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.

Current American West Trip Availability

Discovery & Inspiration

Boy smiling while sea kayaking in Alaska on a Teen Adventure Trip, with a glacier and another student in the background.
Last Updated: 3/14/2020

In the American West, everything is bigger: bigger skies, bigger mountains, and bigger rapids. There’s more of everything, too: more space, more sights, and more fun.

Whether you’re hiking in Yosemite National Park, sea kayaking around glaciers in Alaska, or biking from Portland, Oregon, down the coast to cross the Golden Gate Bridge, on one of Overland’s trips in the American West, you’re fully immersed in the beauty of your surroundings. With a supportive, wholesome group, two fantastic leaders, and carefully-crafted, age-appropriate challenges, your summer in the West is sure to be one you’ll never forget.

Challenge Hike on our Sierra Explorer Teen Summer Adventure
Starting early for a challenge hike on Sierra Explorer

We know that fitting together summer plans is a complicated puzzle for many families. While this availability chart gives you a sense of options and timelines from our end, we encourage you to call our office at (413) 458-9672 for the most up-to-date information. We are also always happy to answer any other questions you may have.

There are introductory, hiking, biking, and service & hiking trips available in the American West. If you are unsure of the type of trip that best suits you, get in touch—we’d love to talk it through.

  June 14 – June 20 June 21 – June 26 June 28 – July 4 July 5 – July 10 July 12 – July 16/17 July 18/19 – July 24 July 26 – July 30/Aug 1 Aug 2 – Aug 6/7
Sierra Adventure
Grades 4-6     2 weeks
  Good Good Good
Rocky Mountain Adventure
Grades 5 & 6     2 weeks
  Good Good Good
Yellowstone Teton Adventure
Grades 5-7     2 weeks
  Good Very Limited (Please Call) Limited
Sierra Explorer
Grades 6-9     2 weeks
  Limited Limited Limited
Rocky Mountain Explorer
Grades 6-9     2 weeks
Limited Very Limited (Please Call) Very Limited (Please Call) FULL
Yellowstone Teton Explorer
Grades 7-9     2 weeks
  FULL Very Limited (Please Call) FULL
Northwest Expedition
Grades 7-10     3 weeks
  Good Limited
High Sierra Expedition
Grades 8-10     2 weeks
  Very Limited (Please Call) Very Limited (Please Call) FULL
Alaska Expedition
Grades 8-12     3 weeks
  Limited Good
Alaska Challenge
Grades 9-12     3 weeks
  FULL Good
Service & Hiking Colorado
Grades 9-12     2 weeks
  Very Limited (Please Call) Limited Good
Service & Hiking Alaska
Grades 9-12     2 weeks
  FULL Limited Limited
Pacific Coast
Grades 8-10     3 weeks
  Good for Girls Good
Grades 8-11     3 weeks
  Very Limited (Please Call) (Grades 8-10) Very Limited (Please Call) (Grades 9-11)
Canadian Rockies & Montana
Grades 8-12     2 or 3 weeks
  Good for Girls (Grades 8 & 9) Limited for Girls (Grades 9-12)  

While there may still be availability, this is the season when our trips fill quickly and options become more limited. If an Overland trip seems like the right fit for you and your family this summer, don’t wait! Send in your application to join us for summer 2020. We look forward to partnering with your family.

Filed Under: Teen Summer Adventures / Teen Adventure Trips / American West

Similar Blog Posts

Three girls carrying their sleeping bags as their summer trip begins.

Trip Start – Build-Up, Preparation, Nervousness, Excitement

Teamwork & Leadership

As any Overland student knows, preparing for your trip can be a bit nerve wracking. Whether you’re embarking on Berkshire...

Teens pose after biking across the country on a teen summer biking trip

The Joy is in the Challenge

Independence & Self-Reliance

Sleeping in a tent for the first time. Summiting Mount Kilimanjaro, the highest peak in Africa. Ordering food at a...

A girl smiles while riding her bike and wearing a helmet in front of a hill covered in pine trees.

There’s Beauty Out There

Discovery & Inspiration

It can be easy to forget how much beauty there is out there. Social media, breaking news, name-calling, and an...

All Blog Posts