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.

Payment & Travel Protection

Payment Policy

A deposit of $795 is due with the application. Full payment is due on March 1. For applications received after March 1, full payment is due within 14 days.

Please note:
  • If your child’s trip choices are not available, we will not charge your credit card.
  • We accept credit cards for the deposit of $795, and accept check, e-check, or credit cards for the final balance.
  • If, upon our review of your child’s Admissions Review Forms, the offer of a spot is withdrawn by Overland, a full refund of all payments to Overland will be made.
  • If, at any point in the admissions process, we determine that you have provided incomplete, misleading, or false statements, we may withdraw the offer of admission.
  • $295 of the $795 deposit remains refundable until March 1. 
  • If you withdraw your child after March 1 (notice of the withdrawal must be made in writing), there are no refunds for any reason whatsoever (including, but not limited to: voluntary withdrawal, illness or injury, summer school, security concerns, or any other reason).
  • If your child leaves a trip after it starts, there are no refunds for any reason whatsoever, including, but not limited to: voluntary withdrawal, illness or injury, dismissal by Overland (due to discipline, behavior, lack of fitness or motivation, etc.), security concerns, or any other reason. Any costs incurred by Overland related to an early departure are the sole responsibility of the parents.
Travel Protection Plan

As trip payments to Overland are non-refundable after March 1st, we recommend that all Overland families consider purchasing a travel protection plan. We have partnered with Travel Insured International (TII) to offer the Overland Travel Protection Plan. This plan is only available to U.S. residents. You can view detailed information about the plan or ask specific questions by calling TII directly at 844-440-8113 and referring to Account ID #61870. The plan can be purchased by enrolled families directly through the Overland family portal.

For students traveling abroad, Overland requires proof of travel protection, specifically medical evacuation coverage.