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.

Pacific Coast

Bike, kayak, and explore the Pacific Coast.

A beautiful coast, a famous bridge, a great three weeks.

Ride through cool, misty mornings and stop for sunny picnics on rugged beaches. At trip end, experience the exhilaration of riding across the Golden Gate Bridge.

Biking point-to-point, as we do on the Pacific Coast, lends a wonderful simplicity, a clear focus to the trip. “What are we doing today?” Riding south. “Where are we going?” San Francisco. “What’s our goal?” The Golden Gate Bridge.

Along the way, it’s non-stop beauty. Staggering beauty, actually. The vast blue Pacific. Towering dark redwoods. Tiny charming towns. It’s incredible — just about every day offers some new take on coastal beauty.

The riding is challenging, but not overly so. You have to work hard (you’re going all the way to San Francisco!), but there’s a wide range of terrain, frequent stops (for rest and water and snacks and lunch) and a group of like-minded peers who will cheer you on and on and on. And when you cross into California, you’ll take a break from the bikes to kayak on the tranquil waters of Noyo Bay.

When you cross the Golden Gate Bridge, you will have succeeded. But you won’t have done it alone — you’ll have done it with the newest, closest friends you might ever have and the most wonderful leaders you’re ever likely to meet.

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.