KEY WEST · FLORIDA KEYS
Key West’s best days on the water.
The 11 most popular food & walking tours in Key West. What each trip costs, how long it runs, and who takes you out.
Southernmost Key West Food & Cultural Walking Tour packs 5 tastings, Cuban stops, and Old Town stories into a small-group 3-hour walk.
Most Popular“This was a great food tour. We enjoyed the variety of food dishes and the portion sizes. The tour had a good pace and the history pieces were informative. I highly recommend the tour.”
Taste Key West’s Historic Seaport on a 3-hour small-group walk with 5 tastings, white wine, and end-of-tour key lime pie.
“This was an excellent food tour! Guide, Mike, was awesome! Would recommend this tour to anyone wanting to get a good idea of Key West and taste some of the flavors it is known for.”
A small-group Key West Historic Old Town food walk with 5 tastings, classic conch and Cuban flavors, and a smart route ending at Mallory Square.
“Come hungry. Food was fantastic, Kennarose was a real treat and made the Tour so enjoyable. Walking was easy due to the numerous stops.”
Small-group Key West walk through Bahama Village and historic spots, with Conch Republic lore and Hemingway-era context for $46.99.
“Alejandro was awesome! Key West is great. The tour was great. What made it extra special is that our guide, Alejandro, was amazing. He was fun, he was interesting, and he was very knowledgeable. Highly recommend.”
Ghosts of Key West walking tour: a 90-minute night stroll from Duval Street. Dark island history, eerie stops, and local guides.
“Our guide, Lathan was great.”
Southernmost Key West small-group walk covers shipwreck wealth, Mel Fisher, Audubon House stories, the moved lighthouse, and a Southernmost photo.
“This was a great tour. Our guide was very knowledgeable and personable and we had a wonderful morning exploring Key West. I highly recommend this tour.”
A 2-hour Hemingway walk in Key West with lunch, key lime pie, and rum punch, plus on-foot stops tied to Papa’s real life.
“Caleb was very knowledgeable about Hemingway and Old Town. He also shared a lot of information about Jimmy Buffet as an added bonus! For future tours, it would be great to know an ending point, as we had left our bikes all the way back at the Hemingway House.”
Old Town Key West literary walking tour with author homes, quote excerpts, and guide commentary. Small group, 90 minutes, $30, English.
“This is a pleasant, informative walk through part of Old Key West. Our guide, Scott, was knowledgeable and entertaining.”
2-hour Key West haunted pub crawl with a live guide, mobile ticket, and stops like Robert the Doll and Captain Tony’s.
“This was not scary. Did not receive any free T-shirt as advertised.”
Key West Cuban-Caribbean food walking tour with 5 tastings, small-group Old Town route, local stories, and recipe takeaways for $90.
“Must do while in Miami! Go be a Papi for a day enjoying some Cuban coffee, with a fedora and a cigar.”
Taste Key West’s seafood at 5 seaport spots on a small-group walk with 6 tastings, history, photo stops, and recipes to take home.
“Overall was very enjoyable.. Our tour guide Corlie was great and made the trip very interesting.”
Every way to get out on the water, and every reason to stay for the sunset.