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Look into swimming in the Chessy in late summer...I think it's sea nettles? that are a problem. Early to mid-summer would probably be preffered. Late summer the wind dies out too.
Tampa would be ideal in early spring, like March or early winter like November.
If late summer is your time frame, try the North channel of Lake Huron, Canadian side. search out Canadian Yacht Charters. A Most beautiful place to cruise.
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