Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the narrow, dark streets of Old Town and hear stories from your guide about the island’s haunted history. This ghost and gravestone tour of Key West offers you an in-depth look into the strange and gloomy past of the Southernmost City.

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining visitors to the ‘Island City’ for decades. Learn about the history of the train, a tribute to Henry Flagler's engineering miracle when he brought the railroad to Key West in 1912, and explore this charming tropical paradise on a leisurely train ride around the island!

Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just “going places.” You crave experience and discovery, not just monuments and museums. You want to understand what’s behind the touristic façade that most people never penetrate. That’s why the Southernmost Walking Tour is the best way to immerse you into the history and culture of Key West! When you’re on foot, the world can’t slide past you faster than you can absorb it. You’ll have time – and proximity – to get up close to the region’s culture and natural history. Start your tour at the famous Cuban sandal factory - Kino Sandals before heading off toward the Southernmost Point of the continental United States. Along the way, our incredibly knowledgeable and well-connected local guides will show you the most popular landmarks and introduce you to local culture. By the time you’re finished, you’ll have a uniquely fun perspective of our tiny island!

Learn about an important part of Florida’s history at the Key West Shipwreck Treasure Museum. Explore the wreckage of Spanish galleons and the remnants of cargo ships. Go back in time to the 19th century, when excavating shipwrecks off Key West was a thriving industry. You’ll learn from interactive displays, watch informative video presentations and see real artifacts salvaged from these vessels.

See Key West’s top attractions from the Lighthouse to the Little White House at your own pace with this affordable walking tour. • Find out how the town nearly went bankrupt before reinventing itself as ‘The Conch Republic’ in the 1900s • Hear from producer Ed Owen, a seasoned Key West traveller and tour guide • Do it all in 90 minutes or linger at stops along the way with complete control over when you start and finish • Get unlimited use before your booking date and after it • Use the virtual tour option at home • This tour does not enter or include entry to any of the attractions mentioned en route Once you’ve booked, you’ll receive a ticket with instructions and a unique code listed under “Before You Go”. Then simply install the VoiceMap app and enter your code. The app displays directions to the starting point, and when you’re in the right place, just pop in your headphones and tap start. VoiceMap has automatic GPS playback, with turn-by-turn directions. It also works offline.

Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But there is more to this island than umbrella drinks and warm breezes. Key West has an incredible history, from its origins as a maritime village that profited heavily from salvaging wrecked ships and crews along the Great Florida Reef a few miles offshore, to the creation of the micro-state known as the Conch Republic. While in Key West, you will want to visit many of the sites that make the island distinct such as the Key West Lighthouse, the Hemingway House, the Little White House, and Southernmost Point. On this tour, you will visit all of these and more, stopping for refreshments along the way at many of the island's signature restaurants and bars. You will hear stories of some of the island's more famous residents along with some lesser-known tales that have given Key West its unique place in American culture and history.