Our Guides

  • AMGA Certified Guides
  • All Gear Included
  • Adventure of a Lifetime

Cheyenne Chaffee

Cheyenne Chaffee

Cheyenne calls New Hampshire home but ventures West in the spring through autumn to seek lower humidity and less bugs. He has guided in the Black Hills for the past 11 years and considers the Needles one of his second homes. When not working at Sylvan he spends time guiding in other areas across the country such as the Tetons, Wind Rivers and New England in the winter for ice season.

Cheyenne has an Associate Degree in Outdoor Recreation Leadership from Colorado Mountain College where he has also been instructing the classes he took as a student for the last 13 years.

When not guiding he can often be found partaking in a plethora of shenanigans such as but not limited to throwing tomahawks, playing guitar, listening to metal, mountain biking, and the occasional quiet canoe ride.


AMGA Certified Rock Guide
AMGA Assistant Alpine Guide
AMGA Assistant SPI Provider
Wilderness First Responder

5 stars

We chose to rock climb as a family of four last minute and we're so glad we did. It was one of the highlights of our South Dakota trip. Daryl found us a guide who was personable and patient. My 5 and 7 year old were able to climb 15 and 30 foot cliffs and my wife and I found the climbs exhilarating and fun. The price was reasonable and it fit well into a day trip to Custer State Park.


5 stars

Great experience, the instruction felt personal, and time on the rocks was maximized. Shoutout to the incredible instructors, Shankar, Carissa and Taylor; they were relaxed, down to earth and cool. They were thorough with safety and technique, and I felt confident with the basic knowledge I left with.


5 stars

Brandon was amazing, very conscious of everyone's safety, and great working with our group of 3 ages 8-67! A memorable day and so glad we did the 6 hour day in Custer State Park! The highlight of our trip and highly recommend!!


American Mountain Guides Association

The Highest Standards

Accredited by the American Mountain Guides Association

As the only AMGA Accredited Guide Service in the area, we are committed to a high standard of climbing professionalism. The AMGA is an internationally recognized association offering courses, exams and certifications designed to certify guides and instructors as well as accredit businesses.

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Our Friends

  • South Dakota Outdoor Shop
  • Black Hills Basecamp
  • Custer Chamber of Commerce
  • Granite Sports
  • Black Hills Climbers Coalition

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