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...
Filters
Key West
Beach Weekend
Pontoons with waterslides, including a 30 footer with three of them, plus panga and Everglades fishing boats, all tied up on the ocean side of US-1 on Stock Island. Fuel, bait, ice, snacks and a full ship's store are right there at the dock, so you load up once and go.
Key Largo
Anchorage Resort & Yacht Club
Anchorage Resort & Yacht Club is a laid-back waterfront resort and marina in Key Largo, with one-bedroom suites that open onto balconies over the water. Tie up at the marina, cast a line off the dock, and settle in for sunset views across the mangroves at the top of the Florida Keys.
Marathon
Vacation Boat Rentals
Explore the Florida Keys with the largest fleet of fully equipped rental boats!
Key Largo
Morning Star Sailing Charters
Morning Star Sailing Charters offers personalized sailing experiences in the Florida Keys, including captained and bareboat charters, sunset cruises, and snorkeling tours.
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
Coral Bay Marina
Coral Bay Marina is a full-service boatyard and marina located in the heart of Islamorada, Florida Keys.
Islamorada
Islamorada Boat Rentals
Center consoles and a twelve seat pontoon, bookable online with instant confirmation for a half day, a full day, or up to a month. GPS, VHF and safety gear come aboard, and you need to be 25 to rent.
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 Largo
Pirate's Choice Sailing Vessel
Sail Key Largo’s pirate ship for sunset & snorkel adventures
Marathon
Sombrero Marina
Sombrero Marina: A full‑amenity, live‑aboard marina in Marathon’s protected Boot Key Harbor, complete with slips, laundry, showers, and a waterfront bar.
Key West
Sunset Watersports Key West
Sunset Watersports is Key West’s oldest and most trusted watersports provider, offering parasailing, snorkeling, jet ski tours, sunset dinner cruises, and more.
Key West
Lagerheads Beach Bar & Watersports
Key West waterfront hotspot: good eats, live music, sunset views.
Marathon
Tropical Boat Rentals
Explore the Florida Keys with top-quality, well-equipped boat rentals!
Key Largo
Pirates Cove Watersports
Pirates Cove Watersports, located at Reefhouse Resort & Marina in Key Largo, is a top-rated watersports hub offering jet ski rentals, scuba diving & snorkeling, parasailing, eco-tours, sunset cruises, dolphin swims, fishing charters, and more—all under one roof.
Key Largo
Tarpon Flats Inn & Marina
Tarpon Flats Inn & Marina is a boutique waterfront retreat in Key Largo, offering five spacious, air-conditioned rooms with kitchenettes, private beach access, and complimentary kayaks for exploring the surrounding waters.
