I have been lurking here for a few months, reading and searching as much as I could. I take the opportunity of introducing myself to a few questions.
We (me and my son 17) have been sailing for a few years with our Capri 14.2 in the upper Chesapeake Bay. We had our shares capsizing, but it was a good experience we have gained. This year, we sailed her a lot, so far no capsize yet
Looking ahead, I would like to get a 30 to 38 boat to sail single-handed in blue water in a few years. It is unlikely that my children or wife with go with me for the whole trip. Therefore, I try to sail solo as much as I can. Here are the questions:
1. Should I buy a 20 to 28 keelboat now and continue to learn more on my own? When the time comes, unload her and get a larger boat? What is the depreciation value of the older boat?
2. Should I keep my Capri and join J-world sailing club, I think they charge $5.5K for a year to sail their J80 and other large boats?
3. Do nothing but sailing the Capri, buy a 30+ boat when I am ready.
I appreciate your comments.