Unforgettable Outdoor Teen
Travel Adventures

Inspiring growth and connection through expertly led outdoor summer programs for teens.

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Call us: (413) 458-9672

Why Overland?

Outdoor Teen Travel Redefined

Overland’s outdoor teen travel programs deliver much more than just adventure—they build confidence, self-reliance, and meaningful friendships.

With 40+ years of experience, Overland offers a safe, tech-free environment where students thrive through challenges and connect deeply with nature and each other. Discover why families across the U.S. trust Overland to guide their teens on life-changing summer experiences.

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

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Four Levels, One Goal

Select the field below to find the perfect Overland adventure based on your interests, age, and goals for the summer.

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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

40+ Years Experience

Decades of leadership in outdoor teen travel, trusted by families for our commitment to safety, structure, and personal growth.

Exceptional Leaders

Our college-aged leaders are positive role models—carefully selected for their integrity, enthusiasm, and responsibility.

Tech-Free Connection

With no phones or screens, students build lasting friendships and focus on real-world experiences that foster independence.

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

“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.

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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

Top questions answered

Got questions about Overland’s outdoor teen travel programs? Here are the answers to our most commonly asked questions from parents and students alike.

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

What ages are Overland programs designed for?

Overland trips are for students in 4th through 12th grades, with groupings by age and experience to ensure an ideal challenge level.

Are the trips safe?

Safety is Overland’s top priority. With rigorous protocols, experienced staff, and detailed itineraries, every trip is built on a foundation of trust and preparation.

Are phones allowed?

No. Overland trips are intentionally tech-free, allowing students to fully engage with their environment, peers, and personal growth.

Who are the trip leaders?

Overland leaders are outstanding college students and recent grads, selected for their leadership, compassion, and ability to mentor young people.

How do I choose the right trip?

We’ll help you find the ideal program based on your child’s age, goals, and interests.

More than counselors or guides

Overland programs deliver life-changing growth, not just outdoor travel. From trip selection to alumni support, our services help every student thrive.

Overland Summer leaders talking to group of teen travelers
TALK WITH OUR EXPERTS

Our team is here to help you find the perfect summer program. Schedule a call, join a presentation, or request local references for trusted, firsthand insight into Overland.

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Plan Your Teen's Trip

Access trip details including dates, itineraries, FAQs, and more by downloading our trip PDFs or requesting a printed catalog sent to your home.

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START PLANNING NOW

Ready to give your child the gift of confidence, community, and unforgettable adventure? Overland’s outdoor teen travel programs offer a tech-free, growth-focused summer with expert leaders and lasting impact. Apply today to secure your spot—spaces fill quickly for our most popular trips.

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