North America's Expedition truck rental Experts

Go further, Come back stronger

Expedition Truck Rentals

Guided Expeditions

Consulting And Guidance

Expedition Truck Rentals in Canada & USA

More Than a Rental It's A Curated Adventure Experience

Our Mission

Empowering self-reliant adventure through confidence, education, and trust.

Our Vision

Creating a world where people can explore without limits.

Explore with Confidence

5 Star Rating

Brianne Crisanti

05:55 05 Oct 25

I recently purchased a van and knew I wanted to outfit it with more off grid and year round capabilities… but I was in way over my head tackling this project alone. On-boarding Ryan from Skybreaker was the best decision I could have made! He helped me dream up a super safe and powerful system that met my travel goals and was there for in person and video chats to help me execute the design. He is one of the most patient, thorough and empowering teachers I’ve ever had. I am so thankful that his package included troubleshooting on the road for some of the questions that came up once I took her on her maiden voyage.

Ryan is a wealth of knowledge from his YEARS of tiny living and travel, and dealing with machines.

Client centred biz owners like Ryan truly believe in connection and care…in whatever capacity you end up interacting with Ryan, i’m sure you will not be disappointed.

Kamil Kubena

20:00 14 Sep 25

I had a great experience with Ryan at Skybreaker Overland. He helped me a lot with diesel heater problems during the winter, gave me useful travel advice, and even consulted me about solar installation. I was traveling across Canada with my VW T4 and spent the whole winter in Calgary – Ryan supported me with everything I needed along the way. Really professional and friendly service, highly recommended!

Hugo Theunissen

17:12 12 Sep 25

I got to Skybreaker with loads of energy and enthusiasm. They doubled the enthusiasm and brought in tons of knowledge and expertise in order for me to realize my travel desires!

Emily King

20:20 10 Sep 25

I have experienced Skybreaker Overland in many different ways. I joined a winter hot springs expedition, took the driver training course in the Kootenays, explored the remote beaches of northern Vancouver Island, and most recently spent time on the dirt roads of Highway 40 and the south Kootenays. Each trip was its own adventure and showed me what these expedition trucks can do.

Outside of the trips, Ryan has also coached me through the technical side. I have learned about solar, electrical, plumbing, and engine systems. This has been a huge help as I prepare for full time sailboat life. Skybreaker Overland is more than a rental company. It has shaped how I want to live and the kind of adventures I want to keep chasing.

cody kerr

19:06 10 Sep 25

My wife Laura joined one of Skybreaker Overland’s winter expeditions and came back raving about it. She spent the day skiing and then was able to warm up in the truck with real heat, a hot cup of tea, and a European-style charcuterie spread. It had all the comforts of home, sitting right in the middle of the mountains.

I have not yet done my driver training or hunting trip with them, but I have already been impressed with what these trucks can do. They combine rugged ability with true comfort. You get the function of a rental car, the comfort of an Airbnb, and the freedom to go wherever you want without needing to return to a base every night. The fact that they come fully loaded with everything you need makes it even easier. You just bring your suitcase, grab groceries, and you are ready for an adventure. The value is exceptional and I cannot wait for my turn behind the wheel.