The best size?
The best size boat is the one you can and do use the most, whatever that may be. I have an Oday 23, and there have been a few times when I wished I had a bigger boat. Sleeping aboard is like camping, and forget about going very far; she just isn't very fast. However, because of my many other obligations/interests, I do not have the ability to do more than daysails with the occasional overnighter. In fact, the majority of my sailing is done after work, either solo or with one other person. The 23 is perfect for that. I am also able to do my own maintenance, something I would have trouble with on a larger boat with more complex system. In short, the 23 is the best size for me because it maximizes my time on the water. Now, if the Admiral and crew liked sailing as much as I do, well that would be a different story.
The best size boat is the one you can and do use the most, whatever that may be. I have an Oday 23, and there have been a few times when I wished I had a bigger boat. Sleeping aboard is like camping, and forget about going very far; she just isn't very fast. However, because of my many other obligations/interests, I do not have the ability to do more than daysails with the occasional overnighter. In fact, the majority of my sailing is done after work, either solo or with one other person. The 23 is perfect for that. I am also able to do my own maintenance, something I would have trouble with on a larger boat with more complex system. In short, the 23 is the best size for me because it maximizes my time on the water. Now, if the Admiral and crew liked sailing as much as I do, well that would be a different story.