For most distance races singlehanders are not allowed. And most also limit entries to boats of a certain size/speed range.

Rick has raced his Wave in a couple of distance races that do allow them. One is the Sandusky Steeplechase Race on Lake Erie, and that is about 22 miles as the crow flies. The other was the Round-the-Bay Race on Maumee Bay near Toledo, which was probably closer to 30 miles.

NOTE: For distance races like that he uses a "Hooter" on the Wave.