Edgartown Lighthouse, on Martha's Vineyard in Massachusetts - wide angle view.

The island of Martha’s Vineyard, that near-legendary summer colony south of Cape Cod in Massachusetts, ranks as a prep paradise, with coastal views, New England charm and cooler temps – so when hobnobbing there, pack your finest nautical-inspired items!

stills 7_16_04.JPG

Jeans, $248, Kate Spade Plaza Frontenac (katespade.com)

stills 7_16_14.JPG

Bella Dahl top, $150, Saks Fifth Avenue (saksfifthavenue.com)

stills 7_16_15.JPG

Brochu Walker sweater, $402, Vie (viestlouis.com)

stills 7_16_16.JPG

CK Bradley tunic, $177, The Woman’s Exchange (woexstl.org)

stills 7_16_17.JPG

Jacaranda Living raincoat, $227, The Woman’s Exchange

stills 7_16_18.JPG

J.McLaughlin top, $178, J.McLaughlin (jmclaughlin.com)

stills 7_16_19.JPG

J.McLaughlin skort, $168, J.McLaughlin

stills 7_16_20.JPG

J.McLaughlin wrap, $238, J.McLaughlin

stills 7_16_29.JPG

J.McLaughlin bag, $99.90, J.McLaughlin

stills 7_16_32.JPG

Gucci espadrilles, $495, Saks Fifth Avenue