Flying through Boston to Marthas Vineyard. The Steamship Authoritys Marthas Vineyard ferry goes from Woods Hole terminal in Cape Cod to Oaks Bluff in Marthas Vineyard. Sights To See On Cape Cod Nantucket And Martha S Vineyard Vineyard Vacation Cape Cod Vacation Boston Vacation May 14th to October 14th. . Hurricane season is June to November. The Black Culture Guide to the Best of Marthas Vineyard 1. In fact some say the most crowded time on Nantucket is during the Christmas Stroll in early December. Marthas Vineyard hosts an endless summer feel come September. Read below for more weather and travel details. Travelers favorites include 1 Marthas Vineyard Beaches 2 Aquinnah Cliffs and more. Find out more about our data sources. The best times to visit Marthas Vineyard for ideal weather are. 124 miles of. Answer 1 of 3. This Marthas Vineyard ferry is 45 minutes long. Best time to visit Martha...