keys

Sugar Loaf Lodge

Sugarloaf Lodge is a waterfront retreat located at Mile Marker 17 on the Overseas Highway, offering 31 rooms with private patios or balconies overlooking the serene Lower Sugarloaf Sound.

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.

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

Amara Cay Resort

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

Key Largo

The Buzzard's Roost

The Buzzard’s Roost — waterfront Key Largo restaurant serving fresh seafood, steaks & island ambiance.

Marathon

Sea Bird Marina

Full-service Long Key marina offering slip rentals, boat launch, fuel, rentals & bait shop.

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

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.

Marathon

Conch Key Cottages

Conch Key Cottages offers charming waterfront accommodations on Conch Key in the Florida Keys. Guests can enjoy private cottages with boat slips, ideal for fishing and exploring nearby attractions.