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.

Summer 2023: Admissions Update #2

Discovery & Inspiration

Summer is just around the corner!

We cannot believe that summer is just around the corner— only 5 months away! We’re eager to work with each family to find a trip that’s a great fit for their child. We’re counting down the days until we hear stories about students summiting Mt. Elbert in Colorado, sea kayaking through Norway’s fjords, and sharing delicious meals with their trip mates after the day’s adventures. 

January is our busiest enrollment season; by the end of the month, many of our trips will be  completely or nearly full. Now is the time to apply! If you aren’t sure which trips to choose, you can compare trips here

If you need some trip inspiration, New England Adventure is a great introductory option for our youngest students in 5-6th grade, with biking, rafting, and day hikes. For 7-9th graders, Rocky Mountain Explorer offers a wonderful combination of rafting, hiking, and backpacking. Northwest Expedition is a fun option for 9-11th graders and includes sea kayaking, hiking, and backpacking. All of our itineraries are full of fun, friends, and adventure!   

Summer hiking adventure for middle schoolers
One of our New England Adventure groups summits Mount Moosilauke.

Through our Zoom and in person slideshows, we’ve been reminded of the power of the Overland experience. It’s been heartwarming to hear about students’ adventures, and all of their moments of growth, fun, silliness, and wonder on their trips across the world. If you’re interested in connecting with members of our team and Overland alumni in your area, please reach out! You can RSVP for an event here. These events consist of a 25 minute presentation followed by a Q&A. We’d love to see you there!

As always, our team is happy to answer any questions or hop on the phone to chat! Feel free to give us a call (413-458-9672) or email us anytime. We hope to connect with you soon!

Overland's Berkshire Adventure
Overland leaders are at the center of a great group experience.

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