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.

It's Time for a New Adventure!

Apply today to secure your spot for 2024!

The limited spots available for friend pairs – and certain trips – fill up in September and October. Join us for a great summer of outdoor adventure!

To apply, you’ll need the following:

  • About 10 minutes.
  • Your desired first, second, and third choice trips and start dates. If you do not have a second or third choice, leave these fields blank.
  • A credit card (Visa, MasterCard or American Express) with a valid billing address. Sometimes, international billing addresses are rejected; please call us if you have difficulty applying.

After you apply:

  • Upon clicking submit, you will receive an automated email from Overland confirming that your application has been sent successfully.
  • Your credit card will be authorized but will not be charged.
  • During our normal business hours, we will review applications in the order in which they are received.
  • If your first choice trip and start date are available, we will email you to confirm your placement and charge your credit card. You will then receive an email with instructions to log in to our Family Portal, where you can find our enrollment forms, your invoice and pre-trip information.
  • If your first choice is not available, we will email you to discuss options and will not charge your credit card.