8 days in Massachusetts Itinerary

8 days in Massachusetts Itinerary

Created using Inspirock Massachusetts attractions planner

Make it your trip
Fly
1
Boston
— 3 nights
Fly
2
Provincetown
— 2 nights
Drive
3
Sandwich
— 2 nights
Fly

S M T W T F S
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Boston

— 3 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.
Kids will enjoy Museum of Fine Arts and Freedom Trail. And it doesn't end there: admire the natural beauty at Boston Public Garden, get curious at Museum of Science, wander the streets of North End, and get engrossed in the history at New England Holocaust Memorial.

To see ratings, maps, and other tourist information, read our Boston trip website.

Washington DC to Boston is an approximately 3.5-hour flight. You can also take a train; or drive. Plan for a bit cooler temperatures traveling from Washington DC in May, with highs in Boston at 67°F and lows at 50°F. Wrap up your sightseeing on the 19th (Tue) early enough to travel to Provincetown.

Things to do in Boston

Museums · Parks · Childrens Museums · Historic Sites

Provincetown

— 2 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.
Start off your visit on the 20th (Wed): see the interesting displays at Pilgrim Monument & Provincetown Museum and then tour the pleasant surroundings at Cape Cod National Seashore. On the 21st (Thu), you'll have a packed day of sightseeing: tour the pleasant surroundings at Nauset Beach, then enjoy the sand and surf at Coast Guard Beach, and then enjoy the sand and surf at Race Point Beach.

To find traveler tips, ratings, other places to visit, and tourist information, read Provincetown online holiday planner.

You can fly from Boston to Provincetown in 2 hours. Alternatively, you can ride a ferry; or drive. May in Provincetown sees daily highs of 63°F and lows of 48°F at night. Cap off your sightseeing on the 21st (Thu) early enough to go by car to Sandwich.

Things to do in Provincetown

Beaches · Outdoors · Parks · Museums

Side Trips

Sandwich

— 2 nights
Sandwich is a town in Barnstable County, Massachusetts, United States. Start off your visit on the 22nd (Fri): see the interesting displays at Heritage Museums & Gardens, then take an in-depth tour of Plimoth Patuxet, then take in nature's colorful creations at Brewster Gardens, and finally pause for some photo ops at Plymouth Rock. Keep things going the next day: get curious at Sandwich Glass Museum, then tour the pleasant surroundings at Shining Sea Bikeway, and then enjoy the sand and surf at Old Silver Beach.

For more things to do, traveler tips, other places to visit, and more tourist information, refer to the Sandwich trip itinerary app.

Traveling by car from Provincetown to Sandwich takes 1.5 hours. Alternatively, you can take a bus. In May, daily temperatures in Sandwich can reach 65°F, while at night they dip to 47°F. Wrap up your sightseeing on the 23rd (Sat) early enough to travel back home.

Things to do in Sandwich

Museums · Parks · Outdoors · Beaches

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.