Say Martha’s Vineyard and the mind jumps to images of pink and blue hydrangea flowers blossoming profusely in front of resplendent summer homes and a population so preppy that an entire brand — Vineyard Vines — was named after the relaxed, just-hopped-off-the-boat style that permeates the entire island. The Vineyard is also notable for its long history of diverse inclusivity in an exclusive setting — a place where former Presidents stand in line for ice cream and where the Wampanoag Tribe have lived continuously for millennia. For many, summering in the Vineyard is a generational tradition, with institutions like the Flying Horses Carousel offering merry-go-round rides since 1884. Martha’s Vineyard is only accessible by boat or plane, with direct connections to Cape Cod, Boston, and New York. The island is divided into six towns: Tisbury, Edgartown, Oak Bluffs, West Tisbury, Chilmark, and Aquinnah, each with its own distinct history.