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

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.

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

Key Largo Princess Glass Bottom Boat

Glass-bottom cruises over Molasses Reef—see the reef without getting wet.

Marathon

Keys Cable Park

Cable wakeboarding in the Keys—no boat, all fun.

Key Largo

Dove Creek Resort & Marina

Dove Creek Resort & Marina is a tropical retreat in Key Largo offering ocean-view accommodations, a heated outdoor pool, complimentary breakfast, and a marina with water sports rentals. Guests can enjoy snorkeling, kayaking, and fishing activities.

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.

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.

Key Largo

Jimmy Johnson's Big Chill

Waterfront dining & live music 7 nights a week at Key Largo’s bayside hotspot.

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.

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 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.

Marathon

Coco Plum Beach and Tennis Club

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

Key West

Bayfront Suites Resort & Marina

Bayfront Suites in Key West offers luxury waterfront condos with modern amenities, a rooftop veranda, and a private marina. Perfect for both relaxation and special events.

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

Key Largo

American Sailing Academy

Learn to sail in paradise: ASA-certified courses in Key Largo.