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

Deep Sea Scuba

Deep Sea Scuba & Snorkel in Islamorada offers top-quality personalized scuba diving, snorkeling, eco-tours, PADI training, and six-pack charters, all backed by over 25 years of safety-focused experience.

Key West

Danger Charters

Experience unforgettable Key West sailing, snorkeling, and sunset cruises!

Marathon

Marathon Snorkeling & Sunset Cruise

Explore stunning reefs, sandbars, and sunsets with Marathon's top snorkeling tours!

Key West

Old Town Trolley Tours Key West

Key West hop-on/hop-off trolley tour with narrated stops & perks.

Key Largo

Key Largo Princess Glass Bottom Boat

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

Key West

Screaming Lines Adventures

Four generations of Estenoz heritage leading sportfishing adventures in Key West’s waters.

Marathon

Keys Jet Ski & Boat Rentals

High-octane jet ski rentals and guided water adventures in the Florida Keys.

Islamorada

Seahorse Water Adventures

Explore reef, sandbars, and waves with jet skis, boats, and snorkeling adventures by Seahorse Water Adventures.

Islamorada

Reef Roamer Catamaran Snorkel Sail

Catamaran snorkeling tours exploring Key Largo’s coral reefs.

Marathon

Solé Watersports

Explore stunning snorkeling, sandbar swims, and sunset cruises in Marathon, FL!

Key West

Key West Express

Key West Express — high‑speed ferry service from Fort Myers Beach and Marco Island to Key West for relaxing day trips or island adventures.

Key West

Laid Back Key West

Custom Key West boat charters - your trip, your way.

Key West

Fishy Business Charters

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

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

Reef Quest Tours

ReefQuest Tours: Explore the vibrant reefs, wildlife, and sandbars of the Florida Keys on tailor-made, eco-educational boat adventures.