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

Sailors Choice Fishing Boat

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

Marathon

Porky's Bayside Restaurant and Marina

Waterfront BBQ, seafood & sushi with island vibes in Marathon

Islamorada

Islamorada Boat Rentals

Boat rentals in Islamorada — deck boats, center consoles & pontoons.

Key West

Blu Q Catamaran

Blu Q Catamaran offers unique, clothing-optional sailing experiences in Key West, featuring all-male day trips, sunset sails, and private charters aboard their 42-foot catamaran.

Islamorada

Bluewater Adventure

Bluewater Adventure – The Keys offers guided two-person catamaran tours in Islamorada, allowing guests to drive their own boat while exploring the scenic waterways of the Florida Keys.

Islamorada

A1A Watersports and Boat Rentals

A1A Watersports & Boat Rentals is a family-owned operation at Mile Marker 85.9 in Islamorada offering year-round jet ski tours, WaveRunner freedom rides, and self-guided boat rentals with a large fleet and guided island adventures.

Key West

Spencer's Boat Yard

Spencer’s Boatyard & Boat Rentals — Key West’s full-service boatyard for rentals, repairs & marine services

Key West

Historic Charter Boat Row Key West

Charter fishing at Historic Charter Boat Row, Key West.

Marathon

Caribbean Soul Charters

Waterfront Florida Keys rental with sailboat included—perfect for sailors and nature lovers!

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 West

Sigsbee Marina

Navy MWR Key West: Your go-to hub for family recreation, fitness, dining, lodging, and tickets on Naval Air Station Key West.

Marathon

Nautica Watersports

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

Islamorada

La Jolla Resort

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

Marathon

The Hammocks at Marathon

The Hammocks at Marathon is a tropical resort offering spacious studios and 1- and 2-bedroom suites with full kitchens, balconies, and access to amenities like a heated pool, hot tub, tiki bar, and marina.

The Lower Keys

Sugarloaf Key Hotel at KOA Resort

Tropical seaside stay with marina access and on-site dining.