32 days in Massachusetts Itinerary

32 days in Massachusetts Itinerary

Created using Inspirock Massachusetts trip maker

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Route & dates

32 days in Massachusetts Itinerary

Start: Sao Paulo
Fly:  13​h
1
Provincetown
— 6 nights
Drive:  1​h 15​min
2
Sandwich
— 5 nights
Drive:  1​h 30​min
3
Oak Bluffs, Martha's Vineyard
— 5 nights
Drive:  2​h 30​min
4
Nantucket
— 5 nights
Ferry + Drive:  2​h 30​min
5
Boston
— 10 nights
Fly:  13​h 15​min
End: Sao Paulo

6
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.
Explore Provincetown's surroundings by going to Eastham (Coast Guard Beach, Salt Pond Visitor Center, & more), Chatham (Chatham Railroad Museum & Atwood Museum) and Nauset Beach (in Orleans). And it doesn't end there: see the interesting displays at Pilgrim Monument & Provincetown Museum, don't miss a visit to Commercial Street, browse the collection at Provincetown Library, and tour the pleasant surroundings at Race Point Beach.

For more things to do, reviews, other places to visit, and other tourist information, read Provincetown day trip planner .

Sao Paulo, Brazil to Provincetown is an approximately 13-hour flight. You can also do a combination of flight and ferry; or do a combination of flight and bus. The time zone changes from Brasilia Time to Eastern Standard Time, which is usually a -2 hour difference. Traveling from Sao Paulo in March, expect Provincetown to be colder, temps between 5°C and -1°C. Wrap up your sightseeing on the 21st (Sat) early enough to drive to Sandwich.

Things to do in Provincetown

Outdoors Beaches Parks

Side Trips

Eastham, Wellfleet, Chatham, Cape Cod National Seashore, Nauset Beach
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Pilgrim Monument & Provincetown Museum ©
Race Point Beach ©
Race Point Beach

5
nights
Sandwich

Sandwich ©
Sandwich is a town in Barnstable County, Massachusetts, United States. Venture out of the city with trips to Lizzie Borden House (in Fall River), Falmouth (Falmouth Museums on the Green, Highfield Hall & Gardens, & more) and Captain Bangs Hallet House Museum (in Yarmouth Port). Next up on the itinerary: examine the collection at Heritage Museums & Gardens, engage your brain at Sandwich Glass Museum, look for all kinds of wild species at Monomoy National Wildlife Refuge, and get engrossed in the history at Plimoth Plantation.

For photos and other tourist information, you can read our Sandwich travel planner .

You can drive from Provincetown to Sandwich in 1.5 hours. Alternatively, you can take a bus. March in Sandwich sees daily highs of 7°C and lows of -3°C at night. Wrap up your sightseeing on the 26th (Thu) to allow time to drive to Oak Bluffs.

Things to do in Sandwich

Museums Parks Historic Sites

Side Trips

Falmouth, Plymouth, New Bedford, Nickerson State Park, Lizzie Borden House
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Sandwich Glass Museum ©
Sandwich Glass Museum
Plimoth Plantation ©
Plimoth Plantation

5
nights
Oak Bluffs, Martha's Vineyard

Oak Bluffs ©
Oak Bluffs is a town located on the island of Martha's Vineyard in Dukes County, Massachusetts, United States. You'll find plenty of places to visit near Oak Bluffs: Aquinnah (Gay Head Lighthouse & Aquinnah Lighthouse). And it doesn't end there: play a few rounds at Farm Neck Golf Club, don't miss a visit to Katama Airfield, look for gifts at Chilmark Chocolates, and get lost in a book at Edgartown Public Library.

For ratings, reviews, other places to visit, and other tourist information, read our Oak Bluffs tour itinerary maker tool .

Drive from Sandwich to Oak Bluffs in 1.5 hours. In March, plan for daily highs up to 7°C, and evening lows to -2°C. Cap off your sightseeing on the 31st (Tue) early enough to go by car to Nantucket.

Things to do in Oak Bluffs

Historic Sites Parks Wildlife

Side Trips

Edgartown, West Tisbury, Aquinnah, Chilmark Chocolates, Vineyard Haven Public Library
Highlights from your plan
Edgartown Lighthouse ©
Edgartown Lighthouse
Farm Neck Golf Club ©
Farm Neck Golf Club
Chilmark Chocolates ©
Chilmark Chocolates

5
nights
Nantucket

Nantucket ©
Nantucket is an island about 30mi by ferry south from Cape Cod, in the American state of Massachusetts. Nantucket is known for museums, beaches, historic sites, breweries & distilleries, and outdoors. Your plan includes some of its best attractions: examine the collection at Whaling Museum, admire the natural beauty at Oldest House (Jethro Coffin House) and Kitchen Garden, visit a coastal fixture at Great Point Light, and get lost in a book at Nantucket Atheneum.

For more things to do, where to stay, photos, and other tourist information, refer to the Nantucket trip planner .

Getting from Oak Bluffs to Nantucket by car takes about 2.5 hours. In March, plan for daily highs up to 7°C, and evening lows to 0°C. Finish your sightseeing early on the 5th (Sun) to allow enough time to travel to Boston.

Things to do in Nantucket

Historic Sites Museums Parks
Highlights from your plan
Whaling Museum ©
Whaling Museum
Nantucket Atheneum ©
Nantucket Atheneum

10
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.
Get out of town with these interesting Boston side-trips: The Fairbanks House (in Dedham), Salem (Witch Pix, Peabody Essex Museum, & more) and Dolphin & Whale Watching (in Gloucester). And it doesn't end there: explore the world behind art at Museum of Fine Arts, wander the streets of North End, examine the collection at John F. Kennedy Presidential Museum & Library, and get up close and personal with brilliant marine life at New England Aquarium.

To find reviews, traveler tips, and other tourist information, read Boston trip maker .

You can do a combination of ferry and car from Nantucket to Boston in 2.5 hours. Other options are to fly; or do a combination of flight and bus. In April in Boston, expect temperatures between 15°C during the day and 5°C at night. Finish your sightseeing early on the 15th (Wed) so you can travel back home.

Things to do in Boston

Museums Historic Sites Tours

Side Trips

Salem, Cambridge, Dolphin & Whale Watching, Beanstalk Adventure Ropes Course, Eustis Estate Museum
Highlights from your plan
Boston Public Garden ©
Boston Public Garden
Boston Common ©
Boston Common
Freedom Trail ©
Freedom Trail

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