Teen Adventure Travel
Made for Exploration & Fun

Transformative summer trips that foster leadership, independence, and lifelong friendships outdoors.

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Call us: (413) 458-9672

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Purposeful Student Travel Experiences

Teen adventure travel at Overland is designed to spark fun, friendship, and discovery along the way.

Overland has spent more than 40 years creating thoughtfully crafted trips where teens have fun, make real friends, and discover what they’re capable of. Days are filled with adventure, laughter, new challenges, and the kind of shared experiences that turn strangers into a close-knit group. Away from screens and everyday routines, students try new things, build confidence, and return home with greater independence, resilience, and memories that last long after summer ends.

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

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Four Levels, One Goal

Explore trips by age, interests, and location to find the right teen
adventure travel experience tailored to your goals.

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Overland Summers free downloadable resource.

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Overland’s Approach to helping kids flourish

Discover how Overland creates opportunities for kids to grow and thrive. Download our PDF to learn more about our impactful programs and their lasting effects.

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Experienced Leadership

Highly trained leaders guide each trip, ensuring safety, mentorship, and meaningful growth through every experience.

Proven Experience

With over 40 years of expertise, Overland delivers trusted programs that families return to year after year.

Transformative Growth

Students build independence, resilience, and confidence through real-world challenges and shared accomplishments.

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

“My favorite section of the trip was definitely backpacking…

When we got to the top of the steep uphill on day three the view was stunning and everyone felt so accomplished. We then ate lunch with a picture perfect view!”

Cara

Norway Expedition

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
Two campers relaxing together by a scenic lake with mountain views, showing friendship, confidence, and connection built through shared outdoor experiences.

“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
Portrait of Overland Summers leader Nico in a natural outdoor setting, representing experienced mentorship and leadership within youth adventure programs.

“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

Get answers to common questions about teen adventure travel, including safety, leadership, and what makes Overland programs unique.

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

What is teen adventure travel, and how does Overland approach it?

Student adventure travel combines exploration, outdoor challenge, and personal development in a structured group setting. At Overland, that means thoughtfully designed trips where students explore new places, take on age-appropriate challenges, build meaningful friendships, and enjoy the kind of fun, shared experiences that help them grow in confidence and independence along the way.

How does Overland keep students safe on trips?

Safety is central to the Overland experience. Student safety is our top priority, supported by a comprehensive, year-round approach to risk management. Trips are professionally run and led with care, preparation, and strong attention to detail. Families choose Overland because of its trusted reputation, experienced leadership, and thoughtful approach that supports both student well-being and meaningful adventure throughout each program.

What do students gain from an Overland trip?

Students gain far more than travel memories. Overland trips are built to encourage independence, teamwork, confidence, and leadership through real experiences and shared challenges. The result is often lasting personal growth, stronger self-awareness, and friendships formed through connection, trust, and accomplishment in the outdoors.

Why is Overland different from a traditional summer camp?

Overland offers a meaningful step beyond traditional summer camp by combining outdoor adventure, purposeful travel, and personal growth. The experience is designed to challenge students in positive ways, helping them disconnect from routine, form new friendships, and grow through leadership-focused experiences in new environments.

Why are phones not part of the Overland experience?

Overland’s unplugged approach helps students become more present, engaged, and connected to the people and places around them. Without phones, students are better able to build friendships, embrace challenges, and develop confidence and independence through direct experience rather than constant digital distraction.

Our Approach

Overland supports student adventure travel through thoughtful planning, expert leadership, and a focus on growth, safety, and meaningful experiences.

Teens hiking on an adventure travel trip in the mountains
TRIP DESIGN

Each trip is carefully designed to balance adventure, connection, and support. Students embrace new experiences, grow in confidence, and enjoy meaningful challenges in an environment that is structured, encouraging, and thoughtfully guided throughout the journey.

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Teens hiking on an adventure trip in the summer
EXCEPTIONAL LEADERSHIP

Leaders are highly trained and committed to mentoring students throughout their journey. They foster a positive group dynamic, ensure safety, and guide students through challenges that build confidence, independence, and lasting friendships.

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START YOUR TEEN’S ADVENTURE TODAY

Take the first step toward an unforgettable teen adventure travel experience. Overland programs are designed to help students explore new places, make lasting friendships, and grow in confidence along the way. Each trip combines fun, challenge, and support in a setting that encourages independence, connection, and discovery. Apply today and see what summer can become.

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