Key West Walking Tours

Discover the locals, on foot, at eye level. Walk around Key West and explore its culture and natural history with an experienced guide. Begin your tour at Kino Sandals before heading toward the Southernmost Point of the continental United States. Meet locals, experience popular landmarks, and get a unique...Read more

Witness the past of Key West with a limited-size guided walking journey! This excursion will give you an understanding of the island's first occupations such as salvaging and cigar manufacturing, as well as other local history. You'll be led by one of our knowledgeable guides through picturesque streets in the Old Town, giving you a unique...Read more

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

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

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

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

Every weekend, come take part in the Old Town Literary Walking Tour - a leisurely stroll through downtown Key West that shines a light on the writers who have called our island their home. Drawing inspiration from David A. Kaufelt's original literary walking tour, this new experience will show you the former residences and favorite spots...Read more

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

The Ghosts of Key West Tour is a great pick for families and those interested in the region's history, hauntings, and legends. On this tour you’ll explore prominent figures from the past; as well as Robert the Doll, The La Concha Hotel, haunted mansions, hotels, and...Read more

Uncover the reasons why Key West is one of the most haunted spots in the country on this 90 minute walking tour that kicks off at Duval and Caroline Streets. Your knowledgeable guide and storyteller will lead you down hidden paths to explore Key West's remarkable history, with captivating stories of its most colorful ghosts. Listen to the...Read more

Uncover the eerie side of Key West on an Adults-Only pub crawl and ghost tour! As you traverse through Old Town Key West, savor drinks at various bars located in two haunted mansions and a former morgue. Let your ghost host regale you with spine-tingling stories as you go along. A souvenir T-Shirt is also...Read more

Transform Key West into a vast playing field with this thrilling scavenger hunt experience! This challenge marries the excitement of The Amazing Race and a 3-hour city walking expedition. With guidance from any smartphone, teams traverse popular attractions and hidden gems of the city, deciphering clues and taking on challenges while...Read more

Explore Miami and all it has to offer on your own terms, and make the most of your budget. Do more with Go City and spend...Read more

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

Transform your phone or tablet into a localized audio/multimedia guide and explore historic photos, recordings, and videos plus menus of nearby happy hour spots and connected websites. In just 35 minutes, you can chill at a tiki bar with a beautiful waterfall then explore the hidden boardwalk with impressive ocean views. Discover the...Read more

Our award-winning guides will take you on an exciting, educational, and entertaining 2.5 hour walk through the streets of Old Town Key West and share its incredible history, legends, points of interest, fauna/flora, and culture that make it famous around the world. Our goal is for you to have a memorable experience!

We...Read more

Journey with our award-winning guides on a captivating, entertaining, and informative walk through the marvelous Old Town neighborhoods of Key West. Explore the history and marvel at the distinguished homes and unique architectural monuments that have played an important role in shaping the culture and legends of this remarkable island...Read more

Comfortably stroll through Old Town Key West with a local guide and discover the unique places you can visit during your vacation. This private tour is only for your group, no strangers included! It doesn't matter if it's a wedding party, couple, family & friends, bachelor/bachelorette party, birthday celebration, reunion or corporate event -...Read more

Absorb the beauty of the area's recently-revived Victorian, shotgun, and conch-style homes on streets lined with trees. You will be captivated by the enchantment of Key West while being immersed in its Conch Republic culture. Our guide will keep you entertained with humorous and informative stories about this picturesque neighborhood....Read more