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Top Key West Walking & Biking Tours
Key West Craft Cocktail Crawl
3 hours Come along with us on a delicious tour through Key West, as we visit 5 of its craftiest bars and most secret local spots. Sample five local cocktails, paired perfectly with two food tastings, to get an authentic taste of the island life! Hear the unique stories behind some iconic drinks like the Hemingway Daiquiri, and explore tiki-era...Read more
Guided Bicycle Tour of Old Town Key West
3 hours Embark on a journey with us for a remarkable and unforgettable Key West experience! Your own local guide will show you the islands' top sights. Sail through Old Town, explore famous landmarks, and listen to tales about the interesting people who have lived in Key West. Our leisurely 2.5 hour ride is great for both you and our stunning...Read more
Private Key West Historic Homes and Island History Walking Tour
2 hours Tripadvisor ranked our tour as the top 10 history tours in North America for 2022. Our award-winning guides will take you on a memorable 2.25 hour stroll through the captivating Old Town district of Key West, home to many historic homes and iconic architectural edifices that have long been part of the culture and folklore of this remarkable...Read more
Key West Southernmost Food and Cultural Walking Tour
3 hours Sample: Indulge in a flavor of Key West during this 3-hour culinary walking tour, guided by a specialist. Visit 5 local "mom and pop" stores in historic old town, sampling typical Cuban cuisine, seafood from the area, and the iconic Key Lime Pie. Food samples are sufficient for a satisfying lunch. As you wander away from the touristy streets...Read more
Key West Historic Seaport Food Tasting and Cultural Walking Tour
3 hours Uncover the flavors of the ocean on this guided 3-hour culinary journey around Key West. Savour maritime heritage with scrumptious seafood (or non-seafood options) cuban sandwich & key lime pie tastings. Relish classic ingredients like Key West pink shrimp, Caribbean warm-water lobster, and fresh fish. Sample white wine after walking through...Read more
Key West Pub Crawl
2 hours 30 minutes If you want the full Key West experience, then the 'Duval Crawl' pub crawl is for you! This city is renowned for its vibrant bars and taverns. The original Key West Pub Crawl, which was set up in 2002, provides five drinks and a souvenir...Read more
2 Hour Private Highlights of Key West Walking Tour
2 hours 15 minutes Join our acclaimed guides for an enjoyable, entertaining, and educational 2.5 hour stroll through the legendary streets of Old Town Key West. Our objective is for you to have a remarkable experience as we bring to life the vibrant and intriguing history, records, points of interest, flora/fauna, and culture that make Old Town Key West...Read more
Self-Guided Black History Tour of Key West for Electric Car
1 to 4 hours Transform your phone or tablet into a personal tour guide! Download this location-sensitive audio/visual tour, then explore.
PLEASE NOTE ELECTRIC CAR, SCOOTER OR BIKE HIRE IS NOT INCLUDED.
Rent from one of the vendors suggested at the start of the tour, then discover at your own pace. The speed limit won't exceed 35 mph...Read more
Self-Guided Bike Tour to Key West Beaches and Back Roads
1 to 3 hours Transform your phone or tablet into a local cycling tour guide! Get this location-aware audio/media tour, and while you ride, notifications will appear about historic and cultural spots, environmental facts, picturesque side streets, good eateries and restroom sites.
BIKE HIRE IS NOT INCLUDED. Bring your own bike or hire from one of...Read more
Southernmost Key West Historical Tour in Small Group
1 to 90 minutes - Travel The Keys is a guided tour and concierge company based in Key West, Florida. We offer unique historical tours in Key West, presented by a 5th generation local. Our tours present a collection of lesser known historical events and explore the cultural legacies of the Southernmost District and surrounding areas of Key...Read more
Easy Stroll Audio Tour Downtown Key West
1 hour Transform your phone or tablet into an area-informed sound and multimedia visit! Nearby information, old photographs, and connections to sites and eatery menus are readily available.
In just sixty minutes of simple strolling, find out about the history, culture, and cooking of Key West without a single misstep. Visit the most...Read more
The Original Key West Ghost Hunt
1 hour 30 minutes We are the only haunted attraction with a local ownership and privileged access to two sites. Our team of experts provide Ghost Hunting tools plus personal experience that cannot be...Read more
Hemingway Food and Walking Tour
2 hours This guided walking tour will take you to the genuine spots where Hemingway lived, worked and enjoyed himself, including the venue where he watched and officiated boxing matches, his boat's mooring - The Pilar, the bookstore that sold his books, as well as his first Key West apartment -where he completed writing “A Farewell...Read more
Hemingway Walking Tour
1 hour 30 minutes You will start off this 1 hour 30 minute guided tour by meeting your guide (wearing a fluorescent green shirt) at Margaritaville. Fifty years back, in 1971, Jimmy Buffett landed in Key West. This strolling trip will take you to the spots around Old Key West that motivated his melodies, where he performed his first show, some of his most loved...Read more
Key West Waterfront Cocktail Walk to Mallory Square’s Sunset Celebration!
2 to 3 hours We cordially invite you to join us for an extraordinary cocktail & food tasting tour of the Waterfront at Downtown Key West!
With our experienced local guide, discover the history behind Old Fisherman’s Wharf and its transformation into Yacht Harbor!
Learn all about rum running and wrecking during the days of old Key West!
...Read more