Key West Food & Wine Tours

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

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

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

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

You will start this 65 minute nighttime guided stroll by joining forces with your tour guide outside the entryways of Capt. Tony's Saloon (428 Greene Street). Subsequently, you will be taken to a few of Ernest Hemingway's beloved places in Old Town where he lived, worked and had some good times. You'll listen to amazing accounts of history...Read more

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

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