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.


Rafi Donohoe

Hometown: San Francisco, CA
College: Colorado College

As part of my gap year, I spent 75 days on a NOLS course in New Zealand, which cemented my love for leading and being part of a group in the outdoors.

Originally from San Francisco, California, I am a sophomore at Colorado College where I intend to major in Studio Art with an Urban Studies minor. I spent the fall of 2020 taking classes remotely from Bend, Oregon, and spent my free time hiking and mountain biking in the Cascades before returning to Colorado College in January 2021. At CC, I participate in several art department adjuncts and have been working on a project to build meditation pods around campus with my school’s design program. I also run my own jewelry and art business inspired by my love of bright colors and fun graphics called ArtbyRafi. I enjoy cooking, reading, and I’m learning guitar.

As a student on five Overland trips including the European and American Challenges, I was excited to return to Overland as a member of the 2021 Support Staff. Some of my best memories are from the summers I spent on Overland trips, and I loved helping create that magic for many more students to come.