8 days in Massachusetts Itinerary

8 days in Massachusetts Itinerary

Created using Inspirock Massachusetts trip planner

Plan created by another user. Make it yours
1
Boston
— 1 day
Ferry
2
Provincetown
— 2 nights
Taxi to Hyannis, MA, Ferry to Nantucket
3
Nantucket
— 2 nights
Ferry to Oak Bluffs, Martha's Vineyard, MA, Bus to Edgartown
4
Edgartown, Martha's Vineyard
— 3 nights
Fly

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1
day
Boston

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.
Kick off your visit on the 23rd (Sun): enjoy the scholastic atmosphere at Harvard University, then take a stroll through Newbury Street, and then hunt for treasures at Quincy Market.

For reviews, photos, other places to visit, and tourist information, you can read our Boston online tour planner.

The Route module shows you travel options from your home to Boston. In September in Boston, expect temperatures between 75°F during the day and 59°F at night. Wrap up your sightseeing on the 23rd (Sun) to allow time to ride a ferry to Provincetown.

Things to do in Boston

Shopping · Historic Sites · Neighborhoods

Side Trip

2
nights
Provincetown

Birthplace of American Liberty

A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Kick off your visit on the 24th (Mon): get to know the fascinating history of Wellfleet Bay Wildlife Sanctuary and then look for all kinds of wild species at Wildlife Areas. On the 25th (Tue), you'll have a packed day of sightseeing: shop like a local with Chatham Pier and Fish Market and then tour the pleasant surroundings at Race Point Beach.

To find more things to do, traveler tips, reviews, and more tourist information, go to the Provincetown trip planner.

You can ride a ferry from Boston to Provincetown in 2.5 hours. Other options are to fly; or drive. In September, daily temperatures in Provincetown can reach 71°F, while at night they dip to 57°F. Finish up your sightseeing early on the 25th (Tue) so you can travel to Nantucket.

Things to do in Provincetown

Outdoors · Wildlife · Parks · Tours

Side Trips

2
nights
Nantucket

Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Start off your visit on the 26th (Wed): examine the collection at Whaling Museum, then make a trip to Brant Point Lighthouse, and then visit a coastal fixture at Sankaty Head Lighthouse. Get ready for a full day of sightseeing on the next day: stop by Aunt Leah's Fudge, get to know the fascinating history of Altar Rock, and then enjoy the sea views from Great Point Light.

For traveler tips, reviews, maps, and other tourist information, read Nantucket sightseeing planner.

Traveling by combination of taxi and ferry from Provincetown to Nantucket takes 3 hours. Alternatively, you can do a combination of bus and ferry. September in Nantucket sees daily highs of 71°F and lows of 59°F at night. Finish your sightseeing early on the 27th (Thu) so you can travel to Edgartown.

Things to do in Nantucket

Historic Sites · Museums · Shopping

3
nights
Edgartown, Martha's Vineyard

Edgartown is a town located on Martha's Vineyard in Dukes County, Massachusetts, United States. Head to The Black Dog and Ben and Bill's Chocolate Emporiumfor plenty of shopping. We've included these beaches for you: Katama Beach/ South Beach and Norton Point Beach. Get out of town with these interesting Edgartown side-trips: Menemsha Hills (in Chilmark) and Gay Head Lighthouse (in Aquinnah). There's lots more to do: take in the dramatic natural features at Aquinnah Cliffs, stop by Chilmark Chocolates, make a trip to Flying Horses Carousel, and view the masterpieces at Granary Gallery.

To find ratings, more things to do, reviews, and tourist information, read Edgartown journey planner.

You can do a combination of ferry and bus from Nantucket to Edgartown in 2.5 hours. Traveling from Nantucket in September, you can expect nighttime temperatures to be little chillier in Edgartown, with lows of 54°F. Finish up your sightseeing early on the 30th (Sun) so you can travel back home.

Things to do in Edgartown

Parks · Outdoors · Beaches · Wildlife

Side Trips

Massachusetts travel guide

4.3
History Museums · Art Museums · Historic Walking Areas
The Bay State
Known as the "Bay State" because of the three bays dominating its coastline, Massachusetts has played a significant cultural and commercial role through most of the country's history. An increasingly popular vacation destination for foreign travelers, Massachusetts offers numerous places to visit, ranging from historical sites to modern urban centers famous for their culinary, art, and nightlife scenes. With the majority of its population living in and around the city of Boston, in the 20th century Massachusetts went from a state largely dependent on fishing and agriculture to the country's leader in higher education, healthcare, high technology, and financial services. Home to renowned universities and research centers, the state's cities attract a young crowd of students, scientists, artists, and business professionals.