8 days in Massachusetts Itinerary

8 days in Massachusetts Itinerary

Created using Inspirock Massachusetts itinerary planner

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

S M T W T F S
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25

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.
You'll find plenty of places to visit near Provincetown: Eastham (Salt Pond Visitor Center, Nauset Light Beach, &more). Next up on the itinerary: see the interesting displays at Pilgrim Monument & Provincetown Museum, take in the views from Uncle Tim's Bridge, get interesting insight from Art's Dune Tours, and take a leisurely stroll along MacMillan Wharf.

To find other places to visit, traveler tips, maps, and more tourist information, refer to the Provincetown trip tool.

San Francisco to Provincetown is an approximately 8.5-hour flight. You can also drive; or do a combination of subway, train, and ferry. The time zone difference moving from Pacific Standard Time to Eastern Standard Time is 3 hours. When traveling from San Francisco in September, plan for little chillier days in Provincetown, with highs around 71°F, while nights are about the same with lows around 57°F. Finish your sightseeing early on the 20th (Mon) to allow enough time to drive to Sandwich.

Things to do in Provincetown

Outdoors · Parks · Beaches · Museums

Side Trips

Sandwich

— 2 nights
Sandwich is a town in Barnstable County, Massachusetts, United States. Kick off your visit on the 21st (Tue): get curious at Sandwich Glass Museum, examine the collection at Heritage Museums & Gardens, then steep yourself in history at Hoxie House, and finally make a trip to Old King's Hwy. On the next day, get up close to creatures of the deep with Hyannis Whale Watcher Cruises, then relax in the rural setting at Coonamessett Farm, and then grab your bike and head to Shining Sea Bikeway.

To find maps, where to stay, reviews, and more tourist information, refer to the Sandwich online trip planner.

You can 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. Wrap up your sightseeing on the 22nd (Wed) to allow time to drive to Boston.

Things to do in Sandwich

Outdoors · Wildlife · Tours · Museums

Side Trips

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.
Boston is known for historic sites, museums, and parks. Your plan includes some of its best attractions: stroll around Boston Public Garden, buy something for everyone on your list at Faneuil Hall Marketplace, get advice or help at John F. Kennedy Presidential Museum & Library, and appreciate the history behind New England Holocaust Memorial.

To find reviews, photos, more things to do, and tourist information, go to the Boston online travel planner.

You can drive from Sandwich to Boston in 1.5 hours. Alternatively, you can take a bus. In September, daily temperatures in Boston can reach 75°F, while at night they dip to 59°F. Finish your sightseeing early on the 25th (Sat) to allow enough time to fly back home.

Things to do in Boston

Museums · Parks · Historic Sites · Tours

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.