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  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  Insightful History Journey - Our tour was the best. Visually we saw Aspen from the best vantage points and visited the city’s most beautiful and historic buildings. Most noteworthy for me was Dean’s perfect... read more

    avatar thumb Go51663343353
    June 20, 2024

    star rating  Awesome - Dean was awesome. Been to aspen numerous times but had no idea about some of the darker aspects of its past.

    avatar thumb coryludwick
    December 15, 2023
  • star rating  Friendly, casual and enjoyable. Great guide and we got great weather. Some interesting nuances of Aspen that we didn’t know. Would recommend

    Brian S
    January 1, 1970

    star rating  Great way to learn the history of Aspen  - This is a great way to appreciate the history of Aspen. It is not physically taxing. Just a walk through the town with a very knowledgeable guide.

    avatar thumb Michele M
    August 18, 2025

    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  Great family or couples evening activity! - Dean’s tour of Aspen’s dark side was great! We learned a lot about Aspen’s history and we’re entertained at the same time. We’ve been to Aspen many times so... read more

    avatar thumb traceyanderson
    July 20, 2023

    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 engaging and enthusiastic. A fascinating look into the history of the area. By his own admission, some of the details may have been embellished for... read more

    AJP995
    January 1, 2022
  • star rating  What a unique and interesting experience! Dean was an engaging storyteller, interesting and fun! DO THIS FOR SURE!! - An engaging and informative dark tour, our first! Loved it! Spooky but not frightening. A well done trip into the dark side. Totally worth it

    avatar thumb Amy W
    January 4, 2026

    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  We Loved Dean's Aspen Tour! - We had a great time on the Aspen Past and Present Historic Tour. Dean was very personable and knowledgeable. It was a lot of fun and very interesting. Aspen is... read more

    avatar thumb 600careemo
    March 23, 2026

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