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 Largo

Blue Water Adventures

Blue Water Adventures offers private fishing charters, snorkeling trips, and sunset cruises aboard a 32-foot Gamefisher, departing from Key Largo Fisheries Marina.

Key West

Key West Sandbar Tours

Escape to hidden sandbars with Key West Sandbar Charters — private boat tours (small or large groups), crystal waters, sun, fun & photo-perfect views.

Key West

Old Town Trolley Tours Key West

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

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.

Islamorada

Pelagic Raptors Charters

Cast lines with Captain Mike on Pelagic Raptors fishing charters

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

Bear Holeman Charters

Bear Holeman offers expert inshore and offshore fishing charters in Key West, with captains boasting over 20 years of experience and ready-to-use gear for families, solo anglers, and seasoned fishers.

Marathon

Sailing Catamaran Sirius - Ocean Sailing Inc

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

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.

The Lower Keys

Keys Boat Tours

Explore Florida Keys' stunning waters with expert-guided boat tours and snorkeling!

Marathon

Sweet E'Nuf Charters

Experience top fishing adventures in Marathon, FL with expert captains and unforgettable catches!

Key West

Namaste' Eco Excursions

Namaste’ ECO-Excursions delivers immersive, eco-focused reef and mangrove snorkeling adventures in Key West—small-group, “citizen science” tours with expert guides, coral assessments, and hands-on ecology presentations.

Key West

My Ohana Fishing Charters

My Ohana Fishing & Charters offers sport fishing, snorkeling, reef & sandbar tours, and custom boat adventures in Key West.

Islamorada

Sundance Watersports

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

Key West

Cora Beth Fishing

Cora Beth Fishing offers personalized, limited-load party boat and private fishing charters from Key West Bight Marina.