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

Available

This departure of this trip has good availability. Apply as soon as possible since availability changes quickly.

Limited

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.

Call

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.

Questions?

Call (413.458.9672) or email (info@overlandsummers.com). We look forward to hearing from you.

The Overland Difference

Learn more about how we are different in important ways.

Small Groups

Our groups are limited to 12 students — we pay attention to age, grade, gender, and the mix of hometowns and schools.

Group of teens on a kayaking adventure this Summer with Overland

Exceptional Leaders

Far more than counselors, Overland’s leaders are role models of the highest caliber. Our leaders focus on creating supportive and wholesome environments where each student can flourish.

Smiles from campers and leaders despite a summer thunderstorm while on a hiking trip with Overland

Student Ownership

An Overland trip is guided by our leaders but driven by our students. With their leaders’ support, our students share daily tasks, creating spirited, close-working groups where everyone contributes.

Teens learn to read a hiking map while on a Summer Adventure with Overland

Careful Admissions

We carefully evaluate every application, always looking for students who are eager for the opportunities we offer. Our goal is to put together great groups of nice kids.

Campers hike single file on a Summer adventure with Overland

Group First

At Overland, the group always comes first. Simple things, like sticking together on hikes and rides and waiting for each other at meals, lead to important teamwork and leadership lessons.

The end of a teen summer biking trip with Overland in the Pacific Ocean

Appropriate Challenges

Every Overland trip is a set of carefully crafted challenges with clearly defined goals. The challenges are thoughtfully calibrated, and the goal is always to have fun and make friends.

Its hard not to smile when participating in a Summer Biking trip on Cape Cod run by Overland

High Expectations

We expect a lot of our students — from playing by the rules, to including everyone and helping out. At Overland, we value a positive attitude, enthusiasm, and consideration for others.

Students on top of a rock face while on a hiking trip with Overland Summers

Phone & Internet Free

Overland students leave their phones at home — no calling or texting or posting. For the time that you’re with us, you’re fully engaged with your group and your trip.

Group of campers taking in a beautiful view while hiking with Overland this summer

Learn More About Us

Teen summer biking trip
Our Story

For over 35 years, Overland has been more than simply a summer experience.

Our Story Started On A Bike Trip In 1982
Group photo of the Teen Summer Adventure team
Our Team

Learn more about the people who work year-round to provide life-changing summer trips.

Meet Our Year Round Team
Friends take a photo while smiling above a scenic vista on a warm Summer day while hiking
Our Commitments

Learn more about our commitments and what matters to us.

Our Commitments Matter