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.


Niku Darafshi

Hometown: Williamstown, MA
College: Williams College

As a geosciences major, I had always loved exploring the outdoors with a scientific lens, traveling to countries like New Zealand and Tajikistan to understand how different landscapes have been impacted by humans.

Originally from Williamstown, Massachusetts, I decided to stay in my hometown for college, finishing my senior year at Williams College in the spring of 2021. In the classroom, I was involved in research looking at coastal hazards like flooding and landslides, and using models to plan how communities could prepare for future risks. As a break from classes, I ran the Williams Cycling Club, where I would work to expand the sport of cycling to people new to biking. The club also allowed me to constantly explore many beautiful Berkshire roads and climbs.

I am excited to step into the role of a leader this summer. Overland trips are challenging, exciting, eye-opening, and a whole lot of fun. I am eager to be part of that experience and grow alongside the students.