We Welcome Your Application to Join Us!

We build each of our groups with care, keeping the groups small (no more than twelve students), and paying close attention to age, grade, gender, and the mix of hometowns and schools. Our goal is to put together great groups — groups where nice kids thrive in a supportive, wholesome, and caring environment. Please note: availability as shown is based on students traveling without a friend; if your child is interested in traveling with a friend, please call our office for availability.

Important Information about Availability


This departure of this trip has good availability. Apply as soon as possible since availability changes quickly.


This departure of this trip has limited availability. Apply as soon as possible, and on receipt of your application, if space is still available, we’ll confirm a spot for you. If all of the spots are taken, we’ll call you to discuss options.


This departure of this trip is currently full — please call us to discuss options.

How to Apply

Apply online using a credit card for the $795 deposit (your card will not be charged until we confirm a spot for you). Applications are reviewed in the order in which they are received (we do not hold spots over the phone).

When to Apply

The flow of applications starts in July and peaks in January/February. Some groups fill by the December holidays, and others will have space into the late spring. Our advice? Apply as soon as possible — it only takes a few minutes — and we’ll get to work right away to find a great spot for you.


Call (413.458.9672) or email (info@overlandsummers.com). We look forward to hearing from you.

Canadian Rockies & Montana

Two weeks of spectacular riding out West.

Picture big lakes, bigger mountains, and an even bigger sky.

For some students, CRM, our two-week bike trip in the Rockies, is the capstone to a long Overland career. For others, it’s a first-time adventure. Either way, the rewards are many—and the fun and friends? Well, it’s an Overland trip, so they’re even greater.

Bike touring might just be the ideal way to see the West: the pace is perfect, you’re outside all day, and it’s all about the journey—seeing and discovering and experiencing the West with a great group of new friends and two terrific Overland leaders.

When the riding is done, when the last meal has been served, and the last tent packed away, you’ll look back on an experience that extends far beyond the boundaries of your time in the Rockies. The trip will stay with you, timeless and legendary—just like the West itself.

Good Things to Know. CRM compares to European Challenge (a three-week ride from Munich to Barcelona) and the American Challenge (a six-week ride from Savannah to Santa Monica). We plan to run two sections of CRM (for a total of just 24 spots).

Have a question about availability?

Contact Us or call: (413) 458-9672

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Overland offers introductory, hiking, biking, language, writing, service and field studies programs domestically and abroad for students in 4th through 12th grade.