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.
“Mike was a fantastic tour guide; we learned a lot of great history about Key West - and loved all the tastings!”
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.
“My family of four had a great time, saw some interesting sites and ate some great food. The team of Corley and Larry did a great job and were very accommodating and competent. We would recommend this tour to anyone in town especially if you are there on a cruise.”
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.
“We really enjoyed our tour! AJ was an excellent guide and even after visiting Key West many times we learned more about its history. Great recommendations for restaurants too!”
A 90-minute Key West ghost walk from Duval Street to haunted churches, Robert the Doll, and dim hotel hallways.
“This ghost tour was a riveting combination of island history and ghosts! Braelynn led an engaging and informative tour.”
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.
“AJ made the tour excellent. He was friendly and extremely knowledgeable. We loved learning so much about Key West!”
Walk Old Key West with Hemingway stories and tastings, ending at Captain Tony’s. Small group, lunch and key lime pie included.
“Enjoyed our tour! Was fun walking around key west and learning about Hemingway! The food was delicious! Loved going to Kermit’s for key lime pie!”
Old Town Key West literary walking tour with writer excerpts, stories, and haunts. Small group, 90 minutes, $30, morning or evening.
“Scott was a great guide! I really appreciate the emailed links for more information on the authors we discussed.”
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.
“Chris was knowledgeable about history. She was personable and fun. So many tidbits that a visitor to Key West would never know. She accommodated all the different personalities in the group with ease. Lots of fun.”
Key West Cuban and Caribbean food walking tour with 5 tastings, small-group Old Town stories, plus e-recipes and local dining tips.
“It was great. Kyle actually added an extra garden tour for us.”
Key West seafood and seaport walking tour with 5 tastings, seaport stories, and local guide tips. Small group, hearty lunch value.
“Food was delicious. Our guide Sharon was a pleasure and shared a lot of history. It was just great to get out of the “tourist traps” for a while!”
