I’ve shipped a military jeep and a boat from the US to Canada before, and the process can be a headache, especially with the paperwork and border stuff. I also ran into trouble finding carriers willing to move a trailer under a certain size, some just said no right away. When I couldn’t tow myself, I ended up using a company that handled the customs and made sure everything was legal, including the export paperwork for the controlled goods (the M151A2 is a tricky one because of its history). I’d look into companies specializing in international car shipping because they usually know how to move odd vehicles and trailers as a set, plus they handle the customs documents for you. I’ve come across helpful guides like
https://www.a1autotransport.com/mili...uto-transport/ about the process and options on sites dealing with military car shipping if you want to compare different carriers and prices.