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.

Alaska Challenge

Learn to lead, not just in the outdoors, but in any setting.

Vast and varied, Alaska is an ideal setting for an Overland challenge trip.

With the Alaskan wilderness as a classroom, learn about backcountry safety and navigation, while developing teamwork and leadership skills in the spectacular Talkeetna and Denali State Park. Earn a Wilderness First Aid certificate and learn basic mountaineering skills as you ice climb on the Matanuska Glacier with professional guides.

On this trip, the challenges take many forms. There’s the physical challenge, of course: two separate backpacking trips, increasingly long, increasingly hard. Both remote, both beautiful. There’s the learning aspect: wilderness first aid, glacier travel, ice climbing. Good stuff to know, now and in the future. And there’s the simple fact of Alaska: far from home, giant (over 660,000 square miles!) and different, in so many ways. So many cool ways.

The challenges work because you’ll be in an Overland group. On Overland, you’re never alone. You’ll be with two terrific Overland leaders who will care for you every step of the way. And you’ll be with a small group of dynamic, adventurous kids who share your desire for new discoveries and new challenges. Kids, like you, who want to have fun and make friends. Great friends, from all over.

The Talkeetnas, Mantanuska Glacier, Kesugi Ridge. Legendary Alaskan names, legendary places. On Alaska Challenge, the destinations alone are worth the trip.

This is our goal: helping you grow and have a blast! through a carefully crafted series of challenges with a clearly defined goal. The takeaways for you? Fun, friends, and accomplishment, a clearer sense of who you are and what matters to you, a deepened understanding of teamwork and leadership. And not just in a place as wild as Alaska, but anywhere you go.

Have a question about availability?

Contact Us or call: (413) 458-9672

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Overland offers introductory, hiking, biking, language, writing, service and field studies programs domestically and abroad for students in 4th through 12th grade.