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.

European Challenge

Cross a continent from Munich to Barcelona.

Explore Europe on a challenging ride of unsurpassed beauty

Bike past picturesque villages, snowcapped mountains, and big blue lakes. Explore six countries: Germany, Austria, Liechtenstein, Switzerland, France, and Spain!

Europe by bike. In the summer. What could be better? On our European Challenge, we’ll ride through small towns and villages, along the shore of three Swiss lakes, and over a mountain range between France and Spain. That’s a lot of beauty, a lot of exploration, and a lot of adventure every single day.

And we do all of this together. The European Challenge is, first and foremost, a group experience. Our group shares every sight, every discovery, every high point together. It makes the experience incredibly rich and rewarding.

When our goal is biking all the way across Europe — from Germany to Austria to Liechtenstein, then Switzerland to France and on to Spain — you can’t help but be changed by the experience: the world is so beautiful, so full of promise. And you, well, you’re incredibly independent and resilient, but you’re also a great friend and a great group member.

At trip end in Barcelona, we’ll look back on three weeks of beauty, challenge, friendship, and fun — but just as importantly, we’ll look back on an experience that couldn’t have been nearly as incredible had you not been on a bike, in a group, with a goal. Nothing could be better.

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.