Last February I met a Canadian gent named Rene Potvin. He had been sailing his AI around the south Florida area for, I think, several weeks when he joined a group of us doing an 8 day sailing/camping trip from Chockoloskee to Flamingo. After that trip he sailed around the keys for another couple weeks. In early march he began the voyage back to Montreal - Yep, he sailed his AI from Miami to Montreal. The trip took about 3 1/2 months. So, basically Rene was sailing his AI from somewhere around mid-January to the end of June - over 5 months pretty much non-stop.
Rene chronicled the adventure on his blog. It is an interesting read. The trip was not without its challenges! Here's the link: http://miami2montreal.wordpress.com/
Rene is also an open water free diving spearfishing champion. Here's a link to his personal site: http://www.renepotvin.com/