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.

i fSgCnTD X

Geraldine Shen

Assistant Director, Admissions

Email Geraldine

I grew up in Austria, a place where it’s impossible not to appreciate the immense beauty and power of the natural world.

Our family was lucky enough to travel extensively around Europe, Asia, and the United States throughout my childhood, and I was always amazed at how beautiful and diverse the landscape was in different parts of the world. From pristine Alpine lake towns like Hallstatt to the lush Taroko Gorge in Taiwan, spending time in nature has always been inspiring, humbling, and restorative for me. I believe strongly that those lucky enough to get to experience different places grow from those opportunities by sharing them with others and reflecting together.

I’ve worked in the realm of education and nonprofit management my entire career, and I’ve always sought out mission-driven organizations that want to make a difference in the lives of young people and help them pursue their dreams and lead meaningful, impactful lives. Overland embraces this philosophy and does so with the added ethics of group commitment and leadership while set in truly stunning, outdoor settings – it’s an honor to be a part of this team.

In addition to working closely with families who are looking for a great experience for their children, I am also excited about how the Overland team itself lives out its values as an organization. As Overland continues to adapt and evolve, I look forward to hearing from kids, families, leaders, and staff on how we can continue to refine our model to make it increasingly accessible and enjoyable to all.