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
Brightwild Adventures
Brightwild Adventures offers personalized boat excursions in Key West, including family and adult sandbar trips, sunset cruises, private charters, and golf cart rentals, all tailored to your preferences.
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.
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.
Marathon
Sea Bird Marina
A working marina at mile marker 69.5 on Long Key with a ramp that handles boats up to 38 feet, ethanol free fuel, gated trailer parking and center consoles to rent. Check the calendar first though: they are closed Tuesdays and Wednesdays.
The Lower Keys
Sugarloaf Key Hotel at KOA Resort
Tropical seaside stay with marina access and on-site dining.
Islamorada
Treasure Harbor Marina
Stay in unique over-water Aqua Lodges at Treasure Harbor Resort, your private marina gateway to stunning Florida Keys adventures.
Key West
A & B Marina
A&B Marina is a premier full-service marina in Key West’s Historic Seaport, offering dockage for yachts up to 215 feet with top amenities, dining, and charters.
Key West
Captain Rios Charters
Captain Rio's Charters offers personalized, adventure-filled boating experiences in Key West, specializing in spearfishing, lobstering, island exploration, and water-based activities aboard a 32-foot Stamas vessel.
Key West
Key West Water Tours
Thrilling 2-hour guided jet ski tours exploring stunning Key West waters!
Key Largo
Living Aloha Excursions
Your dog is invited. Living Aloha Excursions runs private boat charters from the Caribbean Club dock in Key Largo, and you build the day yourself: sandbar, snorkel, sunset, backcountry fishing, or all of the above.
Key Largo
Calypso Sailing
Calypso Watersports offers private sailing charters aboard Leopard Catamarans in Key Largo and Key West, providing unforgettable journeys tailored to suit every need.
Islamorada
Bud N Mary's Fishing Marina
Bud n' Mary's has been sending boats out of Islamorada since 1944, and on any given morning there are more than 40 captains and guides working these docks at mile marker 79.8. Book a charter, eat breakfast at the grill before you shove off, and sleep on a houseboat tied up right there when you get back.
Key West
Adventures Key West
Adventures Key West is a full-service Key West experience booking company curated by local experts, offering everything from on-water adventures and private charters to golf cart and scooter rentals, cultural workshops, wellness experiences, and private event and wedding bookings throughout Key West.
Weddings Max
200
