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

Argo Navis Key West Sailing Charters

Argo Navis is a 75-foot luxury catamaran offering intimate, all-inclusive sailing experiences in Key West, including sunset cruises, brunch sails, and private charters, with curated food and drink pairings.

Islamorada

A1A Watersports and Boat Rentals

Jet skis and boats on the bayside at mile marker 85.9, open 8 to 5 every day of the year. The two hour guided tour covers 26 miles of reef, sandbar, mangrove tunnels and backcountry, and the snorkel gear comes with it.

Islamorada

Three Waters Resort & Marina

The old Postcard Inn at mile marker 84, reborn in 2024 as a 214 room Tribute Portfolio resort across 15 waterfront acres, with three pools, three beaches and a 72 slip marina. The Cove is the adults-only half, 63 king rooms around a private beach lagoon.

Meetings Max
120
Total Space
1680 sq ft
Largest Room
1680 sq ft

Marathon

Legendary Jet Skis Marathon

Jet ski tours, sandbar trips, snorkeling, and clear kayak adventures in Marathon, Florida Keys.

The Lower Keys

Captain Hook's Looe Key Reef Adventures

Explore vibrant reefs, snorkeling, diving, and fishing adventures at Big Pine Key!

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.

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.

The Lower Keys

The Perry Hotel & Marina

The Perry Hotel Key West is a modern, pet-friendly waterfront retreat located on Stock Island, just minutes from downtown Key West.

Weddings Max
150
Meetings Max
40
Total Space
960 sq ft
Largest Room
960 sq ft

Key Largo

Upper Keys Sailing Club

Upper Keys Sailing Club — community sailing club and regatta venue on Buttonwood Sound in Key Largo, Florida.

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.

Key West

Spencer's Boat Yard

Spencer’s Boatyard & Boat Rentals — Key West’s full-service boatyard for rentals, repairs & marine services

Islamorada

Safe Harbor Angler House

Secluded marina sanctuary with luxury lodging, sportfishing, pool, and events.

Key Largo

Cap'n Larry Jarboe

Florida Fishing Kayaks offers a wide selection of fishing kayaks, including models from brands like FeelFree, Seastream, and Vibe, catering to various fishing needs and budgets.

Key West

Historic Charter Boat Row Key West

Charter fishing at Historic Charter Boat Row, Key West.

Key West

Key West Bight Marina

Historic Key West marina with deep water slips & walk-to everything charm.