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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Islamorada
GL Encounters
Private Florida Keys charters offering eco-tours, snorkeling, and sunset cruises.
Islamorada
Drop Anchor Resort & Marina
Drop Anchor Resort & Marina offers oceanfront accommodations with full kitchens, a heated pool, complimentary kayaks, paddleboards, and bicycles, all set in a tropical garden atmosphere. Ideal for couples and families seeking a relaxing Florida Keys getaway.
Featured
Key Largo
Key Lime Sailing Club and Cottages
Key Lime Sailing Club & Cottages offers waterfront cottage stays, sailing experiences and included water recreation on the bayside of Key Largo.
Marathon
Tranquility Bay Beachfront Resort
Savor the Keys with a $50-per-night dining credit at Tranquility Bay's Culinary Escape.
Weddings Max
30
Meetings Max
30
Total Space
450 sq ft
Largest Room
450 sq ft
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.
Islamorada
Seahorse Water Adventures
Explore reef, sandbars, and waves with jet skis, boats, and snorkeling adventures by Seahorse Water Adventures.
Islamorada
Caribee Marina
Islamorada's boat shop at mile marker 81.5, selling Boston Whaler, Cobia, Axopar and Bluewater, with Yamaha certified techs in the service bays and racked dry storage running seven days a week. If you keep a boat in the Upper Keys, this is where it gets sold, serviced and stored.
Key Largo
Sailors Choice Fishing Boat
A 65 foot all aluminum party boat at the Holiday Inn Marina, mile marker 100 in Key Largo, Coast Guard certified for 49 passengers and running public trips daily. Rod, reel, bait and tackle come with the fare, and the crew will clean and fillet whatever you keep.
Islamorada
Bluewater Adventure
Bluewater Adventure – The Keys offers guided two-person catamaran tours in Islamorada, allowing guests to drive their own boat while exploring the scenic waterways of the 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
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Waterfront resort in Marathon offering coastal luxury, a full-service marina, spa, dining, four pools, and a sister property, Courtyard by Marriott.
Weddings Max
130
Meetings Max
130
Total Space
1820 sq ft
Largest Room
1820 sq ft
Islamorada
The Caribbean Resort
The Caribbean Resort in Islamorada offers 22 private, Caribbean-style homes with ocean views, a beach-entry pool, fishing pier, and complimentary use of bicycles, kayaks, and paddleboards.
Marathon
Legendary Jet Skis Marathon
Jet ski tours, sandbar trips, snorkeling, and clear kayak adventures in Marathon, Florida Keys.
The Lower Keys
Little Torch Cottages
Little Torch Cottages offers 2-bedroom townhomes with full kitchens, private balconies, and access to two tropical pools in the Florida Keys.
