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Our Story

Our love for overlanding was born, nurtured and multiplied during a 4x4 overland safari trip to Kenya for our honeymoon in 2017. Our guide and dear friend, Peter, has shown us how to be fearless when it comes to being outdoors. A year later, the stars aligned - we gave up our corporate jobs on the East Coast and... Read more

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© 2019 by Alexa & Dmitri

Our overlanding story 

Established in 2019

We created Cypress Overland to spread the love. Spread all the beautiful sights that the West Coast and California has to offer to local and international visitors. Our love for overlanding was born, nurtured and multiplied during a 4x4 overland safari trip to Kenya for our honeymoon in 2017. Our guide and dear friend, Peter, has shown us how to be fearless when it comes to being outdoors. A year later, the stars aligned - we gave up our corporate jobs on the East Coast and moved to San Francisco. Within 3 months, we built our first 4x4 truck and went to Baja California. The rest is history.

 

We are not just entrepreneurs - instead, we like to think of ourselves as explorers-in-chief. Every Friday, like clockwork, we venture out of San Francisco Bay Area and explore. We love driving on forest roads and mountain roads, getting lost and found again and finding new dispersed camp spots that we then share with our customers. Our itineraries and road trip plans are free to view on our website because our mission is for more people to get into the wild and re-connect with their true self. 

 

We are proud to offer the highest quality gear on the overlanding rental market - like the famous GFC camper on the Tacoma TRD Pro, a superstar tri-layer tent from Free Spirit Recreation on Jeep Rubicon; luxury camping furniture from companies like veteran outdoors companies like SnowPeak, an iconic Engel fridge, a full kitchen with a dual-burner stove from Kanz Outdoors, a utility box with all the camping equipment you’ll need like headlamps. Every customer gets help to create an itinerary of their dreams. Here’s to more adventures and see you on the road!