Deans Aspen Tours

  Fun way to experience a different layer of Aspen - It was rainy and cold but the tour went on. Dean was insightful, engaging, and awesome!

I took my mom to Aspen to celebrate her 50th birthday and... read more she was sooo excited for this tour.

The rest of our time in Aspen, we’d recall the buildings and stories from Dean’s tour. 10/10.

  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 and mining to the early settlers to its boom, downturn and revival. Architecture and business development, and some of its famous leaders. Highly recommend this 90 minute tour as a way to enjoy your Aspen stay.

  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 covering a variety of topics from history to architecture to the local economy and much more (even some ghost stories) that gave the adults what we were hoping to learn in an hour overview. We asked a ton of other questions, and he was great at covering everything we wanted to know. Overall, the whole family enjoyed it.

  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 this was a fun new thing to do as a family!

  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!

  Great insight about Aspen on a pleasant walk - Dean was very knowledgeable and communicative on our tour. We're glad we did this. Highly recommended.

  Although we've been to Aspen many times before we had never done a tour. We were delighted to learn more about the interesting history of the town from Dean,... read more including interesting facts about some of the buildings and parks. It was a nice walk and very entertaining. Highly recommend!

  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 Path Tour - which he set up for us privately even though it wasn’t scheduled. Make time for at least one tour next time you’re in Aspen!

  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 we were able to ask our own questions and look inside the fire station at the photographs and memorabilia there which was very interesting.
Otherwise good stories about some of the first miners and investors in what became the city of Aspen.

  Ghost tour  - This was a very fun tour. Dean was enthusiastic and knowledgeable. Will book another tour with him to explore more of Aspen.

  Amazing tour! - Dean was a fantastic tour guide, super knowledgeable and friendly with plenty of fascinating facts about the town! I ended up renting an e bike and exploring the Rio grande... read more trail on Dean’s suggestion (I was going to walk it) and had the BEST time ever! Super grateful for his advice. Thanks so much! 😁 I fully recommend this tour to anyone visiting aspen

  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 theatrical flair which made the tour even more entertaining for the teen and preteen audience. I really enjoyed his rendition of the early Aspen history and it was definitely a highlight to see the buildings built by Jerome Wheeler . This tour is certainly worth the time and cost and makes it for an intriguing look into the history of the area. Highly recommended!