7 days in Massachusetts Itinerary

7 days in Massachusetts Itinerary

Created using Inspirock Massachusetts trip planner

Plan created by another user. Make it yours
Fly
1
Provincetown
— 1 night
Drive
2
Hyannis
— 1 night
Drive
3
Boston
— 4 nights
Fly

S M T W T F S
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1
night
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.
On the 1st (Thu), kick back and relax at Race Point Beach. On the 2nd (Fri), you'll have a packed day of sightseeing: appreciate the history behind Pilgrim Monument & Provincetown Museum and then enjoy the sand and surf at Cape Cod National Seashore.

To find photos, more things to do, where to stay, and tourist information, use the Provincetown trip planner.

Tallahassee to Provincetown is an approximately 8.5-hour flight. You can also drive; or do a combination of bus, train, and ferry. When traveling from Tallahassee in October, plan for much colder days and little chillier nights in Provincetown: temperatures range from 63°F by day to 49°F at night. Cap off your sightseeing on the 2nd (Fri) early enough to go by car to Hyannis.

Things to do in Provincetown

Outdoors · Beaches · Parks · Museums

Side Trip

1
night
Hyannis

Capital of Cape Cod

"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Kick off your visit on the 3rd (Sat): see the interesting displays at John F Kennedy Hyannis Museum, then explore the world behind art at Sandwich Glass Museum, then get up close to creatures of the deep with Hyannis Whale Watcher Cruises, and finally steep yourself in history at Captain Bangs Hallet House Museum.

For more things to do, ratings, and other tourist information, read Hyannis trip itinerary app.

Traveling by car from Provincetown to Hyannis takes 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 64°F in October, and nighttime lows around 48°F. Wrap up your sightseeing on the 3rd (Sat) early enough to drive to Boston.

Things to do in Hyannis

Outdoors · Tours · Wildlife · Museums

Side Trips

4
nights
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.
Deepen your sense of the past at sights like Freedom Trail and The House of the Seven Gables. You'll explore and learn at Museum of Fine Arts and John F. Kennedy Presidential Museum & Library. Venture out of the city with trips to Dolphin & Whale Watching (in Gloucester), Salem (Fished Impressions, Peabody Essex Museum, &more) and Louisa May Alcott's Orchard House (in Concord). There's still lots to do: wander the streets of North End, explore the galleries of Boston Tea Party Ships & Museum, steep yourself in history at The Paul Revere House, and stroll around Boston Public Garden.

For where to stay, ratings, traveler tips, and tourist information, go to the Boston trip maker.

You can drive from Hyannis to Boston in 1.5 hours. Other options are to take a bus; or fly. In October in Boston, expect temperatures between 64°F during the day and 50°F at night. Wrap up your sightseeing on the 7th (Wed) to allow time to travel back home.

Things to do in Boston

Museums · Historic Sites · Outdoors · Tours

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.