8 days in Massachusetts Itinerary

8 days in Massachusetts Itinerary

Created using Inspirock Massachusetts vacation planner

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Route & dates

8 days in Massachusetts Itinerary

Start: Toronto
ferry + Fly:  4​h
1
Provincetown
— 1 night
Drive:  1​h 45​min
2
Falmouth
— 2 nights
Drive:  1​h 30​min
3
Boston
— 4 nights
Fly + ferry:  4​h 15​min
End: Toronto

1
night
Provincetown

Provincetown ©
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.
Kick off your visit on the 13th (Thu): enjoy the sand and surf at Race Point Beach, get lost in a book at Provincetown Library, and then take in the waterfront at MacMillan Wharf. Get ready for a full day of sightseeing on the 14th (Fri): pause for some photo ops at Pilgrim Monument & Provincetown Museum and then kick back and relax at Cape Cod National Seashore.

To see maps, reviews, ratings, and other tourist information, read Provincetown journey builder .

Toronto, Canada to Provincetown is an approximately 4-hour flight. You can also drive; or take a bus. June in Provincetown sees daily highs of 26°C and lows of 15°C at night. Finish your sightseeing early on the 14th (Fri) to allow enough time to drive to Falmouth.

Things to do in Provincetown

Parks Beaches Outdoors

Side Trip

Cape Cod National Seashore
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Pilgrim Monument & Provincetown Museum ©
Race Point Beach ©
Race Point Beach

2
nights
Falmouth

Falmouth ©
Falmouth is a town in Barnstable County, Massachusetts, United States; Barnstable County is coextensive with Cape Cod. On the 15th (Sat), engage your brain at Sandwich Glass Museum, examine the collection at Heritage Museums & Gardens, then contemplate the waterfront views at Cape Cod Canal, and finally grab your bike and head to Shining Sea Bikeway. Get ready for a full day of sightseeing on the next day: appreciate the extensive heritage of Cornelia Carey Sanctuary (The Knob), admire the masterpieces at Highfield Hall & Gardens, then get engrossed in the history at Plimoth Plantation, and finally steep yourself in history at Plymouth Rock.

For traveler tips, maps, photos, and other tourist information, use the Falmouth online journey planner .

Traveling by car from Provincetown to Falmouth takes 2 hours. Alternatively, you can take a bus. In June, plan for daily highs up to 26°C, and evening lows to 15°C. Finish your sightseeing early on the 16th (Sun) to allow enough time to drive to Boston.

Things to do in Falmouth

Museums Parks Historic Sites

Side Trips

Plymouth, Sandwich, Cape Cod Canal
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum
Plimoth Plantation ©
Plimoth Plantation

4
nights
Boston

Boston ©
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.
When in Boston, make a side trip to see Dolphin & Whale Watching in Gloucester, approximately 50 minutes away. The adventure continues: admire all the interesting features of Fenway Park, get advice or help at John F. Kennedy Presidential Museum & Library, stroll around Boston Public Garden, and get to know the fascinating history of Freedom Trail.

Find out how to plan Boston trip without stress by asking Inspirock to help create an itinerary.

You can drive from Falmouth to Boston in 1.5 hours. Another option is to take a bus. In June, daily temperatures in Boston can reach 28°C, while at night they dip to 18°C. Cap off your sightseeing on the 20th (Thu) early enough to travel back home.

Things to do in Boston

Museums Tours Parks

Side Trip

Dolphin & Whale Watching
Highlights from your plan
Freedom Trail ©
Freedom Trail
Fenway Park ©
Fenway Park
Museum of Fine Arts ©
Museum of Fine Arts

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