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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Marathon

Sailing Catamaran Sirius - Ocean Sailing Inc

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

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

No Doubt Fishing Charters

No Doubt Charters is a family-owned Key West fishing charter offering sportfishing, snorkeling, and trips to the Dry Tortugas.

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.

Islamorada

Mangrove Marina

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

Marathon

Custom Cat Charters

Custom Cat Charters offers tailored private boat trips for fishing, sightseeing, and special events in the Florida Keys.

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 Largo

Key Largo Parasail

USCG-certified parasail adventures: soar over Key Largo’s waters in style.

Key Largo

Gilbert's Resort

Gilbert’s Resort & Marina is a laid-back waterfront resort in Key Largo, featuring waterfront rooms, a private beach, and the Keys’ largest tiki bar with live music and dining.

Islamorada

Coral Bay Marina

Coral Bay Marina is a full-service boatyard and marina located in the heart of Islamorada, Florida Keys.

Key West

Key West Tiki Boat

Cruise Key West on a private tiki bar boat: sandbars, sunsets, paddleboards, lily pads, and your playlist—all aboard a fully decked out Tiki Boat for groups up to 12

Marathon

Marathon Yacht Club

Exclusive waterfront community with boating, dining, and social events.

Islamorada

Fisher Inn Resort and Marina

Fisher Inn Resort & Marina is an oceanfront boutique resort in Islamorada offering stylish rooms with kitchenettes, a heated pool with ocean views, and unique amenities like its own boat ramp and marina. Ideal for anglers, boaters, and families seeking waterfront comfort.

The Lower Keys

Sugarloaf Marina

Sugarloaf Key Marina — full-service “old school” Keys marina offering rentals, charters, ramps, bait & tackle, tours, and more.

Marathon

Yacht Haven Boat Rentals

Explore the Florida Keys with the newest boats, kayaks, and bikes for endless fun!