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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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
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.
Islamorada
Florida Keys Boat Rentals, Jetski & Island Tours
Boats, jet skis and the Lignumvitae ferry, all out of Robbie's Marina at mile marker 77.5 bayside. The ferry runs Friday through Sunday afternoons to an island you cannot otherwise reach without a boat.
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 Largo
Key Largo Fisheries Backyard Cafe
Fresh-caught seafood market, waterfront café & wholesale since 1972 in Key Largo.
Islamorada
Captain Michael Fishing
Captain Michael Party Boat Fishing offers affordable, group-friendly deep-sea fishing trips aboard a 65-foot vessel, departing daily from Robbie’s of Islamorada.
Islamorada
Cayo Vida Marina
A small working marina on Old Highway at the top end of Islamorada, open from 6 in the morning for people who are actually going fishing. Live and frozen bait at the counter, charter boats on the dock, and Cayo Vida shirts on your way out.
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 Pelican, Key Largo Waterfront Cottages
The Pelican Key Largo Cottages is a charming waterfront retreat located directly on Florida Bay in Key Largo, offering a serene and tropical escape just an hour from Miami International Airport.
Key West
The Water Traveler Vacations
The Water Traveler is your luxury guide to private boat charters, all-inclusive captained getaways, and bespoke waterfront events.
Marathon
Banana Bay Resort Marathon
Banana Bay Resort & Marina in Marathon is a laid-back tropical retreat featuring 59 charming guestrooms, a private marina, and complimentary breakfast. Nestled on ten serene Gulf Coast acres, it's the perfect blend of coastal comfort and Florida Keys adventure.
Total Space
1000 sq ft
Marathon
Legendary Jet Skis Marathon
Jet ski tours, sandbar trips, snorkeling, and clear kayak adventures in Marathon, Florida Keys.
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.
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.
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.
