Mike, I may have missed it but I didn't see any comments at the website (30-2 owners) that addressed extended cruising with the boat. If I missed it please send the link.
What with there being thousands of messages on that site, searching can be problematic sometimes. I now use Google to search the site because it can search on phrases.
I know of threads about Pacific crossings with an E-27 and an E-30 that did a single handed circumnavigation.
I would also note that the 30-2 with transom rudder and the later 30+ are different hulls.