Learn Key West history on a personalized walk around Old Town with a local, "Whiskey"
Key West, · Cultural tours
Listing highlights
Around 2 hr experience
Hosted in English
What you’ll do
4.97 out of 5 stars, from 39 reviews
4.97, · 39 reviews
0 of 0 items showing
Robert And Daniela
The Woodlands, TX
, · June 2026
Rick is a fantastic informative guide. Highly recommended.
Celeste
Palm City, FL
, · April 2026
Richard had a conflict on the day we booked. However it turned out great as he arranged for us to have a private tour with his friend Marianne, who met us at our bed and breakfast.
Marianne is delightful and gave us a wonderful, informative tour. We felt like we were with a friend!
Celeste
Eric
Mechanicsburg, PA
, · March 2026
Highly Recommended. Thoroughly enjoyed walking tour of Old Town Key West with Whiskey Rick. Rick is well versed on the History of Key West and local Landmarks, and we enjoyed hearing this info. He provided some options for Activities and Dining that worked out well for us. Overall, a great experience.
- Eric and Melissa
Sue
White Bear Lake, MN
, · March 2026
Whiskey Rick was a great tour guide! Knowledgeable and engaging, and very willing to tailor the tour to our wishes!. he included visits to places that we never would have seen on our own. He also was very willing to answer questions throughout our stay following the day of our tour, and is very quick to answer texts sent to him! I would highly recommend a tour with Whiskey Rick!
Pat
Geneva, IL
, · January 2026
Marianne was very knowledgeable and took us places we would not have gone to on our own.She also made alot of recommendations for restaurants, museums and spots of interest.
Laura
United States
, · January 2026
Rick was the best! Very knowledgeable and eager to please! Always ready to cater to our requests. I would definitely refer others to utilize his service for a more personal tour!!
Some reviews have been automatically translated.
Upcoming availability
0 of 0 items showing
Where we’ll meet
back bar area
Key West, Florida, 33040, United States
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About me
History storyteller
I am a history nerd who loves sharing stories. My passion for education and storytelling is one that is lifelong. My tours blend comedy with an engaging style that leaves guests awed. I constantly read and learn, so your tour will be filled with new insights. Your questions inspire me to grow.
Message Richard
To help protect your payment, always use Airbnb to send money and communicate with hosts.
Things to know
Guest requirements
Guests ages 2 and up can attend.
Activity level
The activity level for this experience is moderate and the skill level is beginner.
What to bring
Comfortable shoes to walk 2 miles, Water bottle, Camera, Cash, Fun attitude and ready to learn focus
Cancel at least 1 day before the start time for a full refund.
Cultural tours with knowledgeable hosts
Cultural tours are led by authors, historians and other hosts who showcase what makes the city unique.
See an issue? Report this listing
From $122 AUD
$98 AUDFrom $98 AUD, per guest, previously, $122 AUD
/ guest
Free cancellation
Show dates
Welcome Walk through Old Town with a storyteller
4.97 · 39 reviews
From $122 AUD
$98 AUDFrom $98 AUD, per guest, previously, $122 AUD
/ guest
Free cancellation
Show dates
What you’ll do
Start with a drink
Begin the adventure with a meet and greet at a hidden gem.
Learn Old Town charm
Experience the charm of old town Key West.
See the longest mile
Stroll from the Atlantic Ocean to the Gulf of Mexico.
Wander Duvall street
Discover cool spots on and off Duvall street.
Visit the seaport
See the historic seaport and Mallory Square.
4.97 out of 5 stars, from 39 reviews
4.97, · 39 reviews
0 of 0 items showing
Robert And Daniela
The Woodlands, TX
, · June 2026
Rick is a fantastic informative guide. Highly recommended.
Celeste
Palm City, FL
, · April 2026
Richard had a conflict on the day we booked. However it turned out great as he arranged for us to have a private tour with his friend Marianne, who met us at our bed and breakfast.
Marianne is delightful and gave us a wonderful, informative tour. We felt like we were with a friend!
Celeste
Eric
Mechanicsburg, PA
, · March 2026
Highly Recommended. Thoroughly enjoyed walking tour of Old Town Key West with Whiskey Rick. Rick is well versed on the History of Key West and local Landmarks, and we enjoyed hearing this info. He provided some options for Activities and Dining that worked out well for us. Overall, a great experience.
- Eric and Melissa
Sue
White Bear Lake, MN
, · March 2026
Whiskey Rick was a great tour guide! Knowledgeable and engaging, and very willing to tailor the tour to our wishes!. he included visits to places that we never would have seen on our own. He also was very willing to answer questions throughout our stay following the day of our tour, and is very quick to answer texts sent to him! I would highly recommend a tour with Whiskey Rick!
Pat
Geneva, IL
, · January 2026
Marianne was very knowledgeable and took us places we would not have gone to on our own.She also made alot of recommendations for restaurants, museums and spots of interest.
Laura
United States
, · January 2026
Rick was the best! Very knowledgeable and eager to please! Always ready to cater to our requests. I would definitely refer others to utilize his service for a more personal tour!!
Show all reviews
Learn how reviews work
Some reviews have been automatically translated.
Upcoming availability
0 of 0 items showing
Where we’ll meet
back bar area
Key West, Florida, 33040, United States
More experiences in Key West
0 of 0 items showing
Explore haunted sites in Key West’s Old Town
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From $60 AUD/ guestFrom $60 AUD, per guest
, · 3.0 out of 5 average rating3.0
Dolphin Watch & Guided Snorkel in Key West
Water sports, · 4.5 hours
From $203 AUD/ guestFrom $203 AUD, per guest
, · 4.94 out of 5 average rating4.94
Key West Food Tour: Local Flavors & Hidden Gems
Food tours, · 2.5 hours
From $155 AUD/ guestFrom $155 AUD, per guest
, · 4.89 out of 5 average rating4.89
Explore the Florida keys from a tiki boat
Water sports, · 1.5 hours
From $121 AUD/ guestFrom $121 AUD, per guest
, · 4.0 out of 5 average rating4.0
Private Charter Sandbar & Snorkel
Water sports, · 4 hours
From $1,132 AUD/ groupFrom $1,132 AUD, per group
, · 5.0 out of 5 average rating5.0
Paddle through Sugarloaf Key in a Clear Kayak
Water sports, · 2 hours
From $136 AUD/ guestFrom $136 AUD, per guest
, · 4.94 out of 5 average rating4.94
Kayak, Guided Snorkel & Morning Sail
Water sports, · 4.5 hours
From $221 AUD/ guestFrom $221 AUD, per guest
, · 4.97 out of 5 average rating4.97
About me
History storyteller
I am a history nerd who loves sharing stories. My passion for education and storytelling is one that is lifelong. My tours blend comedy with an engaging style that leaves guests awed. I constantly read and learn, so your tour will be filled with new insights. Your questions inspire me to grow.
Message Richard
To help protect your payment, always use Airbnb to send money and communicate with hosts.
Welcome Walk through Old Town with a storyteller
Learn Key West history on a personalized walk around Old Town with a local, "Whiskey"
4.97, · 39 reviews
Key West, · Cultural tours
Listing highlights
Hosted by Richard
History storyteller
back bar area
Bahama Village, Key West
Around 2 hr experience
Hosted in English
From $122 AUD
$98 AUDFrom $98 AUD, per guest, previously, $122 AUD