Model train and figure in a colorful outdoor theme park setting.

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.

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Key West

Fishy Business Charters

Offshore, reef, and backcountry fishing charters aboard a 36’ Front Runner Center Console with Captain Eric Evans.

Key Largo

Saltwater Cowboy Charterz

Experience unforgettable fishing and snorkeling adventures in Key Largo with Saltwater Cowboy Charterz.

The Lower Keys

Longtab Charters

Luxury private charters from Summerland Key — fish, snorkel, dive, sandbars & sunset cruises aboard a 30′ Hydrocat.

Islamorada

Lightly Salted Charters

Private Islamorada boat tours: snorkel, sandbar, fishing—book your adventure.

Islamorada

Florida Keys Boat Rentals, Jetski & Island Tours

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

The Lower Keys

WILD about DOLPHINS-Captain Sheri's

Wild About Dolphins — private eco-boat tours and wild dolphin encounters departing from Key West, Florida.

Islamorada

MyKeys Tours of Islamorada

MyKeys Tours offers private snorkeling, sandbar, sunset & sightseeing charters aboard a 26′ SeaFox in Islamorada.

Key West

Second Generation Fishing Charters

We Fish Key West — your local charter partner for top offshore, reef, and backcountry fishing adventures.

Islamorada

Morada Mermaid Adventures

The Morada Mermaid is a scenic charter boat experience in the Florida Keys offering sunset cruises, sandbar escapes, and island adventures from Marathon and Islamorada, FL.

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.

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

Marathon

Overseas Aero Tours

Take to the skies over the Florida Keys with Overseas Aero Tours — scenic biplane flights delivering breathtaking views and unforgettable memories.

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

Wild Dolphin Tours

Wild Dolphin Tours — intimate dolphin-watching and snorkeling excursions in Islamorada where wild pods, reef adventures and island calm meet.