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.

Sophie Gerry Banner

Sophie Gerry

Hometown: Williamstown, Massachusetts
College: Bates College

As a lifelong New England resident, I love snow; I spend my free time during the winter Nordic skiing.

Originally from Williamstown, Massachusetts, I am a senior at Bates College. I am an art and visual culture major at Bates, allowing me to study both studio art and art history. Last winter and spring, I took my studio art studies to Florence, Italy. While living there, I took classes in graphic design, illustration, and printmaking. During the school year at Bates, I work for the visual resources office where I photograph, edit, and catalog images of art work for the art department. During my free time, I enjoy hiking, trail running, and Nordic skiing. In the winter, I ski with the Bates Nordic Club team and visit the trails at Pineland Farms in New Gloucester, Maine, as frequently as I can. There is nothing better than waking up for an early trail run or ski before morning classes start. When I am not in the art studio or out on the trails, I can be founding drinking coffee and eating freshly baked bagels with friends at a local coffee shop.

As an Overland student, I participated in seven Overland trips — Mountains & Sea Adventure, Teton Adventure, Vermont, Alaska Explorer, California, Canadian Rockies & Montana and European Challenge. In 2017, I led New England Adventure; in 2018, I led Blue Ridge Adventure; and in 2019, I led Norway Explorer. On Overland trips, students learn to overcome challenges, support each other, and embrace outdoor adventure. The joy of experiencing these transformative milestones with students is what brings me back to lead each summer.