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Tours

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

January 2025

February 2025

March 2025

April 2025

May 2025

June 2025

July 2025

August 2025

September 2025

October 2025

November 2025

Key

Difficulty Rating

Ratings are average overall tour ratings based on a combination of distance traveled, elevations gained, and difficulty of terrain. For a more detailed explanation see our what to expect section.

Moderate
Energetic
Challenging

Status

The guided tour is a “go” and guests can make their reservations and start packing.
The guided tour needs a few more people; invite your friends but hold off on booking airfare.

Specialty Trips

Hub Cycling Tours allow you to stay in one or two hotels and enjoy cycling routes around the area.
Family Friendly Tours are good tours for children ages 12 and up. Discounts for 3-4 people apply based on single room occupancy.
Bonus Tours include an optional added element like wine tasting, yoga, workshops, or an extension to the tour.
Linked Tours have a start and end date and location near to each other and can be combined into one vacation.

Latest Bulletin Board Post

  • Barbara Hoyt on Tour Discussion Board: “Our Florida Keys trip is a GO! We still have space available. Come enjoy an active vacation oceanside: florida-keysDec 3, 13:21
  • 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