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Walking Tours in Key West: Compare 52 Options (October 2026)

Independent comparison Prices checked October 3, 2026 Prices shown in USD 52 options compared

Our top pick is Southernmost Food & Cultural Walking Tour by Key West Food Tours (3 h, ★ 4.9 (1,939)). Well-rated options start at $29.99 from, per person, and 48 of 52 options offer free cancellation.

Our picks

Best overall

Southernmost Food & Cultural Walking Tour by Key West Food Tours

3 h · ★ 4.9 (1,939) $93.55 from, per person
Free cancellation Likely to sell out
Highest weighted rating of 18 options with 50+ reviews. Check availability
Lowest price

Ghosts of Key West: Haunted History Walking Tour

1.5 h · ★ 4.3 (140) $29.99 from, per person
Free cancellation
Lowest starting price among the well-rated options. Check availability
Shortest

Key West Historic Bahama Village & Hemingway Heritage

1.5 h · ★ 5.0 (258) $56.99 from, per person
Free cancellation
Shortest well-rated option, if you are short on time. Check availability

Compare the options

Option Duration Rating Price Book
Southernmost Food & Cultural Walking Tour by Key West Food Tours
Free cancellation Likely to sell out
3 h ★ 4.9 (1,939) $93.55
from, per person		 Check
Key West Craft Cocktail Crawl
Free cancellation
3 h ★ 4.9 (591) $98.98
from, per person		 Check
Key West Historic Seaport Food & Walking Tour
Free cancellation
3 h ★ 4.9 (682) $93.55
from, per person		 Check
Key West Historic Bahama Village & Hemingway Heritage
Free cancellation
1.5 h ★ 5.0 (258) $56.99
from, per person		 Check
Southernmost Key West History and Culture Small-Group Walking Tour
Free cancellation
1.8 h ★ 5.0 (138) $49.99
from, per person		 Check
Key West Historic Old Town Food Tour with 5 Authentic Tastings
Free cancellation
2.5 h ★ 4.8 (317) $108
from, per person		 Check
Hemingway Food and Walking Tour
Free cancellation
2 h ★ 4.7 (111) $99
from, per person		 Check
The Hemingway Experience in Key West
Free cancellation
4 h ★ 4.8 (69) $189
from, per person		 Check
Dark Side of Key West Ghost Tour
Free cancellation Likely to sell out
1.5 h ★ 4.6 (354) $34.99
from, per person		 Check
Key Lime Pie Walking Tour of Key West Historic Seaport
Free cancellation
1.5 h ★ 4.9 (62) $69.88
from, per person		 Check

Explore all 52 options

  1. Southernmost Food & Cultural Walking Tour by Key West Food Tours 3 h · ★ 4.9 (1,939)
    Free cancellation Likely to sell out
    $93.55 from, per person Check availability
  2. Key West Craft Cocktail Crawl 3 h · ★ 4.9 (591)
    Free cancellation
    $98.98 from, per person Check availability
  3. Key West Historic Seaport Food & Walking Tour 3 h · ★ 4.9 (682)
    Free cancellation
    $93.55 from, per person Check availability
  4. Key West Historic Bahama Village & Hemingway Heritage 1.5 h · ★ 5.0 (258)
    Free cancellation
    $56.99 from, per person Check availability
  5. Southernmost Key West History and Culture Small-Group Walking Tour 1.8 h · ★ 5.0 (138)
    Free cancellation
    $49.99 from, per person Check availability
  6. Key West Historic Old Town Food Tour with 5 Authentic Tastings 2.5 h · ★ 4.8 (317)
    Free cancellation
    $108 from, per person Check availability
  7. Hemingway Food and Walking Tour 2 h · ★ 4.7 (111)
    Free cancellation
    $99 from, per person Check availability
  8. The Hemingway Experience in Key West 4 h · ★ 4.8 (69)
    Free cancellation
    $189 from, per person Check availability
  9. Dark Side of Key West Ghost Tour 1.5 h · ★ 4.6 (354)
    Free cancellation Likely to sell out
    $34.99 from, per person Check availability
  10. Key Lime Pie Walking Tour of Key West Historic Seaport 1.5 h · ★ 4.9 (62)
    Free cancellation
    $69.88 from, per person Check availability
  11. VIP Robert the Doll After Dark Ghost Hunt in Key West 2 h · ★ 4.7 (173)
    Free cancellation
    $99 from, per person Check availability
  12. Original Key West Pub Crawl: The Best Bars with Free T-Shirt 2.5 h · ★ 4.6 (375)
    Free cancellation
    $42.95 from, per person Check availability
  13. Key West Ghost and Mysteries Guided Tour 1.5 h · ★ 4.5 (1,132)
    Free cancellation
    $33 from, per person Check availability
  14. Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt 2 h · ★ 4.5 (618)
    Free cancellation
    $32.20 from, per person Check availability
  15. Tropical Fruit Hunting Tour at Grimal Grove 1.5 h · ★ 5.0 (33)
    Free cancellation
    $38 from, per person Check availability
  16. Key West Sweet Treats Food Tour: Sunshine & Sweet Times 1.5 h–2 h · ★ 4.8 (24)
    Free cancellation
    $70 from, per person Check availability
  17. Jimmy Buffett Tour 1.5 h · ★ 4.6 (322)
    Free cancellation
    $79 from, per person Check availability
  18. Key West Haunted Pub Crawl Walking Tour 2 h · ★ 4.4 (113)
    Free cancellation
    $34.99 from, per person Check availability
  19. The Original Key West Ghost Hunt - Ages 16 and up 1.5 h · ★ 4.6 (112)
    Free cancellation
    $45 from, per person Check availability
  20. iWitness Key West True Crime Walking Tour 1.5 h · ★ 5.0 (16)
    Free cancellation
    $49 from, per person Check availability
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Best overall · $93.55 Check availability