12 days in Massachusetts Itinerary

12 days in Massachusetts Itinerary

Created using Inspirock Massachusetts holiday planner

Make it your trip
Fly to Boston, Ferry to Provincetown
1
Provincetown
— 3 nights
Taxi to Hyannis, MA, Ferry to Oak Bluffs
2
Oak Bluffs, Martha's Vineyard
— 2 nights
Ferry to Woods Hole, Drive to Salem
3
Salem
— 2 nights
Drive
4
Boston
— 4 nights
Fly

S M T W T F S
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Provincetown

— 3 nights

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.
Change things up with these side-trips from Provincetown: Nauset Beach (in Orleans) and Eastham (Captain Penniman House & Coast Guard Beach). There's lots more to do: enjoy the sand and surf at Cape Cod National Seashore, make a trip to Commercial Street, stroll through Race Point Beach, and take in the views from Uncle Tim's Bridge.

You can plan Provincetown trip in no time by asking Inspirock to help create your itinerary.

Detroit to Provincetown is an approximately 6-hour combination of flight and ferry. You can also drive; or do a combination of bus, train, and ferry. In August, daily temperatures in Provincetown can reach 78°F, while at night they dip to 62°F. Wrap up your sightseeing on the 9th (Mon) early enough to travel to Oak Bluffs.

Things to do in Provincetown

Outdoors · Parks · Beaches · Museums

Side Trips

Oak Bluffs, Martha's Vineyard

— 2 nights
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. Start off your visit on the 10th (Tue): don't miss a visit to Aquinnah Cliffs, experience rural life at Morning Glory Farm, then enjoy the sand and surf at Katama Beach/ South Beach, and finally kick back and relax at Inkwell Beach. Get ready for a full day of sightseeing on the 11th (Wed): don't miss a visit to Circuit Avenue, then don't miss a visit to Flying Horses Carousel, then visit Martha's Vineyard Camp meeting Association (MVCMA), and finally admire the landmark architecture of Trinity Park Tabernacle.

To find maps, more things to do, where to stay, and tourist information, read Oak Bluffs online travel route planner.

You can do a combination of taxi and ferry from Provincetown to Oak Bluffs in 3 hours. Other options are to do a combination of car and ferry; or do a combination of bus and ferry. In August, daily temperatures in Oak Bluffs can reach 79°F, while at night they dip to 59°F. Cap off your sightseeing on the 11th (Wed) early enough to catch the flight to Salem.

Things to do in Oak Bluffs

Parks · Historic Sites · Beaches · Outdoors

Side Trips

Salem

— 2 nights

Witch City

Best known for its 1692 witch trials, Salem has a number of significant historical sites, a bustling downtown, and many witch-themed attractions.
Start off your visit on the 12th (Thu): kick back and relax at Good Harbor Beach, then take a memorable tour with Tours, and then pause for some photo ops at Stickworks Statue - What the Birds Know - by Patrick Dougherty. On your second day here, explore the world behind art at Peabody Essex Museum, get engrossed in the history at Salem Witch Museum, then browse the exhibits of The House of the Seven Gables, and finally take in the waterfront at Pickering Wharf.

To see maps, other places to visit, and other tourist information, use the Salem trip itinerary tool.

Fly from Oak Bluffs to Salem in 2.5 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry, bus, and train. In August, daytime highs in Salem are 80°F, while nighttime lows are 61°F. Wrap up your sightseeing on the 13th (Fri) early enough to drive to Boston.

Things to do in Salem

Outdoors · Museums · Wildlife · Tours

Side Trip

Boston

— 4 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.
Boston is known for historic sites, museums, and parks. Your plan includes some of its best attractions: admire the natural beauty at Boston Public Garden, buy something for everyone on your list at Faneuil Hall Marketplace, admire the masterpieces at Museum of Fine Arts, and get engrossed in the history at USS Constitution Museum.

To find maps, more things to do, and more tourist information, you can read our Boston online trip itinerary builder.

You can drive from Salem to Boston in an hour. Alternatively, you can take a train; or take a bus. Expect a daytime high around 81°F in August, and nighttime lows around 65°F. Finish your sightseeing early on the 17th (Tue) so you can fly back home.

Things to do in Boston

Museums · Historic Sites · Parks · Childrens Museums

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.