Here's a new thread brought to you by me, somewhere in space. It's simply called "Sailboat Saturday!" Please post a sailboat coin from either the US or Canada. BTW: I'll even accept ships, canoes or any other floating vessels. Well, most that is. Here are two from my crazy collection (so diverse). 1893 Colombian Half/ 2016 Canadian dime in proof.
I'm going to sort-of break your rules and also kinda not St. Pierre and Miquelon - owned by France, off the coast of Canada. Bonus here is, you get ships on both sides of the coin!
It may count, but the Corp of Discovery spent more time in the water, and along the shore with ropes trying to pull those things up the Missouri.......