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 Largo

Pirate Flag Pontoons

Pirate Flag Pontoons offers easy, walk-up hourly pontoon rentals out of JD’s Marina, perfect for a fun day on the water with access to nearby sandbars and beaches.

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

Florida Keys Dive Center

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

Marathon

Skipjack Resort and Marina

Relax at Skipjack Resort & Marina in the Florida Keys—luxury suites, marina, pool, and fresh seafood!

Marathon

Custom Cat Charters

Custom Cat Charters offers tailored private boat trips for fishing, sightseeing, and special events in the Florida Keys.

Marathon

Key Colony Boat Rentals

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

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.

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

Marathon

Coco Plum Beach and Tennis Club

Charming family-friendly beachfront resort in Marathon featuring tennis, marina access, and relaxing coastal villas.

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.

Islamorada

Morada Mermaid Adventures

The Morada Mermaid is a scenic charter boat experience in the Florida Keys offering sunset cruises, sandbar escapes, and island adventures from Marathon and Islamorada, FL.

Islamorada

GL Encounters

Private Florida Keys charters offering eco-tours, snorkeling, and sunset cruises.

Key West

Robbie's of Key West Marina

Full-service deep-water marina & repair hub in Key West

Marathon

Blackfin Resort & Marina

Escape to Blackfin Resort & Marina in the Florida Keys—relax, fish, boat, and enjoy stunning sunsets!

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.