Travel With A Purpose

Connect with the World on a Sustainable Cultural Adventure

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Crafting custom travel experiences that
connect and inspire

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Harnessing the power of tourism to benefit local communities

Connect With Communities


Founded in 1998, Crooked Trails is a non-profit travel organization working to transform tourism into a positive force in the world. We create custom-designed interactive journeys and support community development projects in partnership with local communities, NGOs and operators.

Our goal at Crooked Trails is to inspire travelers to get involved in the places they visit and to empower locals to take charge of tourism in their communities.

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I miss hearing their voices in their native tongue of Swahili and Maa and in working hard to speak English. I miss their authentic smiles especially when I am working hard to speak Swahili or Maa. I really miss the laughter of an inside joke shared between us. It is in this moment that I truly understand at the core of my being that I’ve left behind a significant piece of my heart and soul in Kenya with the Maasai.
Christine F.


Himalayan Digital Detox By Chris Mackay, Crooked Trails Co-founder & Executive Director



NEPAL: truly one of the most amazing places on earth – and it is the people that make it great.



Nepal: Pikey Peak Community Trek
November 2018, April 2019 & October 2019
Enrolling now!


“May your trails be crooked, winding, lonesome, dangerous, and leading to the most amazing view… where something strange and more beautiful and more full of wonder than your deepest dreams waits for you.”

Edward Abbey

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