Outdoor Adventures
for Teens

Explore leadership, growth, and connection in unforgettable summer experiences.

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Call us: (413) 458-9672

Why Overland?

Adventures that Inspire Growth

At Overland, our outdoor adventures for teens are more than just time on the trail; they’re intentional experiences designed to spark confidence, connection, and personal growth.

We offer expertly led programs that build confidence, leadership, and independence. Our students unplug from screens, connect with peers, and rise to real challenges—returning home with lifelong skills and unforgettable memories. With 40+ years of experience, safety and personal growth are always our top priorities.

Call us to speak with a team member: (413) 458-9672

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Four Levels, One Goal

Use our Trip Finder to explore the perfect Overland experience based on age, destination, difficulty level, and interests.

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Happier & Healthier Without Smartphones

Explore the advantages of disconnecting at Overland. Download our PDF for an in-depth look at how we create engaging and smartphone-free adventures.

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What Sets Us Apart

Group of teens on an Overland adventure hiking trip

Expertly Led Trips

Our trips are led by exceptional college students and graduates who embody Overland’s values and prioritize safety, care, and mentorship.

Unplugged Experiences

We foster real-world connection and self-discovery by removing screens—encouraging teens to be fully present and deeply engaged.

Teens on Overland Summers trip on rafting adventure

Proven Track Record

With 40+ years of experience and 55% return rate, Overland builds lasting impact and earns trust with every carefully designed trip.

Far More Than Just A Summer Experience

Four Decades of Adventure

The Overland story is best told by our families, students, and leaders.

View All Student Stories ›
Student Parent Leader

“Words cannot describe the intimate dynamic of an Overland trip…

something I crave every day I am not on a trip or visiting my Overland friends. At Overland, everyone is important and everything that we do is as a team. Such a supportive and collaborative environment is hard to find anywhere else. I am so grateful for the long-lasting connections that I made on my trips!”

Ali

Alpine Challenge

Far More Than Just A Summer Experience

Four Decades of Adventure

The Overland story is best told by our families, students, and leaders.

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Student Parent Leader

“In sending our kids to Overland, our goal was for them to become adventurous, acquire independence, confidence and leadership.

We also wanted them to be exposed to different cultures and experiences which would stretch them beyond their comfort zone.”

Apurva and Seema

Aditi & Krisha’s Parents

Far More Than Just A Summer Experience

Four Decades of Adventure

The Overland story is best told by our families, students, and leaders.

View All Leader Stories ›
Student Parent Leader

“I believe leadership is being able to love and care for all of the team members…

I’ve learned that leadership does not only rest on the “leader.” In a team, we all can and should lead. This summer, I’ll strive to empower and encourage ownership in each and every team member over our summer adventure!”

Ninco
PYRENEES EXPEDITION

your questions, 
answered

Got questions about outdoor adventures for teens at Overland? Here are the answers families need to feel confident and excited to take the next step.

Have more questions or want to inquire about availability?
Contact Us or call: (413) 458-9672

What ages are Overland trips for?

Our trips are designed for students in grades 4 through 12, with options that match each age group’s interests and readiness.

Are phones allowed on trips?

No—students disconnect from devices to build real connections, deepen focus, and fully engage with the experience.

Who leads the trips?

Our leaders are outstanding college students and graduates trained extensively in safety, mentorship, and group management.

How are trips kept safe?

Safety is our top priority—our programs are carefully designed, our leaders are well-trained, and support is available 24/7.

What makes Overland different?

Our focus on personal growth, unplugged experiences, and 40+ years of proven leadership sets us apart from traditional camps.

More to Explore

From selecting a program to preparing for departure, Overland offers one-on-one support every step of the way.
Beyond unforgettable outdoor adventures for teens, Overland offers personalized support for every student and family, from trip selection to application and preparation.

TRIP COMPARISON

Use our Trip Comparison tool to see side-by-side details of Overland adventures. Compare difficulty, destinations, age ranges, and program focuses to find the ideal trip that fits your teen’s goals and interests.

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Group of teen adventure travelers sharing stories
HEAR FROM OUR STUDENTS

Read stories from past trips to see what Overland is really like. Learn about the challenges students overcame, the friendships they formed, and what made their experiences meaningful, told directly by members of our community.

Read Student Stories

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ARE YOU READY TO APPLY?

Give your child an unforgettable summer with Overland. Our outdoor adventures for teens build leadership, confidence, and connection in the world’s most inspiring places. With trusted leaders, curated trips, and lifelong impact, Overland is more than a summer—it’s a foundation for life.

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