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Duval Street

Culture & History

Our most recommended Duval Street Culture & History

Key West Conch Train Tour

1. Key West Conch Train Tour

Climb aboard Key West’s conch train for a 90-minute sightseeing tour of the tropical paradise. The train departs from Front Street Depot and loops through the Old Town to end back behind the Depot at Mallory Square. Stock up on ice cream and homemade fudge at the Depot to eat on board during your tour. You can jump off at Truval Village to visit the Ernest Hemingway Home and Museum, Key West Lighthouse, Southernmost Point, and Key West Butterfly and Nature Conservatory. Climb to the top of the observation tower at Key West Shipwreck and Treasures Museum. Travel back in time to the days of hand-rolled cigars at Mallory Square. And stroll through the Cayo Hueso y Habana Historeum. Back on the conch train, learn about Key West characters, such as Mel Fisher, whose lifelong search for 2 sunken Spanish galleons finally turned up treasure worth USD 450 million. Jump off to enjoy great shopping on Duval Street, and fine dining at restaurants such as Hog's Breath Saloon, Jimmy Buffet's Margaritaville or the Hard Rock Café.

Key West: Drag Queen Guided Pub Crawl with Sing-a-Longs

2. Key West: Drag Queen Guided Pub Crawl with Sing-a-Longs

Meet your guide for the night, a world-class drag queen, at the award-winning lounge, Aqua Bar and Nightclub at 711 Duval St. in Key West. Grab a cocktail and mingle with your fellow crawlers as you await the ring of the ‘bitch bell’ to announce the kick-off of the tour. First, follow your guide through the vibrant streets of Key West and prepare to sing and dance your way through the city as you learn how to party like a true queen. Now you know how to behave like a queen it's time to be treated like one too — skip to the front of the line at every bar and pub along the crawl. Then, spend the night at a number of Key West's best bars and clubs, drink delicious and reasonably priced cocktails, laugh with your fellow crawlers, dance like a queen, and experience how the other half lives. Enjoy a fun-filled tour that's perfect for bachelorette parties, birthdays, and other memorable events.

Key West 2.5-Hour Urban Adventure Quest Scavenger Hunt

3. Key West 2.5-Hour Urban Adventure Quest Scavenger Hunt

If you’re looking for a way to turn Key West into a giant game board, Urban Adventure Quest has created an interactive scavenger hunt that combines the fun of the Amazing Race with a 2.5-hour sightseeing tour of Key West. Guided from any smart phone, teams make their way around the well-known and the overlooked gems of the city, solving clues and completing challenges while discovering Key West’s art, culture, and architecture. Race to be the first to finish the game, or take as much time as you need, solving clues, completing challenges, and learning about local history along the way. The adventure begins at the Historic Seaport and takes you on a well-designed course down Duval Street, in and around Mallory Square, and through a famous cemetery and other unique sites. The tour involves a bit more than 2 miles of walking. Using a smart phone as your guide means that you can start when you want and determine your own pace of play. Stop for a burger in paradise or a slice of key lime pie – you’re on your own schedule! Offered at a fixed price for a group as opposed to per person pricing, this city tour/game is a great value for those on a budget.

Key West: Self-guided old town treasures walking tour

4. Key West: Self-guided old town treasures walking tour

Find out why Key West attracted so many cultural legends on a self-guided walking tour of the quirky old town. Starting from Mallory Square, follow the precise directions of your audio guide mobile app to learn the fascinating history behind the people and places that make the island so special. Starting from the Memorial Sculpture Garden in Mallory Square, you’ll discover the stories behind Key West’s most famous sights, including the residence of former President Harry Truman, Florida’s oldest bar, the hotel where Tennessee Williams stayed for ten years and the so-called longest street in the world. Along the way, you’ll learn how salvaging shipwrecks transformed the city, why the buildings’ aesthetics are so strictly controlled, how the city became known as the ‘Conch Republic’ and why there are so many chickens running around.

Frequently asked questions about Duval Street Culture & History

What are other things to do than Culture & History that are worth visiting in Duval Street?

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Other Sightseeing Options in Duval Street

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What people are saying about Duval Street

The experience was excellent and Rob is an amazing tour guide with experience of having lived in Key West which gave a completely different flavour to the tour. Thank you very much for a very thoughtful tour. Loved the city and loved the tour

The tour has 4 convenient stops, and was very informative about some if the island’s history. The guide was very entertaining. I would recommend this tour for anyone visiting Key West.

I loved the Conch Train tour. It was informative and beautiful ride with very knowledgeable drivers.

Fun tour to learn more about Key West. My husband & I used the tour as a guide to what to check out.

Puddingtane was amazing! She was hysterical and kept me laughing the whole time.