5 days in Massachusetts Itinerary

5 days in Massachusetts Itinerary

Created using Inspirock Massachusetts itinerary planner

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

S M T W T F S
20
21
22
23
24
25
26
27
28
29
30
1
2
3

1
night
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.
Start off your visit on the 23rd (Wed): get engrossed in the history at Louisa May Alcott's Orchard House, take in nature's colorful creations at Boston Public Garden, then get to know the fascinating history of Louisburg Square, then visit North End, and finally get to know the fascinating history of Freedom Trail. On the 24th (Thu), you'll have a packed day of sightseeing: browse the different shops at Faneuil Hall Marketplace, browse the eclectic array of goods at Quincy Market, then get a new perspective on things with Boat Tours & Water Sports, and finally stop by Crow Haven Corner.

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

Syracuse to Boston is an approximately 4-hour flight. You can also drive; or take a bus. Traveling from Syracuse in September, plan for a bit warmer nights in Boston, with lows around 59°F. Finish your sightseeing early on the 24th (Thu) to allow enough time to ride a ferry to Provincetown.

Things to do in Boston

Shopping · Historic Sites · Outdoors · Wildlife

Side Trips

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.
On the 25th (Fri), kick back and relax at Cape Cod National Seashore, then kick back and relax at Coast Guard Beach, and then enjoy the sand and surf at Nauset Beach. Here are some ideas for day two: explore the galleries of Pilgrim Monument & Provincetown Museum, enjoy the sand and surf at Race Point Beach, enjoy the sand and surf at Corn Hill Beach, then enjoy the sand and surf at Nauset Light Beach, and finally kick back and relax at Marconi Beach.

For traveler tips, photos, maps, and tourist information, use the Provincetown trip planner.

Getting from Boston to Provincetown by ferry takes about 2.5 hours. Other options: fly; or drive. In September, plan for daily highs up to 71°F, and evening lows to 57°F. Finish your sightseeing early on the 26th (Sat) so you can drive to Sandwich.

Things to do in Provincetown

Outdoors · Parks · Beaches · Museums

Side Trips

1
night
Sandwich

Sandwich is a town in Barnstable County, Massachusetts, United States. Start off your visit on the 27th (Sun): take a memorable tour with Hyannis Whale Watcher Cruises, then enjoy the sand and surf at Craigville Beach, then steep yourself in history at Hoxie House, and finally tour the pleasant surroundings at Shining Sea Bikeway.

To find maps, where to stay, more things to do, and tourist information, you can read our Sandwich trip itinerary maker.

Drive from Provincetown to Sandwich in 1.5 hours. Alternatively, you can take a bus. In September in Sandwich, expect temperatures between 73°F during the day and 55°F at night. Finish up your sightseeing early on the 27th (Sun) so you can travel back home.

Things to do in Sandwich

Outdoors · Wildlife · Tours · Parks

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.