Re: Sailing on a 1920's Alden Schooner
If you liked that, then I would strongly suggest going out for a slightly longer trip on one of the boats in the Maine Windjammer Association up in Penobscot Bay. There is a pretty wide variety of boats and what they do so you can pick one to suit your liking. Most are old coasting schooners but there are a few old yachts, fishing schooners and purpose built boats. The level of seamanship on these boats tends to be relatively high with them doing all of their own maintenance, sailing on and off the anchor everytime and doing plenty of other things that most people on small cruising boats don't do.
For full disclosure, I have worked on these boats including the American Eagle out of Rockland. There is nothing like charging along at 13+ knots on a boat like this.