Sightseeing

From quirky tours to can’t-miss landmarks, sightseeing in The Florida Keys is anything but ordinary - on island or at sea. Hop on a trolley or the iconic Conch Train, set sail on a charter, or wander museums filled with history, art, and stories you couldn’t make up if you tried. Key West’s haunted tours add a spooky thrill, while scenic drives and hidden stops up and down the island chain reveal the Keys’ offbeat charm. These listings connect you with the guides, tours, and attractions that turn “just looking around” into a true island adventure.

Marathon

SS Pops Two Conchs Island Tours

Explore stunning Florida Keys boat tours with Two Conchs Island Tours!

Key West

Wall To Wall Fishing Charters

Wall To Wall Fishing Charters — premier private fishing and sandbar tours out of Key West for all ages and experience levels.

Islamorada

Anchors Away Boat Rentals and Tours

Anchors Away Boat Rentals & Tours offers a diverse fleet of over 30 boats, including center consoles, deck boats, and pontoons, available for flexible rentals ranging from 2-hour to monthly durations, with GPS-equipped vessels and optional add-ons like snorkeling gear and GoPro cameras.

Key West

Fury Water Adventures

Fury Water Adventures offers the ultimate Key West experience, from thrilling water excursions to convenient land rentals

Key West

Blue Horizon Charters

Blue Horizon Charters offers private boat adventures in Key West—ranging from sandbar escapes and snorkeling to sunset cruises—crafted by three lifelong friends passionate about island life and hospitality.

Key West

Island Vibe Charters

Private Key West boat charters: sandbars, reefs & sunshine memories await.

Key Largo

Caribbean Watersports

Private charters, sails, and snorkeling adventures in the Florida Keys.

Islamorada

Pretty Work Charters

Pretty Work Charters — full-service fishing charters in Islamorada, FL, where experienced crews and flexible boats deliver unforgettable Florida Keys adventures.

Marathon

Fishing Kings

Marathon Fishing Kings — private reef, wreck & offshore fishing charters in Marathon, where expert guidance meets trophy-fish potential.

Marathon

Fly Heli Florida Keys

Soar over the stunning Florida Keys with Fly Heli Tours for breathtaking island views!

Key West

Key West Ghost And Mysteries Tour

Guided walking tours of Key West’s haunted side, full of local lore, ghosts, and history—90 minutes of spooky fun whether you believe in the paranormal or not.