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.

Drew Barnicle Banner

Drew Barnicle

Hometown: Middlebury, Vermont
College: University of Puget Sound

There is no better playground to have in your backyard than the Cascades.

Originally from Middlebury, Vermont, I am a junior at the University of Puget Sound in Tacoma, Washington, where I am an English major and a geology minor. The Power of One by Bryce Courtenay is my favorite book because it is a story of perseverance and personal connection. Before leading this summer, I went on a three-week work trip with classmates to conduct research and better understand the geology of the Southwest. We traveled through Colorado, Utah, Arizona, Nevada, and California, and our research focused on caves in the Grand Canyon. In my free time, I ski, climb, and mountain bike. Also, I enjoy playing pickup basketball and joking around with my friends. During the past two summers, I worked as a camp counselor at Sanborn Western Camps in Colorado, and I learned a lot about how I could best support each camper.

In 2019, I led Norway Explorer. Overland students are excited to be on their trips. I loved connecting with our kids and having a fun and positive attitude towards each new day.