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

Brightwild Adventures

Brightwild Adventures offers personalized boat excursions in Key West, including family and adult sandbar trips, sunset cruises, private charters, and golf cart rentals, all tailored to your preferences.

Key West

Cow Key Marina

Cow Key Marina is a full-service waterfront hub in Key West offering boat and jetski rentals, watersport tours, a waterfront restaurant, and even daily manatee sightings.

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

The Hilton Key West Resort & Marina

The Hilton Key West Resort & Marina is a luxury waterfront resort on Stock Island, featuring six heated saltwater pools, a 165-slip marina, an on-site restaurant, and complimentary shuttle service to Old Town Key West.

Islamorada

Bluewater Adventure

Bluewater Adventure – The Keys offers guided two-person catamaran tours in Islamorada, allowing guests to drive their own boat while exploring the scenic waterways of the Florida Keys.

Islamorada

Florida Keys Boat Rentals, Jetski & Island Tours

Boat & jetski rentals, island & state park tours in Islamorada from Robbie’s Marina.

Key West

Adventures Key West

Adventures Key West is a full-service Key West experience booking company curated by local experts, offering everything from on-water adventures and private charters to golf cart and scooter rentals, cultural workshops, wellness experiences, and private event and wedding bookings throughout Key West.

Weddings Max
200

Key Largo

American Sailing Academy

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

Key West

Opal Key Resort & Marina

Opal Key Resort & Marina is a luxury waterfront resort in the heart of Old Town Key West, offering 178 elegant rooms, Lolita’s Coastal Cocina, a 37-slip marina, and a sparkling pool just steps from Mallory Square and Duval Street.

Weddings Max
200
Meetings Max
300
Total Space
6800 sq ft
Largest Room
3850 sq ft

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

Sailing Catamaran Sirius - Ocean Sailing Inc

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

Marathon

Crane Point Hammock Museum & Nature Trails

Crane Point Museum & Nature Center in Marathon is a 63-acre nature preserve featuring tropical hardwood hammock trails, a natural history museum, wildlife exhibits, and kayak rentals.

Weddings Max
120
Meetings Max
120

Marathon

Coral Lagoon Resort Villas & Marina

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

Key West

Key West Water Tours

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

Islamorada

Coconut Cove Resort & Marina

Coconut Cove Beach Resort & Marina is a family-friendly, waterfront resort in Islamorada, offering a zero-entry pool, private beach, and event spaces for weddings and private functions. Located on a 7-acre tropical estate, it's ideal for both relaxation and special events.