11 days in Massachusetts Itinerary

11 days in Massachusetts Itinerary

Created using Inspirock Massachusetts travel planner

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Route & dates

11 days in Massachusetts Itinerary

Start: New York City
bus + Fly:  3​h
1
Boston
— 2 nights
ferry:  1​h 30​min
2
Provincetown
— 3 nights
Drive:  1​h 15​min
3
Sandwich
— 2 nights
Drive:  2​h 45​min
4
Nantucket
— 3 nights
Fly:  4​h 30​min
End: New York City

2
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.
Step out of Boston to go to Ogunquit and see Marginal Way Walkway, which is approximately 1h 30 min away. There's lots more to do: explore the world behind art at Museum of Fine Arts, walk around Boston Public Garden, appreciate the extensive heritage of Freedom Trail, and wander the streets of North End.

Start your trip to Boston by creating a personalized itinerary on Inspirock.

New York City to Boston is an approximately 3-hour combination of bus and flight. You can also fly; or drive. In September, Boston is a bit cooler than New York City - with highs of 75°F and lows of 59°F. Wrap up your sightseeing on the 3rd (Thu) to allow time to ride a ferry to Provincetown.

Things to do in Boston

Historic Sites Museums Parks

Side Trip

Marginal Way Walkway
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Marginal Way Walkway ©
Marginal Way Walkway
Boston Public Garden ©
Boston Public Garden

3
nights
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.
Change things up with a short trip to Nauset Beach in Orleans (about 48 minutes away). And it doesn't end there: examine the collection at Pilgrim Monument & Provincetown Museum, contemplate the waterfront views at Provincetown Waterfront Memorial Park, enjoy the sand and surf at Cape Cod National Seashore, and don't miss a visit to Commercial Street.

For reviews, maps, traveler tips, and other tourist information, refer to the Provincetown day trip website .

Traveling by ferry from Boston to Provincetown takes 1.5 hours. Alternatively, you can fly; or drive. Expect a daytime high around 71°F in September, and nighttime lows around 57°F. Finish your sightseeing early on the 6th (Sun) to allow enough time to drive to Sandwich.

Things to do in Provincetown

Outdoors Parks Beaches

Side Trips

Cape Cod National Seashore, Nauset Beach, Truro Vineyards of Cape Cod
Highlights from your plan
Race Point Beach ©
Race Point Beach
Cape Cod National Seashore ©
Cape Cod National Seashore

2
nights
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. Start off your visit on the 7th (Mon): explore the world behind art at Sandwich Glass Museum, examine the collection at Heritage Museums & Gardens, then make a trip to Old King's Hwy, and finally pause for some photo ops at Plymouth Rock. Here are some ideas for day two: stroll through Shining Sea Bikeway, then contemplate the long history of Hoxie House, then take an in-depth tour of Plimoth Plantation, and finally steep yourself in history at Mayflower II.

For maps, traveler tips, where to stay, and tourist information, read Sandwich road trip tool .

You can drive from Provincetown to Sandwich in 1.5 hours. Alternatively, you can take a bus. In September, daily temperatures in Sandwich can reach 73°F, while at night they dip to 55°F. Cap off your sightseeing on the 8th (Tue) early enough to go by car to Nantucket.

Things to do in Sandwich

Museums Historic Sites Trails

Side Trips

Plymouth, Shining Sea Bikeway
Highlights from your plan
Sandwich Glass Museum ©
Sandwich Glass Museum
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Plimoth Plantation ©
Plimoth Plantation

3
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. On the 9th (Wed), examine the collection at Whaling Museum, get lost in a book at Nantucket Atheneum, and then enjoy the sand and surf at Jetties Beach. Here are some ideas for day two: enjoy the sea views from Sankaty Head Lighthouse, then take in the architecture and atmosphere at St Paul's Episcopal Church, then visit a coastal fixture at Brant Point Lighthouse, and finally stroll through Madaket Beach.

For ratings, reviews, more things to do, and tourist information, go to the Nantucket trip planner .

Drive from Sandwich to Nantucket in 3 hours. In September in Nantucket, expect temperatures between 71°F during the day and 59°F at night. On the 11th (Fri), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Nantucket

Parks Beaches Outdoors
Highlights from your plan
Madaket Beach ©
Madaket Beach
Whaling Museum ©
Whaling Museum
Sankaty Head Lighthouse ©
Sankaty Head Lighthouse

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