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.

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Key West

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West is a historic oceanfront resort featuring elegant accommodations, beachfront amenities, and classic island charm.

Weddings Max
300
Meetings Max
550
Total Space
11000 sq ft
Largest Room
5000 sq ft

Marathon

Key Colony Boat Rentals

Explore the Florida Keys your way with top-quality Boston Whaler boat rentals!

Islamorada

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina is a charming, family-owned oceanfront retreat in Islamorada, offering a nostalgic "Old Keys" experience with modern comforts.

Key Largo

Sailors Choice Fishing Boat

Family-friendly party fishing boat in Key Largo offering daily charters for anglers of all skill levels.

Islamorada

Cayo Vida Marina

Cayo Vida Marina is a full-service marina in Tavernier, Florida, offering fishing and snorkeling charters, live and frozen bait, and exclusive Cayo Vida gear for your Florida Keys adventure.

The Lower Keys

The Perry Hotel & Marina

The Perry Hotel Key West is a modern, pet-friendly waterfront retreat located on Stock Island, just minutes from downtown Key West.

Weddings Max
150
Meetings Max
40
Total Space
960 sq ft
Largest Room
960 sq ft

Key Largo

Holiday Inn Key Largo

Holiday Inn Key Largo is a tropical hotel featuring two heated outdoor pools with a waterfall, a poolside Tiki bar, and an on-site marina.

Weddings Max
140
Meetings Max
140
Total Space
3070 sq ft
Largest Room
2400 sq ft

Marathon

Marathon Yacht Club

Exclusive waterfront community with boating, dining, and social events.

Marathon

Nautica Watersports

Thrilling jet ski adventures and serene sunset rides in Marathon, Florida.

Marathon

Keys Jet Ski & Boat Rentals

High-octane jet ski rentals and guided water adventures in the Florida Keys.

Key Largo

Tiki Water Sports

Long-standing family-run store selling and repairing boats, motors, kayaks, and other water sports gear, plus fiberglass products.

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 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.

Islamorada

Coral Bay Marina

Coral Bay Marina is a full-service boatyard and marina located in the heart of Islamorada, Florida Keys.

Islamorada

Tavernier Creek Marina

Tavernier Creek Marina — full-service Keys marina with dry storage, wet slips, and ocean access.