KEY WEST
Ranked by traveller popularity
The 10 most popular historic walking tours in Key West. Here's what they actually deliver, who runs them, and what they cost.
A small-group Key West walking food tour with Cuban coffee, key lime pie, rum cocktails, and local history on a 1.2-mile route.
“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.”
Walk Key West’s Historic Seaport with a local guide, tasting at 5 stops from pink shrimp to lobster mac and finishing with 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 1.5-hour walking tour of Key West’s Historic District, with local stories on the Conch Republic, Bahama Village, and Hemingway-era ties.
“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.”
A 90-minute Key West ghost walk from Duval Street to haunted churches, Robert the Doll, and dim hotel hallways.
“Our guide, Lathan was great.”
Walk Key West’s southern edge with a small group: shipwreck stories, Mel Fisher, Audubon House, a moved lighthouse, Hemingway tales, and a buoy 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.”
Walk Old Key West with Hemingway stories and tastings, ending at Captain Tony’s. Small group, lunch and key lime pie included.
“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 writer excerpts, stories, and haunts. Small group, 90 minutes, $30, morning or evening.
“This is a pleasant, informative walk through part of Old Key West. Our guide, Scott, was knowledgeable and entertaining.”
A 2-hour Key West haunted pub crawl with a local guide, six stops, and spine-tingly stories tied to real places and dark island history.
“This was not scary. Did not receive any free T-shirt as advertised.”
Key West Cuban and Caribbean food walking tour with 5 tastings, small-group Old Town stories, plus e-recipes and local dining tips.
“Must do while in Miami! Go be a Papi for a day enjoying some Cuban coffee, with a fedora and a cigar.”
Key West seafood and seaport walking tour with 5 tastings, seaport stories, and local guide tips. Small group, hearty lunch value.
“Overall was very enjoyable.. Our tour guide Corlie was great and made the trip very interesting.”
