16 days in Boston & Martha's Vineyard Itinerary

16 days in Boston & Martha's Vineyard Itinerary

Created using Inspirock Massachusetts itinerary builder

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Boston
— 10 nights
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Edgartown
— 5 nights
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Boston

— 10 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Get out of town with these interesting Boston side-trips: Portugalia Marketplace (in Fall River), Newport (The Breakers & Cliff Walk) and Salem (Salem Witch Museum & Peabody Essex Museum). There's still lots to do: explore the world behind art at Museum of Fine Arts, appreciate the extensive heritage of Marginal Way Walkway, visit North End, and get engrossed in the history at John F. Kennedy Presidential Museum & Library.

To find more things to do, ratings, photos, and more tourist information, go to the Boston travel route tool.

Dallas to Boston is an approximately 6-hour flight. You can also drive; or take a bus. The time zone difference when traveling from Dallas to Boston is 1 hour. Prepare for little chillier weather when traveling from Dallas in May: high temperatures in Boston hover around 67°F and lows are around 50°F. Finish your sightseeing early on the 6th (Sun) to allow enough time to fly to Edgartown.

Things to do in Boston

Museums · Historic Sites · Parks · Tours

Side Trips

Edgartown

— 5 nights
Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Change things up with these side-trips from Edgartown: Gay Head Lighthouse (in Aquinnah) and Menemsha Public Beach (in Menemsha). There's lots more to do: take in nature's colorful creations at Mytoi, look for all kinds of wild species at Sheriff's Meadow Sanctuary, visit Martha's Vineyard Camp meeting Association (MVCMA), and relax and rejuvenate at Yoga On The Vine.

For traveler tips, ratings, more things to do, and tourist information, read our Edgartown day trip planning app.

You can fly from Boston to Edgartown in 2.5 hours. Other options are to do a combination of car and ferry; or do a combination of bus and ferry. Traveling from Boston in June, plan for a bit cooler nights in Edgartown, with lows around 54°F. Wrap up your sightseeing on the 11th (Fri) early enough to fly back home.

Things to do in Edgartown

Parks · Historic Sites · Neighborhoods · Outdoors

Side Trips

Martha's Vineyard travel guide

4.4
Beaches · Lighthouses · Landmarks
Martha's Vineyard is an island located south of Cape Cod in Massachusetts that is known for being an affluent summer colony. It includes the smaller Chappaquiddick Island which is usually connected to the Vineyard, though storms and hurricanes have been known to separate the two. The last such separation of the islands was in 2007 and the two islands are again connected as of April 2, 2015.It is the 58th largest island in the United States, with a land area of 100sqmi, and the third largest on the East Coast of the United States, after Long Island and Mount Desert Island. The island constitutes the bulk of Dukes County, Massachusetts, which also includes the Elizabeth Islands and the island of Nomans Land.The Vineyard was home to one of the earliest known deaf communities in the United States; consequently, a special sign language developed on the island called Martha's Vineyard Sign Language (MVSL).The 2010 census reported a year-round population of 16,535 residents, although the summer population can swell to more than 100,000 people. About 56% of the Vineyard's 14,621 homes are seasonally occupied.

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