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.


Charlie Cox

Hometown: Richmond, VA
College: University of Virginia

After my senior year of high school, I packed my car and drove from Virginia to California, hiking in some of the most beautiful national parks along the way.

I am a junior at the University of Virginia studying Government and Spanish. At UVA, I am a member of the outdoors club which facilitates experiences ranging from hiking to fly fishing to mountain biking. I also enjoy playing piano for the on-campus ministry group. Before attending UVA, I spent two summers in Andalusia, Spain where I improved my Spanish proficiency in homestay programs. I’m grateful I can use this skill in my academic studies as well as in teaching English to Spanish speakers. Outside of school, I love to garden and use harvested vegetables and herbs to enhance my cooking adventures. There is something so gratifying about picking a fresh tomato and incorporating it into an Italian dish, for example.

I can’t wait to work with an amazing group of students and help them realize their potential as individuals and leaders.