6 days in Boston, Martha's Vineyard & Nantucket Itinerary

Created using Inspirock Massachusetts tour itinerary builder
Make it your trip
Fly
1
Boston
— 2 nights
Drive
2
West Tisbury
— 1 night
Unknown
3
Nantucket
— 1 night
Fly

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Boston — 2 nights

Beantown

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year.
Kick off your visit on the 1st (Thu): ponder the world of politics at Massachusetts State House, stroll around Boston Common, then visit North End, and finally get to know the fascinating history of Freedom Trail. On the next day, stroll the grounds of Granary Burying Ground, admire the masterpieces at Museum of Fine Arts, then admire the natural beauty at Boston Public Garden, and finally buy something for everyone on your list at Faneuil Hall Marketplace.

For maps, ratings, more things to do, and more tourist information, read our Boston road trip planning tool.

Pittsburgh to Boston is an approximately 3.5-hour flight. You can also drive; or take a bus. Expect a daytime high around 28°C in June, and nighttime lows around 18°C. Finish your sightseeing early on the 3rd (Sat) so you can drive to West Tisbury.
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Parks · Museums · Historic Sites · Neighborhoods

West Tisbury — 1 night

West Tisbury is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Kick off your visit on the 3rd (Sat): wander the streets of West Chop, then visit a coastal fixture at Edgartown Lighthouse, and then kick back and relax at Katama Beach/ South Beach. Get ready for a full day of sightseeing on the 4th (Sun): stop by Stefanie Wolf Designs, then make a trip to Flying Horses Carousel, then wander the streets of Martha's Vineyard Camp meeting Association (MVCMA), and finally take in nature's colorful creations at Polly Hill Arboretum.

To find where to stay, more things to do, maps, and tourist information, go to the West Tisbury travel itinerary planner.

You can drive from Boston to West Tisbury in 2.5 hours. Alternatively, you can drive. Traveling from Boston in June, you can expect nighttime temperatures to be a bit cooler in West Tisbury, with lows of 14°C. Finish your sightseeing early on the 4th (Sun) so you can travel to Nantucket.
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Neighborhoods · Parks · Outdoors · Beaches
Side Trips

Nantucket — 1 night

Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Start off your visit on the 5th (Mon): see the interesting displays at Whaling Museum, enjoy the sea views from Brant Point Lighthouse, and then enjoy the sea views from Sankaty Head Lighthouse.

To see ratings, reviews, traveler tips, and other tourist information, you can read our Nantucket trip itinerary planning site.

You can travel from West Tisbury to Nantucket in 3 hours. In June, daily temperatures in Nantucket can reach 24°C, while at night they dip to 16°C. Finish up your sightseeing early on the 5th (Mon) so you can catch the flight back home.
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Historic Sites · Museums

Martha's Vineyard travel guide

4.3
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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