Best Key West History Tours — Our Top 4

1.Key West Historic Seaport Food & Walking Tour

★★★★★★★★★★5.0 · 642 reviews · 3 hours (approx.) · from $93Our pick

Taste seafood, Cuban flavors, wine, and key lime pie while walking Key West with a local guide on this three-hour food tour.

“Our Tour guide Sharon was great! Very informative on Key West history and food was great! Highly recommend!”

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2.Key West Historic Bahama Village & Hemingway Heritage

★★★★★★★★★★5.0 · 252 reviews · 1 hour 30 minutes (approx.) · from $46

Explore Key West’s Bahama Village, Cuban heritage, historic homes, famous bars, and local stories on a small-group walking tour.

“Our guide was extremely knowledgeable and very friendly. The tour was very relaxing. Our guide gave us great places to eat.”

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3.Parasailing over the Historic Key West Seaport

★★★★★★★★★★4.5 · 210 reviews · 1 hour (approx.) · from $49

Soar above Key West Seaport with Sunset Watersports, enjoying long flights, island views, optional water dips, and flexible times.

“Great adventure. Wyatt and ian were fantastic guides and made our experience even better. Got to see the entire island.”

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4.Southernmost Key West History and Culture Small-Group Walking Tour

★★★★★★★★★★5.0 · 124 reviews · 1 hour 45 minutes (approx.) · from $39Best value

Review of Key West’s 1-hour-45-minute history walk, covering shipwrecks, Hemingway, the lighthouse, local stories, and the Southernmost Point.

“The guy that did this tour was amazing!!! He told us so much about key west. He was very informative knowledgeable and fun- later on that day we ran into him again , he gave us a ride on his bike”

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