Dean's Aspen Tours

Dean's Aspen Tours

Insightful tours of Aspen, Colorado

An Aspen Experience

Insightful Tours of Aspen, Colorado

Fun & Engaging Aspen Tours

Find the perfect tour for you.
Learn more about Aspen's cultural history or simply enjoy a relaxing panoramic walk.

Classic Walking Tours

Classic Historic & Scenic walking tours of Aspen, Colorado.
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Aspen Hiking Tours

Light hikes originating from Aspen's core.
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Guest Reviews

  • star rating  We're a family of four with two teen/tween kids who were *not* thrilled with the idea of a walking tour. Dean did a great job of keeping their interest and... read more

    Donny W
    January 1, 2022

    star rating  Very interesting! Some spooky stories and fascinating history. Dean is very well-versed in the land and history and adds a nice flare to his storytelling.

    avatar thumb calicns7
    August 10, 2023

    star rating  Dean was amazing. The tour was very informative and interesting. There are many surprises on this tour Thanks for the experience!!!

    Aldolfina B
    January 1, 1970
  • star rating  A look at the people who built many of the buildings which still form a large part of Aspen’s downtown area today. - Interesting, easy walk around Aspen.
    It turned out there was just me and my friend for the morning’s tour so we probably didn’t need the full 90 mins but... read more

    avatar thumb Susan D
    October 24, 2025

    star rating  Dean was a great tour guide. Very knowledgeable about the history of Aspen. Showed us things we wouldn’t have otherwise seen or known about. Definitely worth your time!

    Laura1141
    September 5, 2022

    star rating  Entertaining tour!  - 5/5! Excellent tour, something fun and different to do for my third trip to Aspen. Recommend for visitors and locals. Dean is a great story teller and kept things entertaining!

    avatar thumb X9574RKtamarag
    March 27, 2024
  • star rating  This tour was awesome - Dean is the best tour guide ever! The DarkSide tour was so good that we came back the next day for the Off the Beaten... read more

    robertrJ8575QH
    October 27, 2021

    star rating  Colorado history  - 5, our guide was very informative. My adult granddaughter and I loved to learn about the history of Aspen and how much the town has changed.

    avatar thumb Roxanne K
    July 4, 2025

    star rating  Dean was a fantastic guide! - Dean did an excellent job at mixing history, ghost stories, and reality together. Had a fantastic time and learned a lot about Aspen’s history!

    avatar thumb Rianna L
    September 27, 2023
  • star rating  Great tour!  - Great tour! Dean is so knowledgeable about Aspen’s history. We highly recommend this tour for your next visit to Aspen.

    avatar thumb Susan S
    July 1, 2025

    star rating  Great way to see Aspen and learn about its fascinating history! - Dean was a great tour guide! He provided a fun, interesting and informative walking tour of Aspen, starting with the Ute indigenous people to modern day. We discussed the geology... read more

    avatar thumb Andria M
    January 31, 2025

    star rating  Dean’s tour was excellent! You learn about the past and present. He will answer any questions you have and make great suggestions for activities and restaurants. I loved hearing... read more

    avatar thumb jillcdrum
    December 2, 2022

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