Overview Push off from Newport, Rhode Island and head out to the islands of Martha’s Vineyard and Nantucket. This area of the US is ideal for summer sailing as it seems like every sailboat in the country is out for a leisurely sail. The lobster rolls are buttery and savory. The oysters are both salty and sweet. The sunsets are postcard-perfect and the atmosphere is the definition of the sailing lifestyle. Sail Vineyard Sound, Buzzards Bay or explore Narragansett Bay. Sailing Newport is a bucket list must for every sailor. How To Get There: Fly into Providence and head to …