Best Summer Travel Programs for
High Schoolers

Inspiring leadership, adventure, and connection through life-changing summer experiences.

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Call us: (413) 458-9672

Why Overland

Trusted for 40+ Years

Overland offers the best summer travel programs for high school students by combining adventure with leadership, teamwork, and personal growth.

With 40+ years of experience and a focus on safety, community, and connection, our professionally led trips are crafted for students to thrive—without phones, but with unforgettable challenges and friendships that last a lifetime.

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

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Four Levels, One Goal

Discover the perfect Overland trip based on your child’s interests, grade level, and travel goals with our intuitive trip finder tool.

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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

Unmatched Experience

Overland has 40+ years of experience crafting summer adventures that balance safety, leadership, and personal growth for students.

Exceptional Leaders

Our trip leaders are role models—college-aged, compassionate, and extensively trained to guide, mentor, and support every student.

Technology-Free Connection

Without screens, students connect deeply—with others, nature, and themselves—fostering self-reliance, trust, and lifelong friendships.

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

“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

Answers to top questions about Overland’s best summer travel programs for high school students—safety, destinations, leaders, and more.

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

What makes Overland different from other summer programs?

Overland blends adventure, safety, leadership, and personal growth in a phone-free environment guided by exceptional role models.

Are the trips safe for high school students?

Yes. Safety is our top priority—leaders are trained, itineraries are vetted, and support is 24/7 throughout every trip.

What kind of students join Overland?

Motivated, curious students who are ready to push themselves and be great teammates. Overland trips ask students to step into new environments and step up into leadership roles, so students are self-selecting. That said, there’s no expectation of previous experience. Overland is an opportunity for students to learn!

Do students keep in touch after trips?

Absolutely. Students often form deep friendships and stay connected long after the trip ends.

What if my child has never done a trip like this?

No experience required! Our programs are designed to be welcoming and accessible to first-time adventurers.

Support Services

Overland supports every student and family with personalized service—from trip selection to application and preparation.

TALK TO EXPERTS

Our team is here to help you choose the best-fit summer travel program. Schedule a call, attend a presentation, or request local references to get trusted insights from people who know Overland.

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DETAILED TRIP INFO

Access comprehensive trip information—including dates, itineraries, and FAQs—by downloading our trip PDFs or requesting a print catalog mailed directly to your home.

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Ready to Go?

START YOUR OVERLAND JOURNEY TODAY

If you’re looking for the best summer travel programs for high school students, Overland is your answer. Our trips challenge and inspire while offering unmatched support, safety, and adventure. Begin a journey that builds confidence, connection, and character—apply now and make this summer unforgettable.

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