59 here, got my first sailboat (1987 Laguna 22, boat motor and trailer for $3,500.00) last year. Been around and loved the water all my life, have had several power boats over the years.
My plan is to retire to Punta Gorda/Port Charlotte area of Florida within the next 5 years. Decided I couldn't afford to power boat around on social security so sailing was the salvation. Figured I'd get something cheap I could learn on and see if the wife and I liked sailing, plus if I sank it no great loss. No lessons yet but I plan to. Sailing on inland lake here in Ohio last two summers getting to know sailing and reading all the magazines and this forum, learning a lot and really enjoying it.
Looking forward to selling the house & the business, buying a home on the water and a 38' or so and living the dream in a few years.