Boat speeding on water with people cheering, under a clear blue sky.

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.

Filters
Keys Season Deals
Destination
Category
Key West

Key West Community Sailing Center

Learn to sail and enjoy vibrant community events at Key West Sailing Center!

Key Largo

Upper Keys Sailing Club

Upper Keys Sailing Club — community sailing club and regatta venue on Buttonwood Sound in Key Largo, Florida.

Marathon

Keys Fisheries

Seafood restaurant, market & marina in Marathon offering fresh local catch, waterfront views & full bar.

Key West

Sigsbee Marina

A Navy MWR marina on Dredgers Key, open to active duty, retirees, eligible veterans and DoD civilians and their families. Fuel, bait, ice and tackle at the ship store, plus kayaks, paddleboards, rods and a 21 foot center console to rent.

Islamorada

Seahorse Water Adventures

Explore reef, sandbars, and waves with jet skis, boats, and snorkeling adventures by Seahorse Water Adventures.

Marathon

Tropical Boat Rentals

Explore the Florida Keys with top-quality, well-equipped boat rentals!

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

Florida Keys Dive Center

Three-dive adventures, snorkeling & scuba charters from Islamorada with courses & lobstering.

The Lower Keys

Geiger Key Marina & RV Park & Fish Camp

Geiger Key Marina RV Park offers waterfront RV sites with tiki huts, full hookups, and access to kayaking, fishing, and a laid-back fish camp atmosphere—just 10 miles from downtown Key West.

Key West

Conch Harbor Marina

Conch Harbor Marina is a full-service, resort-style marina in Key West’s Historic Seaport, offering fuel, dockage for vessels up to 200 ft, and upscale amenities right in the heart of Old Town.

Marathon

Yacht Haven Boat Rentals

Explore the Florida Keys with the newest boats, kayaks, and bikes for endless fun!

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

Key West

Cow Key Marina

Cow Key Marina is a full-service waterfront hub in Key West offering boat and jetski rentals, watersport tours, a waterfront restaurant, and even daily manatee sightings.

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