Re: Good east coast retirement cities?
If your interest is sailing, I would certainly recommend you look in NC or SC, where the cost of living is much less, and you you can use your boat all year. In New England, your boat will spend six months sitting covered in a marina. Now that six month period can still be a happy period if you like to ski as much as you like to sail...but otherwise, as a lifelong New England sailor (and skier), I'd say go south.
Certified...in several regards...