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.

Ian Brink Banner

Ian Brink

Hometown: Williamstown, Massachusetts
College: Dickinson College

During the winter of 2017, I backpacked in Southern Chile in Patagonia with the National Outdoor Leadership School (NOLS).

Originally from Williamstown, Massachusetts, I am a senior at Dickinson College where I major in psychology. During my freshman and sophomore years, I was a member of the varsity baseball team. I have also served as a Spanish tutor for local high school students. On campus, I work as a student assistant athletic trainer, and I am a member of the club soccer team. This past fall, I studied abroad in Barcelona, Spain, where I had fun practicing my Spanish by volunteering at a local elementary school. I also loved exploring the beautiful city of Barcelona as well as many other European destinations, such as Denmark, Ireland, London, and Italy. In my free time, I enjoy producing music, running, and hiking.

In 2016, I led North Country Adventure; in 2017, I led Rocky Mountain Explorer; in 2018, I led Northwest Expedition; and in 2019, I led Field Studies Tanzania. Overland students are resilient and supportive. I witnessed every one of my students power through hiking up Kilimanjaro—arguably the biggest physical and mental challenge of their lives. Students pushed themselves, and they lifted each other up. I’ve never seen a group come together as much as our two groups did during our Kilimanjaro week. Above the clouds at 19,341 feet, they triumphantly raised their fists in the air and hugged.