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 Largo

The Pelican, Key Largo Waterfront Cottages

The Pelican Key Largo Cottages is a charming waterfront retreat located directly on Florida Bay in Key Largo, offering a serene and tropical escape just an hour from Miami International Airport.

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

Keys Cable Park

Cable wakeboarding in the Keys—no boat, all fun.

Key Largo

American Sailing Academy

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

Key West

Beach Weekend

Beach Weekend Key West is a full-service marina on Stock Island offering pontoon and fishing boat rentals, storage, repairs, and a well-equipped ship store—all just a stone’s throw from Key West.

Islamorada

La Jolla Resort

La Jolla Resort: Classic Keys charm, beachfront views, family fun!

Marathon

Coconut Cay Resort & Marina

Escape to Coconut Cay Resort in Marathon, FL—serene waterfront stays with free bikes, kayaks, and nearby beaches.

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

The Buzzard's Roost

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

Marathon

Coco Plum Beach and Tennis Club

Charming family-friendly beachfront resort in Marathon featuring tennis, marina access, and relaxing coastal villas.

Islamorada

The Caribbean Resort

The Caribbean Resort in Islamorada offers 22 private, Caribbean-style homes with ocean views, a beach-entry pool, fishing pier, and complimentary use of bicycles, kayaks, and paddleboards.

Marathon

Keys Jet Ski & Boat Rentals

High-octane jet ski rentals and guided water adventures in the Florida Keys.

Key West

Aloha Sailing Key West

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

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.

Key West

Captain Hook's Dive Key West

Captain Hook's Dive Key West is a full-service dive shop offering scuba diving, snorkeling, and private charters.