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.
Florida Keys Lobster Season
Every year, thousands of locals and visitors dive into spiny lobster season, a favorite Florida Keys tradition. The Florida Fish and Wildlife...
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Marathon
The Lagoon on Grassy Key
The Lagoon on Grassy Key packs a cable wakeboard park, a floating aqua obstacle park, a botanical beer garden, and a surf shop onto one lagoon at mile marker 59 in Marathon. The cable runs a beginner line for first-time riders alongside a full course, so you can spend a whole day on the water whether you have ridden before or not.
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.
Marathon
The Lagoon on Grassy Key
Experience thrilling wakeboarding, aqua park fun, and vibrant beer garden vibes at The Lagoon!
Marathon
Ocean View Marina
Ocean View Marina: Secure dry boat storage and rentals in the heart of the Florida Keys.
Key Largo
Gilbert's Resort & Marina
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.
Weddings Max
1000
Key West
Tiki Boat Adventures Key West Sandbar Charters
Tiki Boat Adventures — private tiki-bar boat charters in Key West for sandbars, sunsets & island-style fun.
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
JSK Watersports
Jet ski & snorkel adventures in Tavernier — bayside, oceanside & sandbars await.
Key Largo
Pirate's Choice Sailing Vessel
Sail Key Largo’s pirate ship for sunset & snorkel adventures
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
Aloha Sailing Key West
Personalized sailing charters aboard a Fountaine Pajot catamaran, exploring the Florida Keys and Dry Tortugas.
Key West
Key West Express
Key West Express — high‑speed ferry service from Fort Myers Beach and Marco Island to Key West for relaxing day trips or island adventures.
Marathon
Sailing Catamaran Sirius - Ocean Sailing Inc
Sail the Florida Keys on the luxurious 36ft catamaran "Sirius" for unforgettable sunsets.
Key Largo
JD's Bait & Tackle, Marina and Beach Park
A bait shop with a private beach attached, at mile marker 104 bayside right next door to the Caribbean Club. Wet slips, dry storage, beach day passes, and the doors open at 5:30 on weekend mornings.
Key West
Galleon Resort & Marina
The Galleon Resort & Marina is a waterfront resort in Old Town Key West offering spacious studios and suites with full kitchens or kitchenettes, a private beach, pool, and on-site marina—all just steps from Duval Street.
