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.

Filters
Keys Season Deals
Destination
Category
Key West

Fury Water Adventures

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

Key Largo

Island Ventures

Explore Key Largo's vibrant reefs with private, expert-led scuba and snorkel tours!

Key West

Walk The Plank Adventures LLC

Walk The Plank Adventures — private sandbar, island and sunset boat tours departing from Key West.

Islamorada

MyKeys Tours of Islamorada

MyKeys Tours offers private snorkeling, sandbar, sunset & sightseeing charters aboard a 26′ SeaFox in Islamorada.

Key West

Life On The Rocks Charters

Life on the Rocks Charters offers fun, customizable boat trips around Key West—sandbar hopping, snorkeling, sunset cruises, and more.

Key Largo

Kickin It In The Keys Charters

Experience Florida Keys fishing adventures with Captain Forrest.

Key West

Brightwild Adventures

Brightwild Adventures offers personalized boat excursions in Key West, including family and adult sandbar trips, sunset cruises, private charters, and golf cart rentals, all tailored to your preferences.

Key West

Wall To Wall Fishing Charters

Wall To Wall Fishing Charters — premier private fishing and sandbar tours out of Key West for all ages and experience levels.

Islamorada

Friend With A Boat Charters

Friend With A Boat Charters: Enjoy private, family-friendly boat tours out of Key Largo — snorkeling, sandbars, and BYOB fun on the water.

Marathon

Living Like Larry Charters

Private boat charters in the Florida Keys for unforgettable ocean adventures.

Islamorada

Clearly Unique Charters

Clearly Unique Charters offers snorkeling, sandbar, and sunset boat tours in Islamorada aboard spacious powerboats designed for family fun and special events.

Key West

Reel Fresh Fishing

Reel Fresh Fishing — private fishing charters in Key West, where expert captains and top-tier gear deliver unforgettable deep-sea, reef and wreck experiences.

Marathon

Hawks Cay Marina

Hawks Cay Marina on Duck Key offers wet slips, fuel, fishing charters and convenient access to the waters of the Middle Florida Keys.

Key West

Key West Ghost And Mysteries Tour

Guided walking tours of Key West’s haunted side, full of local lore, ghosts, and history—90 minutes of spooky fun whether you believe in the paranormal or not.