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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Marathon

Sailing Catamaran Sirius - Ocean Sailing Inc

Sail the Florida Keys on the luxurious 36ft catamaran "Sirius" for unforgettable sunsets.

Islamorada

La Jolla Resort

La Jolla Resort: Classic Keys charm, beachfront views, family fun!

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.

Key West

Key West Historic Seaport

Key West Historic Seaport is a vibrant waterfront hub with world-class dining, unique shops, water excursions, live music & year-round events in a 20-acre scenic harbor location.

The Lower Keys

Sugarloaf Marina

Sugarloaf Key Marina — full-service “old school” Keys marina offering rentals, charters, ramps, bait & tackle, tours, and more.

Key Largo

The Buzzard's Roost

Tucked at the end of North End Road at Garden Cove, mile marker 106.5 oceanside, which means you can drive in or tie up and walk off the dock. Sunday brunch comes with steel drums and the first mimosa on the house.

Islamorada

Treasure Harbor Marina

Stay in unique over-water Aqua Lodges at Treasure Harbor Resort, your private marina gateway to stunning Florida Keys adventures.

Marathon

Burdines Waterfront Restaurant & Marina

Burdine's Waterfront is a relaxed, family-friendly bar and grill in Marathon, Florida, serving fresh seafood, classic American dishes, and offering scenic waterfront dining with views of Boot Key Harbor.

Key West

The Hilton Key West Resort & Marina

The Hilton Key West Resort & Marina is a luxury waterfront resort on Stock Island, featuring six heated saltwater pools, a 165-slip marina, an on-site restaurant, and complimentary shuttle service to Old Town Key West.

Marathon

Porky's Bayside Restaurant and Marina

Waterfront BBQ, seafood & sushi with island vibes in Marathon

Marathon

Captain Hook’s Marina and Dive Center

A Blue Star dive shop and marina at mile marker 53 on Vaca Cut, running reef and wreck trips twice a day, plus snorkeling, sunset cruises, boat rentals and a bait and tackle counter. They will also put you on a coral nursery dive with Mote Marine Lab, which is not something most dive shops can offer.

Key Largo

Key Largo Parasail

USCG-certified parasail adventures: soar over Key Largo’s waters in style.

The Lower Keys

Captain Hook's Looe Key Reef Adventures

Explore vibrant reefs, snorkeling, diving, and fishing adventures at Big Pine Key!

Marathon

Edgewater Lodge

Sixteen rooms on the bay side at mile marker 65.5, every one with a kitchenette and a private balcony, plus a pool, a private beach and a boat ramp on the property. Sunset happens straight off your balcony, which is the whole argument for staying bayside.

Key West

Key West Adventures

Explore Key West in style with Jeep, Slingshot, boat, and car rentals!