In case you're casting around for something a bit tougher than Sail Caledonia in 2017, how about the 750-mile long r2ak? There are numerous entries already. The two-man crew of an open Drascombe Longboat (Wabi-Sabi) did a careful analysis of the crews that did well in the 2016 race and discovered that they shared the following characteristics:
* A bigger boat
* 3 or more crew
* Some sort of cabin
* More than one hull
Clearly they fitted well with all of these points and have duly registered for the race. Likewise a stand-up paddle board!
The race starts on 8th June in Port Townsend, Washington State and finishes some time later in Ketchikan, Alaska. Here's the website
https://r2ak.com