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.

Team leader, teen summer adventure program

Patrick Ambrosio

Hometown: Highland Park, New Jersey
College: Rutgers University

As a college and career advisor at West Philadelphia High School, I help 10th-12th graders with their academics and post-high school plan.

Originally from Highland Park, New Jersey, I graduated from Rutgers University in 2017. At Rutgers, I majored in mathematics and minored in political science. I also graduated from the School of Arts and Sciences honors program, and, in my junior year, I was accepted into the Lloyd C. Gardner Fellowship on Democracy. During the summer of 2015, I studied abroad in Cusco, Peru. While in college, I spent most of my summers working as a white water rafting guide on the Kennebec and Penobscot rivers. In my free time, I enjoy all water sports, mountain biking, and reading books.

In 2018, I led Yukon Expedition, and in 2019, I led Yellowstone Teton Expedition. A high from this summer was the nine-day backcountry on our second trip. It was so remote and so beautiful, and I loved being disconnected for that long. It was a challenge for our group, and I loved helping them through it. What a rewarding experience.