Top Key West Cultural Tours

Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Conch Tour Train
63
Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining...
Read More
1 hour 30 minutes
from
$36.70
Details
from
$36.70
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Southernmost Food and Cultural Walking Tour
95
Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 4 locally-run “mom and pop” establishments in...
Read More
3 hours Instant Confirmation
from
$88.68
Details
from
$88.68
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Craft Cocktail Crawl
20
Join us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local cocktails & 2 food tastings! Discover the...
Read More
3 hours Instant Confirmation
from
$88.68
Details
from
$88.68
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Historic Seaport Food Tasting and Cultural Walking Tour
24
Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood...
Read More
3 hours Instant Confirmation
from
$88.68
Details
from
$88.68
Details
Key West Historic Homes and Island History - Small Group Walking Tour
9
Historic Homes & Stories of Key West- "2020 WINNER- Best Key West History Tour"Join our award-winning guides for a wonderful, fun, and informative 2 hour...
Read More
2 hours
from
$39
Details
from
$39
Details
Private Key West Conch Republic Tiki Bike Experience by Kokomo Cabs Key West
2
You will sit and relax on our spacious and comfortable tiki bike as your private guide/driver takes you on a pleasant ride around the enchanting...
Read More
2 hours 30 minutes Instant Confirmation
from
$224.99
Details
from
$224.99
Details
Hemingway in Key West Tours- 2 Hour Guided Walking Tour
This 2 hour guided tour begins by meeting at the front gate of the Hemingway House. A food sampling will follow, and then a guided...
Read More
2 hours Instant Confirmation
from
$99
Details
from
$99
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Southernmost Key West History and Culture Small-Group Walking Tour
3
Join us for a 1.5-hour adventure! Our tour is led by knowledgeable local guides. As we walk through the streets of Key West’s old town,...
Read More
1 hour 45 minutes Instant Confirmation
from
$39.99
Details
from
$39.99
Details
2 Hour Key West Haunted History Private Walking Tour
Walk through Old Town Key West with a long-time local, hear the haunted history of Key West, her beautiful historic mansions, and visit a haunted...
Read More
90 to 120 minutes Instant Confirmation
from
$55.20
Details
from
$55.20
Details
Cultural Walking Tour of Key West with Food and Drink Tastings
Discover the cuisine and culture of historic old Key West. Tastings of authentic dishes like Cuban pork and Key lime pie. Stops at local haunts...
Read More
3 hours Instant Confirmation
from
$120
Details
from
$120
Details
Private Key West Historic Homes and Island History Walking Tour
Historic Homes & Stories of Key West- "2020 WINNER- Best Key West History Tour"Join our award-winning guides for a wonderful, fun, and informative 2 hour...
Read More
2 hours
from
$79
Details
from
$79
Details
Key West Historic District Small-Group Walking Tour
2
You will be amazed by how much history and culture our small island has! Local Guide will take you on a time travel adventure. As...
Read More
2 hours Instant Confirmation
from
$46.99
Details
from
$46.99
Details
Private Day Trip - A Self-Guided Drive Through the Lower Keys
1
Turn your phone or tablet into a local tour guide! Download this GPS-driven audio & multimedia tour, and as you drive from Key West to...
Read More
2 to 5 hours Instant Confirmation
from
$6.50
Details
from
$6.50
Details
Old Town Key West Literary Walking Tour
3
Join us every weekend for the Old Town Literary Walking Tour, a stroll through downtown Key West, illuminating stories of writers that have called our island...
Read More
1 hour 30 minutes Instant Confirmation
from
$30
Details
from
$30
Details
Self-Guided Black History Tour of Key West for Electric Car
Turn your phone or tablet into a tour guide! Download this GPS-driven audio/media tour, then cruise! Nowhere on this tour will the speed limit exceed...
Read More
1 to 4 hours Instant Confirmation
from
$10.99
Details
from
$10.99
Details
Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Key West Ghost and Mysteries Guided Tour
27
Discover why Key West is one of the most haunted locations in the country on this 90 minute walking tour that starts at the corner...
Read More
1 hour 30 minutes Instant Confirmation
from
$32.26
Details
from
$32.26
Details
Private Walking Tour of Key West
1
Walk through Old Town Key West with a long-time local, see & learn about the unique places you can visit during your vacation. **If it's...
Read More
90 to 120 minutes Instant Confirmation
from
$69
Details
from
$69
Details
Private Highlights and Stories of Key West Walking Tour
1
Key West Highlights and Stories Private Tour- “2020 WINNER Best Key West Walking Tour"Join Key West's unofficial "mayor" on a wonderful 2.5 hour private stroll...
Read More
2 hours 15 minutes
from
$79
Details
from
$79
Details
Highlights and Stories of Key West - Small Group Walking Tour
Key West Highlights and Stories- “2020 WINNER Best Key West Walking Tour"Join our award-winning guides for a wonderful, fun, and informative 2.5 hour stroll through...
Read More
2 hours 15 minutes
from
$39
Details
from
$39
Details
Southernmost Key West Historical Tour in Small Group

Travel The Keys is a guided tour and concierge company based in Key West, Florida. We offer unique historical tours in Key West, presented by...
Read More
1 to 90 minutes Instant Confirmation
from
$32.50
Details
from
$32.50
Details
Easy Stroll Audio Tour Downtown Key West
1
Turn your phone or tablet into a local tour guide!Download this GPS-driven audio & multimedia tour to your phone or tablet. Enable audio narration that...
Read More
1 hour Instant Confirmation
from
$11.99
Details
from
$11.99
Details