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Cycling Tours

Our current trip calendar is just the start. Browse our full list of guided cycling tours across the US and Canada. If there are no current dates set for these itineraries, let us know when you want to go. Cycling tours will be added to the calendar as interest demands.

View Our Cycling Packing List!

Our List of Cycling Tours

Planning your first Timberline cycling tour? Read More...

rocky-mountains-cycling-group If you’re planning your first Timberline Adventures guided cycling tour, here’s what you can expect.

We carefully plan routes and meticulously write cue sheets to ensure safe and scenic routes and easy-to-follow directions. That is to say, if you need help along the way, be assured it’s always nearby.

All cycling tours are supported by a sag wagon, a van equipped to carry bikes, luggage and guests. A dedicated sag wagon accompanies each group to provide assistance and support, including snacks, rides for weary travelers, support for flat tires and mechanical issues, and a rescue if inclement weather rolls in. A ride leader cycles with each group as well.

cycling van supported tour Cyclists are encouraged to ride at their own pace, and groups naturally spread out along the course during the day. The sag wagon keeps an eye on all cyclists as does the ride leader who typically rides near the rear of the group. Additionally, both the ride and the van leader carry first aid equipment and tools to ensure that potential problems are nothing more than a minor annoyance.

If you are wondering which tour is right for you, refer to our tour descriptions and itineraries which indicate total mileage and challenge level. You can also contact us with your specific questions and concerns.

So why choose Timberline? We know the best routes in the most beautiful places, and cycling “Timberline Country” may be the most rewarding and memorable guided cycling adventure you’ll ever experience.

Latest Bulletin Board Post

  • Barbara Hoyt on Tour Discussion Board: “Early booking discount now available – take $250 off the tour cost for July-December 2025 tours. Use Code EARLY2-25Oct 22, 12:11
  • Barbara Hoyt on Tour Discussion Board: “The Hiking Odyssey for 2025 is here! The Volcanoes of Guatemala will be offered only once – so don’t delay!Jul 30, 21:57
  • Barbara Hoyt on Tour Discussion Board: “Our 2025 calendar is getting filled. Check back often to see what new tours we are including.Jul 6, 17:23
  • Alex Goerner on Tour Discussion Board: “Registration for Timberline’s 15th Annual C2C Adventure is now OPEN! Take advantage of our biggest discount for the 2025 tour…May 1, 14:03
  • Barbara Hoyt on Tour Discussion Board: “Thinking of a tour not on our calendar? Post your interest here, as others may have the same idea. We…Jan 26, 11:22