Walking Tours in Key West at a glance
- Our pick: Key West: Craft Cocktail Crawl & Food Tastings Off Duval, US$ 99 per person (3h, 4.92★ · 600).
- Top rated: Key West Historic Walking Tour: Hemingway & Lighthouse, US$ 60 per person (1h 30m, 4.95★ · 259).
- Best value: Key West: Small-Group Walking Tour to Southernmost Point, US$ 54 per person (1h 45m, 4.98★ · 138).
Price per person across the 11 options priced per person: US$ 9.75–US$ 99 (median US$ 60). With 100+ reviews: 9 of 11.
Of the 11 options: 10 with live guides in English, 11 with free cancellation, 10 with instant confirmation, 7 kid-friendly, 1 private and 7 bookable last-minute.
How we rank: quality, number of reviews, availability, booking conditions and relevance to the topic. In the comparison table, our top 3 comes first. Price per person. “Top rated” = the highest score among options with at least 50 reviews.
Walking Tours in Key West
Based on each operator's calendar. Confirmed when you book.
11 options
Key West Food Walking Tour: 5 tastings in historic Old Town Start at El Siboney on Catherine Street and walk 1.2 miles through Key West's Old Town with a local guide. Every day · 11:00, 12:00, 15:00 and 15:30 · All ages ★ 4.89 (1,992 reviews) Duration: 3h Live guide: EN ✓ Free cancellation. from US$ 94 per person
Key West: Craft Cocktail Crawl & Food Tastings Off Duval Feel the island’s spirit with a Key West craft cocktail crawl: 5 drinks, 2 food tastings, stories, and local bars off Duval. Small group tour with guide. Every day · 15:00 · From age 21 ★ 4.92 (600 reviews) Duration: 3h Live guide: EN ✓ Free cancellation. from US$ 99 per person
Key West Haunted Pub Crawl: Ghost Stories & Historic Sites Walk Key West's Old Town on a 2-hour haunted tour with a local guide, free T-shirt and stops at the Porter Mansion. Every day except Thursday and Sunday · 20:30 · From age 21 ★ 4.48 (629 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 32 per person
Key West Historic Seaport Food & Walking Tour: 5 tastings Walk through Key West's Historic District with a local guide, tasting Key West pink shrimp, lobster mac and cheese. Every day except Friday · 11:00 · All ages ★ 4.89 (685 reviews) Duration: 3h Live guide: EN ✓ Free cancellation. from US$ 94 per person
Key West: Jimmy Buffett Walking Tour & Key Lime Pie Tour Key West's Jimmy Buffett landmarks with a local guide. 90-minute walking tour includes key lime pie, tropical drink, and Margaritaville departure point. Every day · 10:00 · All ages ★ 4.64 (329 reviews) Duration: 1h 30m Live guide: EN ✓ Free cancellation. from US$ 79 per person
Key West Historic Walking Tour: Hemingway & Lighthouse Walk Key West's Old Town with a local guide in 90 minutes, visiting the Hemingway Home and the 1825 Lighthouse while learning how the island built. Every day except Wednesday · 11:30 · Up to age 80 ★ 4.95 (259 reviews) Duration: 1h 30m Live guide: EN ✓ Free cancellation. from US$ 60 per person
Dark Side of Key West Ghost Tour: Haunted Sites After Dark Walk Key West's most haunted locations at night with a live guide: St. Paul's Church, Robert the Doll's Artist House, and Captain Tony's Saloon built on the old morgue. Every day except Tuesday and Wednesday · 21:00 · From age 16 ★ 4.58 (357 reviews) Duration: 1h 30m Live guide: EN ✓ Free cancellation. from US$ 35 per person
Key West: Small-Group Walking Tour to Southernmost Point Feel the heartbeat of Key West on a small-group walking tour with a local guide, from the Cuban sandal factory to Hemingway’s house and the iconic Southernmost Point. Every day except Wednesday · 09:00 · Up to age 80 ★ 4.98 (138 reviews) Duration: 1h 45m Live guide: EN ✓ Free cancellation. from US$ 54 per person
Hemingway Food and Walking Tour in Key West Walk the streets where Hemingway lived and worked in Key West, stopping at his apartment, his boat, boxing venues and Sloppy Joe's bar. Every day · 09:30 · All ages ★ 4.66 (112 reviews) Duration: 2h Live guide: EN ✓ Free cancellation. from US$ 99 per person
Key West Ghost Walking Tour App: Haunted spots at your pace Smartphone-guided ghost walking tour of Key West's most haunted spots: Captain Tony's, the Pirates Well, Hard Rock Cafe, St. Paul's Church and more. Every day · No fixed time · From age 12 ★ 4.22 (9 reviews) Duration: 40m–55m ✓ Free cancellation. from US$ 9.75 per person
Key West Ghost Tour: Haunted Old Town Walking Tour Walk the haunted streets of Key West's Old Town on a one-hour ghost tour led by a live guide who shares documented accounts of the spirits still lingering. Every day · 18:00, 19:00 and 20:00 · All ages ★ 3.96 (28 reviews) Duration: 1h Live guide: EN ✓ Free cancellation. from US$ 32 per person
All 11 options, side by side
✓ 2026-11-14| Option | Price | Duration | Rating | Days and times | Guide languages |
|---|---|---|---|---|---|
| Key West: Craft Cocktail Crawl & Food Tastings Off DuvalOur pickGroup of up to 12 | US$ 99 per person | 3h | 4.92★ · 600 | Every day · 15:00 | English |
| Key West Historic Walking Tour: Hemingway & LighthouseTop ratedGroup of up to 12 | US$ 60 per person | 1h 30m | 4.95★ · 259 | Every day except Wednesday · 11:30 | English |
| Key West: Small-Group Walking Tour to Southernmost PointBest valueGroup of up to 10 | US$ 54 per person | 1h 45m | 4.98★ · 138 | Every day except Wednesday · 09:00 | English |
| Key West Food Walking Tour: 5 tastings in historic Old TownGroup of up to 12 | US$ 94 per person | 3h | 4.89★ · 1,992 | Every day · 11:00, 12:00, 15:00 and 15:30 | English |
| Key West Haunted Pub Crawl: Ghost Stories & Historic Sites | US$ 32 per person | 2h | 4.48★ · 629 | Every day except Thursday and Sunday · 20:30 | English |
| Key West Historic Seaport Food & Walking Tour: 5 tastingsGroup of up to 12 | US$ 94 per person | 3h | 4.89★ · 685 | Every day except Friday · 11:00 | English |
| Key West: Jimmy Buffett Walking Tour & Key Lime PieGroup of up to 15 | US$ 79 per person | 1h 30m | 4.64★ · 329 | Every day · 10:00 | English |
| Dark Side of Key West Ghost Tour: Haunted Sites After Dark | US$ 35 per person | 1h 30m | 4.58★ · 357 | Every day except Tuesday and Wednesday · 21:00 | English |
| Hemingway Food and Walking Tour in Key WestGroup of up to 15 | US$ 99 per person | 2h | 4.66★ · 112 | Every day · 09:30 | English |
| Key West Ghost Walking Tour App: Haunted spots at your pacePrivate | US$ 9.75 per person | 40m–55m | 4.22★ only 9 reviews | Every day · No fixed time | — |
| Key West Ghost Tour: Haunted Old Town Walking Tour | US$ 32 per person | 1h | 3.96★ · 28 | Every day · 18:00, 19:00 and 20:00 | English |
By what you need
- Private (1): Key West Ghost Walking Tour App: Haunted spots at your pace (US$ 9.75 per person)
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