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.

Leading in the Sierras

Teamwork & Leadership

Photo Aug PM
“I love middle schoolers! They are so goofy, energetic, and eager to learn.” Overland leader Tiana took a break from teaching in the classroom to lead Sierra Adventure last summer. 
Photo Jul PM
Tiana and her group kayak on a sunny Tahoe day.


In California, most of Tiana’s students were away from home for the first time. This trip was a new experience for many of her students, so Tiana and her co-leaders made it their top priority to create a safe environment that was both wholesome and challenging. 

Tiana recognized early on that each student was a key part of the group dynamic. There were vocal leaders, ambitious adventurers, enthusiastic encouragers, thoughtful observers, and passionate explorers. Each student had a major role that made their group strong like a family. 


Photo Aug AM
There is no place like the Sierras!


Mt. Tallac is one of the tallest peaks in the mountains around Lake Tahoe, reaching 9,739 feet and Tiana’s group of twelve students began their ascent early in the morning. On the trail, Tiana encouraged each of her students by pointing out their strengths. Her students were thrilled to reach Cathedral Lake  – a marker that they have completed a large portion of the hike together. 


Photo Jul PM
Tiana embodies an Overland leader: capable, confident, and caring.


On the last pitch to the summit, Tiana’s students began to feel tired. This was the moment for teamwork and joy. Tiana brought the group together and utilized each of her student’s strengths. They traded backpacks to redistribute weight, shared snacks, and gave words of encouragement to one another. Reaching the summit of Mt. Tallac marked a tremendous accomplishment for the group. The students were the youngest people at the summit by a long shot and they were all proud that they had made it. Tiana couldn’t wipe the smile off her face as the group celebrated together and took in the view of a crystal blue Lake Tahoe below them.


Photo Aug AM
Leaders Ben and Tiana feel triumphant above the Yosemite Valley.


After her summer in the Sierras, Tiana is back in the classroom teaching high school Spanish. Just as she did this summer with Overland, Tiana continues to pursue her passion for working with students to accomplish their goals and discover the outdoors. We’re excited to have Tiana, and other fabulous Overland leaders, with us this summer in 2022!

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