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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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.

Key Largo

The Buzzard's Roost

The Buzzard’s Roost — waterfront Key Largo restaurant serving fresh seafood, steaks & island ambiance.

Key West

Argo Navis Key West Sailing Charters

Argo Navis is a 75-foot luxury catamaran offering intimate, all-inclusive sailing experiences in Key West, including sunset cruises, brunch sails, and private charters, with curated food and drink pairings.

Marathon

Coral Lagoon Resort Villas & Marina

Luxury Florida Keys vacation rentals with ocean views, private pools, and 24/7 support.

Marathon

The Rhum Runner Aqua Park

Rhum Runner — scenic floating playground and bar at The Lagoon on Grassy Key with waterside bites & cocktails.

Key Largo

Key Largo Parasail

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

Key West

Adventures Key West

Adventures Key West is a full-service Key West experience booking company curated by local experts, offering everything from on-water adventures and private charters to golf cart and scooter rentals, cultural workshops, wellness experiences, and private event and wedding bookings throughout Key West.

Weddings Max
200

Key West

Brightwild Adventures

Brightwild Adventures offers personalized boat excursions in Key West, including family and adult sandbar trips, sunset cruises, private charters, and golf cart rentals, all tailored to your preferences.

Key West

Key West Bight Marina

Historic Key West marina with deep water slips & walk-to everything charm.

Marathon

Coconut Cay Resort & Marina

Escape to Coconut Cay Resort in Marathon, FL—serene waterfront stays with free bikes, kayaks, and nearby beaches.

Key Largo

JD's Bait & Tackle, Marina and Beach Park

Explore JD's Outdoor Adventures: boats, reels, and gear for Florida anglers.Outdoor gear, boats & bait — your Keys outfitter for every angler’s dream.

Key West

Captain Hook's Dive Key West

Captain Hook's Dive Key West is a full-service dive shop offering scuba diving, snorkeling, and private charters.

Marathon

Crane Point Hammock Museum & Nature Trails

Crane Point Museum & Nature Center in Marathon is a 63-acre nature preserve featuring tropical hardwood hammock trails, a natural history museum, wildlife exhibits, and kayak rentals.

Weddings Max
120
Meetings Max
120

The Lower Keys

Caroline's Boat Rentals

Premium Florida Keys boat rentals for fishing, cruising, and fun adventures!