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 Largo

American Sailing Academy

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

Islamorada

Tavernier Creek Marina

Tavernier Creek Marina — full-service Keys marina with dry storage, wet slips, and ocean access.

Islamorada

Reef Marine

Boat rentals, snorkel & fishing charters across the Florida Keys

Key Largo

The Buzzard's Roost

Tucked at the end of North End Road at Garden Cove, mile marker 106.5 oceanside, which means you can drive in or tie up and walk off the dock. Sunday brunch comes with steel drums and the first mimosa on the house.

Islamorada

Z Flight Watersports | Islamorada FL

Soar with Z-Flight Watersports—book your unforgettable adventure today.

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.

Key West

Namaste' Eco Excursions

Namaste’ ECO-Excursions delivers immersive, eco-focused reef and mangrove snorkeling adventures in Key West—small-group, “citizen science” tours with expert guides, coral assessments, and hands-on ecology presentations.

Islamorada

Bud N Mary's Fishing Marina

Bud n' Mary's has been sending boats out of Islamorada since 1944, and on any given morning there are more than 40 captains and guides working these docks at mile marker 79.8. Book a charter, eat breakfast at the grill before you shove off, and sleep on a houseboat tied up right there when you get back.

Marathon

Coral Lagoon Resort Villas & Marina

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

Key West

Salty Bottom Boats

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

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.

Marathon

Caribbean Soul Charters

Waterfront Florida Keys rental with sailboat included—perfect for sailors and nature lovers!

Key West

Lagerheads Beach Bar & Watersports

Key West waterfront hotspot: good eats, live music, sunset views.