Welcome to Key West! Stroll through Old Town Key West with a long-time local, see & learn about the unique places you can visit during your vacation.
This is private tour is customizable, meaning you can request to adjust the meeting point to better suit your day, and even request what kind of stories you'd like to hear. Perfect for wedding party, couples, family & friends, bachelor/bachelorette, birthdays, reunion, corporate groups, and more!
**If it's too far or too hot to walk, you can hop on the Duval Loop bus with your guide** It's air-conditioned with several convenient stops throughout Old Town.
The best part about your own private tour is you can ask questions and customize the tour to your interests!
Feel free to include notes in your booking about:
- what you want to know about Key West
- points of interest you'd like to include
- if you're celebrating an event
- mobility challenges or other needs we can accommodate
Total distance about 1 1/2 miles.
Posted By : Stephanie_T
I had THE best time with Whisky Rick! He had so much information to share about Old Town Key West and was so great with my many questions. He also made eating and shopping suggestions that I followed up on.
He warned me that I would be overwhelmed with information...and I was...but in a good way!
This walking tour is a must for those wanting to learn more about this amazing town. And it is a lot of walking, so make sure you are ready...I was, so I wasn't overexerted. Actually, at the end of the tour, I went back to places he had pointed out in order to spend more time.
When I return to Key West, I'm taking this tour again...there's just so much to learn!
Rating :
Posted On : 2023-09-16 18:21:30 
Posted By : mommaJay3
Whiskey Rick was so helpful with tips and local info. The walking tour was amazing and a great way to kickoff our day in Key West!
Rating :
Posted On : 2023-04-01 09:13:31 
Posted By : Eugene_S
Awesome tour with Whiskey Rick! He told us interesting facts about the history of Key West. Rick also shared great stories about the founders and the many interesting characters who have written the story of Key West!
Rating :
Posted On : 2022-03-12 21:56:54
Posted By : Danny_R
The walking tour was a good welcome to Key West, especially for those who have never been there before. The tour guide was very personable and offered several suggestions for restaurants and entertainment along Duval St.
Rating :
Posted On : 2021-10-13 09:45:53
Posted By : Bobbie_Reinecker
I was specifically wanting to become more familiar with the layout of the town in a short period. Rick did a great job of tailoring the tour to those expectations. I feel like I can now go or direct others to areas that are of specific interest to me. Thanks so much, Rick! I really liked the local perspectives you gave. Prior to the tour Rick contacted me to find out what I wanted to see and I mentioned seeing the fireworks without hanging out on the beach. He gave information that allowed me to watch the fireworks eating a delicious meal knowing I was contributing to scholarships for high school seniors. It was also nice to meet different people who live on the islands. When the walking tour was over I enjoyed a guided tour that Rick gave in the Truman White House. Probably wouldn’t have done that again but was having such a good day walking and enjoying the island. Great way to explore the island from the Atlantic to the Gulf. I will definitely contact Rick before returning to Key West.
Rating :
Posted On : 2021-07-06 12:11:52
Posted By : JareeK
This was the perfect tour for our first day in Key West! Our tour guide showed us all the best spots and provided all the history and details we could have wished for. The tour guide was phenomenal! I highly recommend this tour for anyone that wants to know the best spots and history of Key West! I’ve been on private tours in many cities and this was by far one of the best!
Rating :
Posted On : 2021-06-25 21:18:53
Posted By : N7806XTaaronj
The Tour Guide (Rick) was personally, knowable and very informative about Key West. He asked us what were some of our interests and incorporated in the tour. He advised us that we could stop at any point on the tour if we had a need.
Rating :
Posted On : 2021-05-12 12:24:53
Posted By : Amy_V
Walking tour is a must do. It allows you to learn about all the sites first and then you can go back and spend more time in the spots you really liked. Our guide was very knowledgeable and alot of fun. He didn't mind going over the time limit to make sure we saw everything.
Rating :
Posted On : 2021-02-08 11:08:15
Posted By : Kris_H
Our tour guide Indy was awesome . Very knowledgeable and pleasant . He gave us a lot of local knowledge and was a very interesting guy . I highly recommend his walking tour . Great time !!!!!!!!!
Rating :
Posted On : 2021-01-23 09:07:24
Posted By : JIM_S
Had a great time! Would do it again! Learned a lot about Key West to make our trip even better. Thanks!
Rating :
Posted On : 2020-12-05 11:10:14
