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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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© 2020 by Alexa & Dmitri

Best California roadtrips and overland routes.

Top rated at 5 stars average

Go beyond crowds with 4WD

Built like RV but on the outside

We curate best places to visit in California and scenic 4x4 routes to get there with our 4WD truck and Jeep camper rentals.

Tunnel View

Spring & Winter in Yosemite

4 day trip

One of California's greatest hits. Camp nearby and head to Yosemite and High Sierras for jaw-dropping views.

Bixby Bridge - Big Sur California

Big Sur

6 day trip

Wild California Adventure: San Francisco to Santa Barbara via Big Sur, Santa Cruz, and Oceano Dunes.

Death Valley overlanding trip

Death Valley and 395 North

7 day trip

Discover the lands of incredible beauty: miles of deep sand dunes, canyons, and hot springs.


6 day trip

Magnificent Coastal Redwoods and historic towns that capture California the way it used to be.

overland vehicle rental california

Lost Coast

3 day trip

Wild California Adventure: a 3-day expedition along the Lost Coast from San Francisco to Usal.

Winter camping

Top tips 

Experiencing winter wonderland in Yosemite should be on everyone’s bucket list. 

Try Overlanding

Overlanding with Cypress Overland is going beyond the tourist trail, seeing the real country as well as the cultural highlights, and getting away from the beaten path. The overlanding mantra is “it's the journey, not just the destination”. Build your own adventure based on our suggested overland routes with our rental vehicles - we promise you the adventure of a lifetime.


Our custom-made vehicles also allow us to go off the paved road and take the road less-travelled. On every overland journey with us you will visit the must-see highlights of the region - located in remote areas. 

Curated itinerary

Detailed route for overland vehicle travel designed by our team for all levels: from novice to experienced trailblazer.

Logistics simplified

Save time researching outdoors rental and stop worrying about what to bring. We coordinate your gear list.