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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Islamorada

Lightly Salted Charters

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

Islamorada

Coastal Outfitters Sport Fishing Charters

Coastal Outfitters offers customized fishing charters and sunset cruises in Islamorada, delivering relaxed, captained outings tailored to your preferences.

Marathon

Fishing Kings

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

Key West

Cruisin’ Tikis Key West

Cruisin’ Tikis Key West offers fun, BYOB tiki-bar boat cruises—including sunset sails, swim-stop excursions, and eco tours—aboard floating tiki bars navigated by USCG-certified captains.

Key Largo

Caribbean Watersports

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

Key West

Florida Keys Air Tours LLC

Experience safe, scenic air tours and expert flight training in the Florida Keys—based at Key West International Airport.

Marathon

Island Girls Excursions

Island Girls Excursions — premier boat tours and sandbar adventures in Marathon, Florida Keys, offering unforgettable sunset cruises and private island experiences.

Marathon

Marathon Mermaid Charters

Marathon Mermaid Charters offers sunset cruises, sandbar adventures, and reef snorkeling trips from Marathon, FL — fun for all ages.

Islamorada

Florida Keys Watersports

Boat & jet ski rentals + tours exploring reefs, mangroves & sandbars in Islamorada.

Key West

Fury Water Adventures

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

Marathon

Sailing Catamaran Sirius - Ocean Sailing Inc

Sail the Florida Keys on the luxurious 36ft catamaran "Sirius" for unforgettable sunsets.

Islamorada

Sundance Watersports

Explore stunning Florida Keys snorkeling, SNUBA, and sunset cruises with Sundance Watersports!

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

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