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.


Arjun Mehta

Assistant Director, Trip Planning

Email Arjun

Growing up in the Pacific Northwest meant I was almost always within eyeshot of the mountains, forests, and ocean.

I spent 50 school days in high school on backcountry adventures as part of a yearlong outdoor education program. Together with my peers, I learned the merits of embracing challenges while exploring pristine environments. These experiences taught me more than I could ever have imagined, and the friends I hiked, paddled, and camped with are lifelong.

I marvel at the unique capacity of the outdoors to inspire curiosity, facilitate growth, and bring people together. At Bowdoin College, I tried to maximize my time outside, exploring Maine’s breathtaking trails and rivers with the best of company. I applied to be an Overland leader after attending an info session on campus and spent three remarkable summers leading hiking and biking trips in New England and Alaska. Each of my adventures was as exciting as it was rewarding, in large part thanks to my incredible students.

The Overland community is energizing. It is a pleasure to be part of a team whose mission is to help kids learn, grow, and laugh outside.