Hello, I’m retired USCG and an avid antique boat person. I’m always looking for some of the later releases of these. Especially the military ones including the USCG
I've seen trains with planes, there is a four volume set on the subject called, wait for it, "Shipping Planes on Trains" by Andrew Klamka. Volume 3 is my favorite. That said, I haven't seen boats on trains. I've seen material to make boats but not completed boats. Well, now that I think about it, one of the Canadian roads had a car for carrying canoes. I saw a photo of it recently but don't remember where.
Title from caption. Photograph of loading a boat onto flatbed railroad cars for transport to Whitehorse. Boat is named Happy Hooligan after the Simons & Blakes vaudeville outfit which arrived in Skagway on May 17, 1905. Caption reads: "Simons & Blake outfit Happy Hooligan"