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.


Perrin Milliken

Hometown: Norwich, VT
College: Bowdoin College

I spent the past three months studying conservation biology and camping in a ghost town near the Arizona – Mexico border.

Originally from Norwich, Vermont, I am now a rising senior at Bowdoin College studying earth science and visual art. My love of rocks started from a young age and has grown into a passion for learning about this world and how the landscapes around us can tell us something about the past. I am grateful to have received Bowdoin’s Earth and Oceanographic Science Book Award. I am involved with the Bowdoin Outing Club and love my role as an orientation trip leader. I am always up for a run to the coast or a polar plunge in the winter ocean. Long hikes in the mountains are when I am in my happy place. I also feel a deep drive to be a part of finding climate solutions and advocating for a more just and livable future. I have been one of the leaders of Sunrise Bowdoin, a youth-led climate justice organization that has chapters nation-wide.

I was fortunate enough to go on an Overland trip to France when I was in high school. Ever since then I have wanted to lead for this incredible organization, so I was beyond excited to have the opportunity to be outside leading this summer! I especially enjoyed getting to know each student in a meaningful way and sharing my love and curiosity for the natural world with future enthusiasts. Being a leader of Sunrise Bowdoin, I have learned the importance of investing in relationships and connecting in small ways with the people around me to help everyone work towards a common goal. I can now appreciate the value of Overland’s small group sizes that allow these connections to happen naturally. I am already smiling in anticipation of the weeks I will get to spend outdoors with inspiring kids!