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.

Sierra Expedition

Two weeks in California's high country.

Hiking, rafting, and a climb of Mount Shasta.

California is more than its coast and its cities. California is mountains and rivers, granite domes and snowcapped volcanoes. This is the California we’ll see and experience on Sierra Expedition.

Every Overland trip is a carefully crafted series of challenges with a clearly defined goal. Sierra Expedition is no exception. In the Sierras, the hiking is spectacular. On the American River, the rafting is exciting — but ideal for first-timers (and we’re guided by terrific guides). And the trek on Shasta? Well, that’s the best part of all. We’ll spend three days on a snowcapped volcano heading to the summit at over 14,000 feet.

As with every Overland trip, we’ll see and experience these places with a small, fun group and two great leaders. This is what makes all the difference. An Overland group — always limited to 12 kids, always carefully put together — is a spirited, enthusiastic, positive, and wholesome place. And Overland’s leaders? They’re the best — caring, supportive, and fun-loving. Together we’ll share two weeks of adventure and camaraderie, friendship and fun.

Standing on Mount Shasta we’ll see the world in a new light. That’s what’s so special about an Overland trip: the challenge, the group, new friends, and lifelong memories that we can share together. What could be more wonderful than that?

Questions? Contact us!

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.