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.

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David Dustin

Assistant Director, Leader Hiring

Email David

When I was young, my favorite game was herding frogs.

As veterans of the sport know, it demands exceptional levels of teamwork and bravery. My friends and I would lay on the ground and link hands, encircling the frog within an arm fence. Keeping your nerve was no small feat, especially when our warty friend started hopping closer and closer to our hands or faces. Here at Overland, we aren’t herding frogs (yet), but we embrace challenges, love to work together, and savor a good laugh.

In college I was tutoring, teaching classes, and constantly volunteering for education institutions. Then a friend approached me about Overland, a company that took an experiential approach to growth and development. I led Northwest Expedition and joined the office the spring of 2021. I have loved witnessing young people hone new skills, forge diverse friendships, and, again and again, rise to the occasion.

There’s so much I love about my job. Everyone brings a smile to work, everyone believes in what we do, everyone is dedicated to one another, and nobody thinks herding frogs is a bad way to spend your spare time.