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

The Water Traveler Vacations

The Water Traveler is your luxury guide to private boat charters, all-inclusive captained getaways, and bespoke waterfront events.

Key West

Salty Bottom Boats

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

Key Largo

Sun Outdoors Key Largo

Sun Outdoors Key Largo: year-round, all-ages RV resort with a marina.

Weddings Max
50

Islamorada

Z Flight Watersports | Islamorada FL

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

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.

Key West

Florida Keys Boat Rental

Boat rentals from sleek SeaFox and pontoon models in Key West.

Islamorada

Reef Marine

Boat rentals, snorkel & fishing charters across the Florida Keys

Islamorada

Sand Dollar Boat Rentals

Rent your next adventure: Sand Dollar Boat Rentals offers boats, jet skis, paddleboards & more in Islamorada.

Islamorada

Mangrove Marina

Full-service marina in Tavernier offering wet slips, dry storage, houseboat rentals & resort amenities in a protected mangrove setting.

Islamorada

Florida Keys Boat Rentals, Jetski & Island Tours

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

Marathon

Keys Cable Park

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

Islamorada

GL Encounters

Private Florida Keys charters offering eco-tours, snorkeling, and sunset cruises.

Marathon

City of Marathon Marina

City of Marathon Marina & Ports — full-service marina operations and public boating access in Marathon, FL, where marine convenience meets Keys cruising.

Marathon

Coco Plum Beach and Tennis Club

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

Islamorada

Veteran Sailing Association

Empowering veterans through free sailing instruction, certification, and aquatic therapy in the Florida Keys.