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
Keys Season Deals
Destination
Category
Islamorada

GL Encounters

Private Florida Keys charters offering eco-tours, snorkeling, and sunset cruises.

Marathon

Keys Fisheries

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

Key West

Sunset Watersports Key West

Sunset Watersports is Key West’s oldest and most trusted watersports provider, offering parasailing, snorkeling, jet ski tours, sunset dinner cruises, and more.

Key West

A & B Marina

A&B Marina is a premier full-service marina in Key West’s Historic Seaport, offering dockage for yachts up to 215 feet with top amenities, dining, and charters.

Key Largo

Cap'n Larry Jarboe

Florida Fishing Kayaks offers a wide selection of fishing kayaks, including models from brands like FeelFree, Seastream, and Vibe, catering to various fishing needs and budgets.

Key Largo

Rock Reef Resort

Luxury beachfront escape with stunning views and top amenities awaits you!

Weddings Max
100
Meetings Max
100

Marathon

Conch Key Fishing Lodge & Marina

Escape to paradise at Conch Key Fishing Lodge—prime fishing, stunning views, and cozy waterfront rooms!

Marathon

Key Colony Boat Rentals

Explore the Florida Keys your way with top-quality Boston Whaler boat rentals!

Marathon

Seascape Resort and Marina

Seascape Resort & Marina: serene oceanfront escape with pool, marina, and tropical charm.Seascape Resort & Marina is a tranquil oceanfront retreat in Marathon featuring a private beach, marina access, an outdoor pool, and complimentary kayaks, paddleboards, bicycles, and grilling facilities.

Marathon

Ocean View Marina

Ocean View Marina: Secure dry boat storage and rentals in the heart of the Florida Keys.

Islamorada

The Caribbean Resort

The Caribbean Resort in Islamorada offers 22 private, Caribbean-style homes with ocean views, a beach-entry pool, fishing pier, and complimentary use of bicycles, kayaks, and paddleboards.

Marathon

Porky's Bayside Restaurant and Marina

Waterfront BBQ, seafood & sushi with island vibes in Marathon

Key Largo

Pirates Cove Watersports

Pirates Cove Watersports, located at Reefhouse Resort & Marina in Key Largo, is a top-rated watersports hub offering jet ski rentals, scuba diving & snorkeling, parasailing, eco-tours, sunset cruises, dolphin swims, fishing charters, and more—all under one roof.

Marathon

Captain Pip's Marina & Hideaway

Captain Pip’s Marina & Hideaway offers waterfront accommodations in Marathon, FL, featuring cozy rooms and 1- and 2-bedroom apartments with kitchenettes.