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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The Lower Keys

Sugar Loaf Lodge

Thirty-one rooms at mile marker 17, every one facing Sugarloaf Sound with its own balcony or patio, thirteen miles up the highway from Key West. A heated pool, a tiki bar, a marina with free dockage and kayaks, and none of the Duval Street crowds or prices.

Key West

Spencer's Boat Yard

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

Key Largo

Dream Bay Resort

Dream Bay Resort is a private, gated resort and wedding venue in Key Largo, offering five charming cottages, a small marina, and breathtaking sunset views over Florida Bay. Ideal for romantic getaways and intimate weddings.

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.

Islamorada

Robbie's of Islamorada

Robbie’s of Islamorada offers thrilling tarpon feeding, fishing, water sports, and vibrant local dining in the heart of the Florida Keys.

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.

Marathon

Conch Key Fishing Lodge & Marina

Ten units on the bay side of Conch Key, and every single one comes with its own boat slip at the dock out front. Salt water pool, a ramp, non ethanol fuel and frozen bait on site, with the Atlantic a short run out under the Long Key Bridge.

Key Largo

Pilot House Restaurant & Marina

Full-service marina & waterfront dining in the heart of Key Largo

Key Largo

American Sailing Academy

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

Key West

The Water Traveler Vacations

The Water Traveler is your luxury guide to private boat charters, all-inclusive captained getaways, and bespoke waterfront events.

Islamorada

Coconut Cove Resort & Marina

Coconut Cove Beach Resort & Marina is a family-friendly, waterfront resort in Islamorada, offering a zero-entry pool, private beach, and event spaces for weddings and private functions. Located on a 7-acre tropical estate, it's ideal for both relaxation and special events.

Islamorada

A1A Watersports and Boat Rentals

Jet skis and boats on the bayside at mile marker 85.9, open 8 to 5 every day of the year. The two hour guided tour covers 26 miles of reef, sandbar, mangrove tunnels and backcountry, and the snorkel gear comes with it.

Islamorada

Whale Harbor Marina

Whale Harbor Marina — premier full-service marina and charter hub in Islamorada, Florida Keys.

Marathon

Marathon Pontoon Rental

Explore the Florida Keys in style with premium, dog-friendly pontoon boat rentals!

Islamorada

Florida Keys Watersports

Jet ski rentals and tours at mile marker 82.7 ocean side, where the speed zones start seconds from the dock instead of fifteen minutes out. A 22 mile guided run past twenty islands, or add snorkeling and make it 24, with gear, showers, lockers and parking included.