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.

Lead for Us

Learn More

Our mission is to offer carefully crafted and superbly led trips that catalyze an understanding in students of the world beyond themselves, beyond their own needs and wants, and inspire them to see how beautiful and exciting, how full of promise the world is.

Imagine a summer of adventure, commitment, and community.

46 itineraries, 16 countries, 4 continents: that’s a lot of adventure. But leading at Overland isn’t really about where you go, and in some important ways, it’s not really about what you do. Instead, leading for Overland is about the people who surround you — the dynamic leaders you work with and the great kids you lead — and the many challenges, both big and small, that you tackle together.

An Overland leader’s commitments are many, but nothing is as important as your co-leader and your kids. No matter where you are, no matter what you’re doing, your most important commitment is the health and well-being of your co-leader and your kids. This commitment drives and informs your leadership every moment of every day.

The Overland community is supportive and wholesome. In all we do, we seek to create a culture of respect. We welcome students and leaders from across the country and around the world, we seek to offer broad access to our trips through our Open Arms financial aid program, and we value a range of life experiences and perspectives in our leadership staff. Overland aims to build a supportive and wholesome team of leaders, considers applications from all people and does not discriminate on the basis of race, color, national or ethnic origin, familial status, genetics, ancestry, religion, disability, sex, sexual orientation, gender identity and expression, or any other characteristic protected under applicable federal or state law. These values have been a part of Overland for over three decades, and they’re important qualities that we look for when choosing new leaders.

Overland leaders stay connected in a vibrant community that stretches beyond the summer, beyond leading. For over 35 years, Overland leaders have stayed connected—as former leaders, friends, and colleagues—and these relationships, which started in a single summer, have grown in countless ways. The Overland community is a powerful network full of not only strong friendships, but also connections to job opportunities worldwide. Overland leaders go on to attend graduate programs, teach abroad, and work in a wide variety of professional fields.

In the end, leading for Overland is far greater than the sum of its parts — exciting adventure, great people, important commitments, endless challenges, a supportive community, and a vibrant network—but there’s more, too. There’s the chance to deepen and broaden your leadership skills while discovering just how beautiful and exciting, how full of promise the world is.

We encourage you to apply to join us. Everyone on the Overland year-round staff is eager to read your application and to meet you. We look forward to hearing from you!

Application closed

Our 2020 application is now closed.

Please check back in September for our application to lead for summer 2021!

Leader Portal
Hired leaders may access information to help prepare for a summer with Overland through the Leader Portal.


Leader login

Application Closed

Our 2020 application is now closed. Please check back in September for our application to lead for summer 2021!