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.

Carley Cook hero

Carley Cook

Hometown: Santa Fe, New Mexico
College: University of North Carolina at Chapel Hill

Last spring, I hiked 26.5 miles in Western North Carolina in a single day to raise money for Make-A-Wish.

Originally from Santa Fe, New Mexico, I am a junior and part of the honors program at the University of North Carolina at Chapel Hill. I’ve made the Dean’s List every semester at UNC, love to play sand volleyball with my friends and ran my first half marathon last April. On free afternoons, I volunteer at a local teen center for middle schoolers, and on Friday mornings, I am a tutor for English Language Learners in a fourth grade classroom. I have been a captain for Carolina’s mock trial team since the second semester of my first year. As captain, I build a tightly knit team of people who enjoy pretending to be lawyers and witnesses. My three favorite things in no particular order are traveling, skiing and UNC basketball.

In 2018, I led Mountains & Sea Adventure. Through leading mock trial teams, I have learned that the strongest bonds develop when people come together over a shared passion; as an Overland leader, I loved helping friendships develop while we hiked, biked, rafted and sea kayaked in beautiful places.