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

Little Torch Cottages

Little Torch Cottages offers 2-bedroom townhomes with full kitchens, private balconies, and access to two tropical pools in the Florida Keys.

Key Largo

Key Largo Princess Glass Bottom Boat

Glass-bottom cruises over Molasses Reef—see the reef without getting wet.

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

Treasure Harbor Marina

Stay in unique over-water Aqua Lodges at Treasure Harbor Resort, your private marina gateway to stunning Florida Keys adventures.

Key Largo

Sailors Choice Fishing Boat

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

Islamorada

Tavernier Creek Marina

Tavernier Creek Marina — full-service Keys marina with dry storage, wet slips, and ocean access.

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 Largo

Key Largo Fisheries Backyard Cafe

Fresh-caught seafood market, waterfront café & wholesale since 1972 in Key Largo.

Islamorada

Coral Bay Marina

Coral Bay Marina is a full-service boatyard and marina located in the heart of Islamorada, Florida Keys.

Marathon

Keys Cable Park

Cable wakeboarding in the Keys—no boat, all fun.

Islamorada

Whale Harbor Marina

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

Key West

Beach Weekend

Beach Weekend Key West is a full-service marina on Stock Island offering pontoon and fishing boat rentals, storage, repairs, and a well-equipped ship store—all just a stone’s throw from Key West.

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 West

Lagerheads Beach Bar & Watersports

Key West waterfront hotspot: good eats, live music, sunset views.