Walking Tours

KEY WEST

Best Walking Tours In Key West

Ranked by traveller popularity

The 10 most popular walking tours in Key West. Here's what they actually deliver, who runs them, and what they cost.

10 Best Walking Tours In Key West

Southernmost Food & Cultural Walking Tour by Key West Food Tours

Southernmost Food & Cultural Walking Tour by Key West Food Tours - Your 3-Hour Rhythm: How the Tour Keeps You Full Without Feeling Stopped

Key West Historic Seaport Food & Walking Tour

Key West Historic Seaport Food & Walking Tour - Stop 1 at Eaton Street Seafood Market: where the tour starts like a story

2.Key West Historic Seaport Food & Walking Tour

5.0

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.

“Good history of the city. Food was good. Food was spread out. Ate at pickup place but then not for another 45-60minutes. Picked up at the end.”

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The Ghosts of Key West Walking Tour

The Ghosts of Key West Walking Tour - River Street Sweets: The Sugar-to-Shadow Opening

3.The Ghosts of Key West Walking Tour

4.5

A 90-minute Key West ghost walk from Duval Street to haunted churches, Robert the Doll, and dim hotel hallways.

“Our guide was fun and very knowledgeable. We had a great time walking through the historic streets and learning a little about historic Key West in the process.”

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Southernmost Key West History and Culture Small-Group Walking Tour

Southernmost Key West History and Culture Small-Group Walking Tour - Walking Distance and Pace: What to Expect in Warm Weather

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

5.0

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.

“Our tour guide was friendly, knowledgeable and had some interesting historical pictures on his iPad. I would surely recommend him and this tour. It also gave us a sense for the lay of the land on Key West which means we now know where else to go. We passed many of the special spots on…”

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Hemingway Food and Walking Tour

Hemingway Food and Walking Tour - Hemingway’s Key West: Pilar, Boxing, Apartments, and Book Sales

5.Hemingway Food and Walking Tour

4.5

Walk Old Key West with Hemingway stories and tastings, ending at Captain Tony’s. Small group, lunch and key lime pie included.

“The tour is better than the Viator description. Knowledgeable and witty guide. Learned about Hemingway and Key West”

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Old Town Key West Literary Walking Tour

Old Town Key West Literary Walking Tour - The 90-minute route: how much walking, how long it feels

6.Old Town Key West Literary Walking Tour

5.0

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.”

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Key West Haunted Pub Crawl Walking Tour

Key West: Haunted Pub Crawl Walking Tour - Captain Tony’s Saloon: Bras, Fake Bodies, and a Tree With a Stain

7.Key West Haunted Pub Crawl Walking Tour

4.5

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.

“Tour was wonderful and got to learn a lot about the twisted history of Key West! The history of the bars were also fun to hear about!”

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Key West: Cuban and Caribbean Food and Cultural Walking Tour

Key West: Cuban and Caribbean Food and Cultural Walking Tour - Where You Start: El Siboney on Catherine Street

8.Key West: Cuban and Caribbean Food and Cultural Walking Tour

4.8

Key West Cuban and Caribbean food walking tour with 5 tastings, small-group Old Town stories, plus e-recipes and local dining tips.

“Food at each stop was delicious. Our guide was funny and knowledgeable. Told us some interesting history of Key West and gave us tips on where to go while we were there. Overall a great experience.”

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Key West: Seafood and Seaport Walking Tour with 5 Tastings

Key West: Seafood and Seaport Walking Tour with 5 Tastings - 5 Tastings and 6 Flavor Stops: Plan for a Real Lunch

The Dark Side of Key West Adults Only Walking Tour

The Dark Side of Key West Adults Only Walking Tour - River Street Sweets to St. Paul’s: the first half of the route

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