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

Above & Below Fishing Adventures - Key West & Lower Keys Fishing Charters

Above & Below Fishing Adventures offers private, all-in-one Florida Keys charters—fishing, snorkeling, sunset cruises, spearfishing, lobster diving, and more—with full gear, Starlink Wi-Fi, and expert guides.

Key West

Fury Water Adventures

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

Key West

Off the Charts!

Off the Charts! offers personalized fishing charters, eco-tours, and sandbar excursions aboard a 32' Whitewater center console in Key West. Led by a captain with over 40 years of experience, they provide all necessary gear, safety equipment, and fishing licenses are included.

Marathon

Salt Dance Boat Tours

Custom private boat excursions in Marathon with sandbar trips, snorkeling adventures, and sunset cruises on a pet-friendly deck boat for families and friends.

Key West

The Water Traveler Vacations

The Water Traveler is your luxury guide to private boat charters, all-inclusive captained getaways, and bespoke waterfront events.

Key West

Honest Eco Tours

Eco-friendly boat tours led by biologists in Key West

Key West

Key West Coastal Charters

Set sail with Key West Coastal Charters and discover Key West’s famous sandbars on private charters full of snorkeling, dolphin-watching, nature, fishing & more.

Key Largo

Pirate's Choice Sailing Vessel

Sail Key Largo’s pirate ship for sunset & snorkel adventures

Key West

Six Fins Charters

Private luxury boat and jet ski charters in Key West — explore hidden reefs, sandbars, and dolphin playgrounds.

Islamorada

Wild Dolphin Tours

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

Islamorada

Latitude Charters

Private boat charters in the Upper Keys — sandbar trips, sunset cruises, snorkeling & special-occasion charters.

Key West

Key West Ghost Tours: Southernmost Shadows and Ghosts

Discover Key West’s haunted history with a chilling walking ghost tour through cursed graveyards, eerie historic sites, and stories of restless spirits in the heart of Old Town.

Marathon

Marathon Snorkeling & Sunset Cruise

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

Islamorada

Reef Roamer Catamaran Snorkel Sail

Catamaran snorkeling tours exploring Key Largo’s coral reefs.

Islamorada

Blackbeard Private Charters

Blackbeard Private Charters offers personalized boat excursions in the Florida Keys, including trips to the Islamorada Sandbar, snorkeling at Alligator Reef, sightseeing, and sunset cruises.