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.

Filters
Destination
Category
Marathon

The Rhum Runner Aqua Park

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

Marathon

Captain Hook’s Marina and Dive Center

Explore award-winning Florida Keys adventures with Captain Hook’s Marina & Dive Center!

Key Largo

Gilbert's Resort

Gilbert’s Resort & Marina is a laid-back waterfront resort in Key Largo, featuring waterfront rooms, a private beach, and the Keys’ largest tiki bar with live music and dining.

Marathon

Nautica Watersports

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

Key West

Key West Tiki Boat

Cruise Key West on a private tiki bar boat: sandbars, sunsets, paddleboards, lily pads, and your playlist—all aboard a fully decked out Tiki Boat for groups up to 12

Key Largo

Sun Outdoors Key Largo

Sun Outdoors Key Largo: year-round, all-ages RV resort with a marina.

Key West

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West is a historic oceanfront resort featuring elegant accommodations, beachfront amenities, and classic island charm.

Islamorada

Florida Keys Boat Rentals, Jetski & Island Tours

Boat & jetski rentals, island & state park tours in Islamorada from Robbie’s Marina.

Key West

Tiki Boat Adventures Key West Sandbar Charters

Tiki Boat Adventures — private tiki-bar boat charters in Key West for sandbars, sunsets & island-style fun.

Key Largo

Pilot House Restaurant & Marina

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

Islamorada

Cayo Vida Marina

Cayo Vida Marina is a full-service marina in Tavernier, Florida, offering fishing and snorkeling charters, live and frozen bait, and exclusive Cayo Vida gear for your Florida Keys adventure.

Islamorada

Drop Anchor Resort & Marina

Drop Anchor Resort & Marina offers oceanfront accommodations with full kitchens, a heated pool, complimentary kayaks, paddleboards, and bicycles, all set in a tropical garden atmosphere. Ideal for couples and families seeking a relaxing Florida Keys getaway.

Islamorada

Bud N Mary's Fishing Marina

Bud N' Mary's: Florida Keys' oldest, largest fishing fleet with charters, lodging, and epic fishing adventures!

Marathon

Keys Fisheries

Seafood restaurant, market & marina in Marathon offering fresh local catch, waterfront views & full bar.

Key Largo

The Pelican, Key Largo Waterfront Cottages

The Pelican Key Largo Cottages is a charming waterfront retreat located directly on Florida Bay in Key Largo, offering a serene and tropical escape just an hour from Miami International Airport.