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.

Adam Coles Banner

Adam Coles

Hometown: Kalamazoo, Michigan
College: Colgate University

At Colgate University, I am a staff member for the outdoor education program where I lead hiking, climbing and whitewater kayaking classes and trips in the Adirondacks as well as train new members and run leadership seminars.

Originally from Kalamazoo, Michigan, I graduated in 2019 from Colgate where I double majored in geology and international relations. I was a leader of the Utica Refugee Tutoring organization, working with students on their math and English skills at the Somali Bantu Community Center. On campus, I researched Arctic sea ice regression in relation to the global race for the Arctic’s natural resources. I studied abroad at the University of Edinburgh my junior fall, studying European political and social relations and policy in correlation with the European Union. Starting in 2017, I worked for College Outside as a group sales and gear intern, engaging with various outdoor programs across the country in order to get them the necessary equipment. In my free time, I love running or climbing in the beautiful mountains of the Northeast.

In 2016, I led Berkshire Adventure and New England Adventure; in 2017, I led New England Explorer; and in 2018, I led Alaska Expedition. I continue to lead for Overland to be a part of an amazing community dedicated to creating group adventures where students are able to grow and discover new things about themselves and the beautiful places around them.