I am a newbie to sailboats. I figure it is alot like learning to fly, seeing the sails are airfoils, so I am comfortable with the aerodynamics. I'm thinking I just need a few hands on lessons from an experienced sailor and I can pick it up. My question is this . . . I am looking to buy a home in Pensacola Fl for retirement in the next two years. I would like to sail as my retirement hobby. Do you sail boat owners recommend I start with an 18-23 footer to learn on, then sell it to buy a larger boat, or go with a 27-32 footer to learn on,? Here are some of the boats I have been considering . . .
18 footers
23 footers
32 footer
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