I took my US Sailing Basic Keelboat and Basic Cruising classes
at Sound Sailing Center in Norwalk CT. I highly recommend them. Looks like just under $4k will get you a daysailer membership
and the US Sailing Basic Keelboat class. Then you can sail their fleet of Pearson
Ensigns all year (they keeps a couple of boats in year round) as often as you like.
You would pay close to that just for summer dockage/winter storage
for most boats if you want to be a boat
owner. This way you can get your feet wet at minimal cost/investment.