Real skills for the real world


Gap Year

Real Skills For The Real World.

Our most popular program! You’ll visit 10 countries over the span of 9 months and learn 100 new skills… you’ll try new things, meet different people, build your resume, see amazing sights. You can stay on track and earn college credit. And at the end of your journey, your most important discoveries may be about yourself.

  • 9 months

  • 10 countries

  • 100 skills

Life Skills

Never stop learning

Your time with Winterline may be the most enriching experience of your life. You’ll learn skills that you’ll draw on for your entire life … at the same time, you are exploring the world, with new cultures, new adventures, new experiences. Check out our new leadership summer program in South Africa.

  • 9-16 Days

  • One Country

  • Real-world skills

Business Skills

Step into the world of business

Winterline Business Skills Programs embrace hands-on exploration and discovery within a focused area of interest. Marketing? Digital storytelling? Personal branding? Go beyond the classroom to get a taste of something that might become a lifelong passion or career path. Or not.

  • 9 Days

  • One Country

  • Career skills

Where we are

Now accepting 2020 applications!

Where we are

Boston, Massachusetts
Winterline Gap Year Program

Our Partners


You can select a Winterline program with confidence.


Why Winterline?

Discover your passions and acquire real skills for the real world.


See new places and learn something new.

Scholarships and Aid


Because the more competent you are, the more confident you feel.

Who we look for

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Certification Programs

Allison Herman | 7 October 2019

With programs that give Wilderness First Aid and PADI Open Water certifications, Winterline sets you up for a career in outdoor education. If that isn't your calling, no worries: these certifications are still useful to your life.

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“I am a learner, a problem solver, an adventurer, and a creator. Winterline allowed me to explore every facet of my identity, to discover more about who I really am.”

Earn college credit on your Gap Year

And gain access to 529 Funds

You're the one we want this summer

Adventurers Wanted

The Adventure of Your Lifetime

Is Winterline for you? Are you someone who is adventurous (or wants to be)? Who is open to new experiences, interested in meeting new people and willing to challenge yourself, your ideas, your pre-conceptions? Then you’re the one we want.

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