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Key West Walking Tour

Our pick: Key West: Old Town Food Walking Tour & Cuban Lunch — US$ 94 (3h, 4.89★ · 1,939). Best value: Key West: Small-Group Walking Tour to Southernmost Point — US$ 50 (1h 45m, 4.98★ · 138).

4.6 8 experiences from US$ 9.75 ✓Free cancellation on most experiences

All 8 options, side by side

✓ 2026-09-28
OptionPricePer personLengthRatingCancellationExtra fee
Key West Ghost Walking Tour App: Haunted spots at your paceUS$ 9.75 p.p.
US$ 9.75
40m–55m4.22★ only 9 reviewsfree—
Key West Ghost Tour: Haunted Old Town Walking TourUS$ 32 p.p.
US$ 32
1h3.88★ · 26free—
Key West: Small-Group Walking Tour to Southernmost PointBest valueUS$ 50 p.p.
US$ 50
1h 45m4.98★ · 138free—
Key West: Bahama Village & Hemingway Walking TourTop ratedUS$ 57 p.p.
US$ 57
1h 30m4.95★ · 258free—
Key West: Jimmy Buffett Walking Tour & Key Lime PieUS$ 79 p.p.
US$ 79
1h 30m4.63★ · 322free—
Key West: Old Town Food Walking Tour & Cuban LunchOur pickUS$ 94 p.p.
US$ 94
3h4.89★ · 1,939free—
Key West: Historic Seaport Food Tour & Local TastingsUS$ 94 p.p.
US$ 94
3h4.89★ · 682free—
Key West: Hemingway Food & Walking Tour with Pie StopsUS$ 99 p.p.
US$ 99
2h4.66★ · 111free—

Real price per person across the 8 options: US$ 9.75–US$ 99 (median US$ 57). With 100+ reviews: 6 of 8.

Default order: price per person.

Key West: Jimmy Buffett Walking Tour & Key Lime Pie
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Key West: Jimmy Buffett Walking Tour & Key Lime Pie★★★★★★★★★★ 4.63 (322)1h 30mYou walk 90 minutes through Old Key West with a local guide, stopping at the bars, studios, and restaurants where Jimmy Buffett played and ate over five decades. You get key lime pie, a drink, and the actual geography of how his songs came to life. No driving, no waiting—just walking and listening, and you end the afternoon at a real saloon instead of a tour office.Is it for me?Pick this if you want to understand Key West through the one person whose music defined it, without arranging your own route or timing—the guide does the navigation and the storytelling, and the pie and drink are already paid for.Free cancellationKids −50%fromUS$ 79View ›
Key West: Bahama Village & Hemingway Walking Tour
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Key West: Bahama Village & Hemingway Walking Tour★★★★★★★★★★ 4.95 (258)1h 30mYou’ll wander Key West’s Bahama Village with a local guide who knows every story behind those pastel streets. Step inside Hemingway’s house (watch for cats), climb the old lighthouse for wild island views, and pause outside legendary bars where music spills onto the sidewalk. It’s not just facts—it’s laughter, salt air, and small surprises that linger long after your walk ends.Free cancellationKids −29%fromUS$ 57View ›
Key West: Small-Group Walking Tour to Southernmost Point
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Key West: Small-Group Walking Tour to Southernmost Point★★★★★★★★★★ 4.98 (138)1h 45mYou’ll wander Key West’s lively streets with a local guide, starting at Kino Sandals and ending at the famous Southernmost Point marker. Along the way you’ll hear wild shipwreck tales, peek at Hemingway’s cats, and catch those little details—like coconut oil or distant gulls—that make this island feel alive beneath your feet.Free cancellationKids −20%fromUS$ 50View ›
Key West: Hemingway Food & Walking Tour with Pie Stops
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Key West: Hemingway Food & Walking Tour with Pie Stops★★★★★★★★★★ 4.66 (111)2hYou’ll follow Hemingway’s real-life trail in Key West—see where he wrote, ate, fished, and drank—with a local guide who brings every stop alive. Taste bean salad with mango poppy dressing, enjoy lunch and that sharp-sweet key lime pie. Expect laughter, stories you won’t read in any guidebook, and moments that stick with you long after you leave.Free cancellationKids −30%fromUS$ 99View ›
Key West Ghost Walking Tour App: Haunted spots at your pace
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Key West Ghost Walking Tour App: Haunted spots at your pace★★★★★★★★★★ 4.22 (9)40m–55mThis is a self-guided ghost walking tour of Key West on the WalknTours smartphone app, where you walk to haunted landmarks at your own pace and hear theatrically narrated stories of the spirits that linger there. One purchase unlocks the tour on two phones and never expires, so you can return to it anytime. The tour runs 40 to 55 minutes and includes a recap you can review after finishing.Is it for me?Pick this tour if you want to explore Key West's haunted history without waiting for a group to assemble or keeping pace with a guide—you walk when you're ready, pause the story whenever you want, and come back to it later since the app never expires.Free cancellationfromUS$ 9.75View ›
Key West Ghost Tour: Haunted Old Town Walking Tour
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Key West Ghost Tour: Haunted Old Town Walking Tour★★★★★★★★★★ 3.88 (26)1hA one-hour walking tour through Key West's Old Town led by a live guide in English, visiting nine to thirteen of the city's most haunted historic sites including the Curry Mansion and Casa Antigua. You'll cover a mile of haunted ground hearing documented accounts of spirits, suicides, disasters and tragic pasts that still linger in these buildings. The tour stays outside—no private building entry—but the stories are researched and the guide is a professional storyteller trained in the history itself.Is it for me?Book this tour if you want the stories and the history without the hype—the guide is a storyteller, not an actor, and the hauntings are documented accounts rather than theatrical recreations. The one-hour length fits a single evening without dominating your trip, and the accessible route through Old Town works for walkers of different abilities.Free cancellationfromUS$ 32View ›
Key West: Old Town Food Walking Tour & Cuban Lunch
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Key West: Old Town Food Walking Tour & Cuban Lunch★★★★★★★★★★ 4.89 (1,939)3hYou’ll walk through Key West’s Old Town with a local guide, tasting Cuban dishes at El Siboney, sipping rum at The Speakeasy Inn, and ending with real Key Lime Pie. Expect stories about the city’s history between bites, plenty of laughter, and enough food for lunch—plus those little moments you’ll remember later when you catch a whiff of lime or hear Spanish on the breeze.Free cancellationTravelers' pickLikely to sell outfromUS$ 94View ›
Key West: Historic Seaport Food Tour & Local Tastings
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Key West: Historic Seaport Food Tour & Local Tastings★★★★★★★★★★ 4.89 (682)3hYou’ll wander Key West’s historic seaport with a local guide, tasting fresh pink shrimp with wine, rich lobster mac upstairs in an old house, and classic Cuban sandwiches straight from the source. End with key lime pie so good you’ll remember it later. Small group size means you’ll hear real stories—and maybe laugh at yourself along the way.Free cancellationTravelers' pickKids −37%fromUS$ 94View ›

Frequently asked questions

Can I book with free cancellation?

Yes: 8 of the 8 options offer free cancellation, so you can book now and confirm your plans later.

How long do these experiences last?

Most options last up to 2 hours. There are also shorter and longer formats to fit your itinerary.

Which one is the travelers' favorite?

Key West: Old Town Food Walking Tour & Cuban Lunch is the travelers' favorite, rated 4.89 out of 5 across 1,939 reviews.

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