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.

Xavier Bravo Banner

Xavier Bravo

Hometown: Prospect Heights, Illinois
College: Washington University in St. Louis

In 2018, I participated in a women’s empowerment project in Mahabo, Madagascar, that consisted of expanding female entrepreneurship and teaching a comprehensive sexual education program.

Originally from Prospect Heights, Illinois, I graduated in 2019 from Washington University in St. Louis, where I studied psychology and mathematics, and participated in various outdoor communities. Last fall, I was a wilderness project leader, a pre-orientation that focuses on creating an open community in the context of hiking and camping. I was also the president of WashU’s Gateway to the Great Outdoors chapter, a program that fosters a love of being outside in low-income middle school students in St. Louis who might not otherwise have access. In my free time, I led trips for my school’s outing club, went rock climbing at a local gym, and beatboxed for my a capella group.

In 2018, I led Rocky Mountain Explorer, and in 2019, I led Alaska Expedition. A high from my summer was watching and listening as one of our groups went around and complimented each other during our last dessert circle, stating what they learned, appreciated, and respected most about each individual. They did this without any prompting from my co-leader or me.