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Re: looking to sail liberty landing marina to newport RI
Peter, if you don't already have Eldridge, buy a copy. Has all the current charts and a wealth of other information.
September isn't too late but the choice of going south of LI or in the sound depends very much on the weather. Right now, you might find our own special doldrums, making it impossibe to sail on the Sound. There's nothing like a heatwave with high humidity and zero breeze from 8AM-4PM to really make sailing fun. (Not.) But by September that should change, and make the Sound a nice trip. Plenty of places to visit or duck into, as opposed to the south shore of LI, where there are few inlets and all of them quite dangerous if the weather goes bad. Better wind out there, and some interesting views, but also commercial traffic, more wave action, etc.
You could certainly consider going up one way, coming back the other, making your choices just based on the weather as the trip comes up.