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

Islamorada Turtle Tours

Sandbar trips, snorkeling, sunset cruises & private charters in Islamorada.

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

Casual Monday Charters

Casual Monday Charters offers private, customizable boat excursions in Key West, featuring sandbar hopping, snorkeling, sunset cruises, and eco tours aboard a 25' Hydrasports center console.

Key West

Fury Water Adventures

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

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 Largo

Eye Catcher Charters

Private fishing, snorkeling & sunset charters aboard a 30' Sea Hunt with Captain Bry.

Marathon

Adventure Boat Tours

Adventure Boat Tours takes visitors out from Marathon for snorkeling at Sombrero Reef and laid-back sunset eco-history cruises. Slip into the clear water over living coral, then watch the sky light up on the ride home through the Florida Keys.

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.

Key Largo

Capt. Sterling's Everglades Tour

Captain Sterling's Everglades Eco-Tours offers personalized, small-group boat excursions through the Everglades National Park, Pennekamp Park, and Florida Bay, led by experienced guides passionate about wildlife conservation.

Key West

FishMonster & IslandJane Charters

Key West’s premier fishing and adventure charters, offering everything from party boat fishing to private eco-tours and sunset sails.

The Lower Keys

Saltwater Seafari

Explore the best private snorkeling and boat tours in the Florida Keys with Saltwater Seafari — where adventure meets paradise.

Key West

Dolphin Safari Charters Key West

Dolphin Safari Charters offers small-group dolphin watching, snorkeling and private boat charters departing from Stock Island near Key West.

Islamorada

Wild Dolphin Tours

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

Key Largo

Amoray Dive Resort

Amoray Dive Resort: Dive into adventure and relax in stunning Key Largo bayside rooms.

Weddings Max
60
Meetings Max
60

Key Largo

Saltwater Cowboy Charterz

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