A year and a half ago, we did a ride that took us across the Canadian border near Thunder Bay. I had a passport card (cheaper than a full passport, but good for land or water entry only, not flying). Minimal issues either way. Biggest problem was the mosquitoes while waiting behind one or two cars at the border. They didn't search bike bags or anything like that.
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"be careful this rando stuff is addictive and dan's the 'pusher'."