One's destination is never a place, but a new way of seeing things. ~ Henry Miller

A chance to explore the world by special methods & unconventional means. 

Be the most interesting person you know: Challenge yourself & help others.

We convene smart & adventurous seekers. No yahoos. No posers.

Adventure = improvise, adapt, overcome. Also known as good clean fun.

We work with premium outfitters, with the best gear, guides and equipment available, and reputable non-profit organizations, to get sustainable results.

Avoid Death By Cubicle and get a tax deduction in the process.


we're different because you're different

Our expeditions are ambitious, thoughtful and connective. Roadmonkey is for those people who want to push their boundaries, unconventionally.

Our expeditions provide a cultural fluency, global insight and outdoor adventure you can't find on the backpacker circuit and won't get through a conventional adventure company.

We don't run tours.

We believe that adventure means not always having all the answers all the time. It means being okay with getting your hands dirty and pushing your boundaries. It's about self-leadership as you deal with the inevitable unexpected.

It's also fun, because you're with like-minded high-achievers with heart. It all adds up to a powerful experience that you'll carry forward long after you resume your regularly scheduled programming back home. 

You don't need to be in ridiculous physical condition to succeed. What you need is an open mind and the desire to overcome obstacles. A sense of humor wouldn't hurt, either.

Part, or most, of your trip could be tax deductible.


Our volunteer projects are like flashmobs for good: In 1 to 3 days, after your adventure challenge, you & your team members build a sustainable improvement to the health, education, environment or economy of a local community in need. 

This occurs shoulder to shoulder with local folks. Discover the power of helping a community in need help itself create a better future. 

What price tag would you put on changing the world for the better?

Your effort brings rewards of many varieties: personal, professional, creative and even financial. Because part of your expedition cost may be tax deductible. Here's how.

Check Out Roadmonkey's Sponsors

Adventurers Who Travel Different, Talk About It:

What you are doing has had a huge affect on all of us, internally. Externally, there is a playground where there was none and a bit more hope than there was just a week ago. There are ties forged by the experience that go both ways, and cross oceans, that will never be undone. It's a beautiful thing.
~ John, architect

Thank you for an incredible trip. I was surprised to return from travel to a new land feeling rejuvenated by and indebted to a group of people I traveled with. We Roadmonkeys dug our toes into foreign soil and I got the feeling that, in a little over a week, we were let in on some of the secrets Peru keeps from travelers of convenience.
~ McKenna, hedge fund administrator

I was hoping for a trip through which I would learn about and participate in another culture and be challenged mentally, emotionally and physically in a relatively safe format. The Roadmonkey trip fulfilled and, then, wildly exceeded all my expectations.
~ Chelsea, biochemist

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