5 days in Massachusetts Itinerary

5 days in Massachusetts Itinerary

Created using Inspirock United States vacation planner

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Route & dates

5 days in Massachusetts Itinerary

Start: New York City
Fly + bus:  3​h 15​min
1
Boston
— 3 nights
ferry:  1​h 30​min
2
Provincetown
— 1 night
Drive:  1​h 15​min
3
Hyannis
— Few hours
Fly:  3​h 15​min
End: New York City

3
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.
Boston is known for museums, historic sites, parks, shopping, and nightlife. Your plan includes some of its best attractions: explore and take pictures at Fenway Park, buy something for everyone on your list at Faneuil Hall Marketplace, admire the natural beauty at Boston Public Garden, and wander the streets of North End.

Plan my trip to Boston with suggested itineraries provided by Inspirock.

New York City to Boston is an approximately 3.5-hour combination of flight and bus. You can also drive; or take a bus. Traveling from New York City in May, expect little chillier with lows of 50°F in Boston. Finish your sightseeing early on the 17th (Thu) to allow enough time to ride a ferry to Provincetown.

Things to do in Boston

#Museums, #Parks, #Historic Sites
Highlights from your plan
Fenway Park ©
Fenway Park
Freedom Trail ©
Freedom Trail
Museum of Fine Arts ©
Museum of Fine Arts

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.
On the 17th (Thu), kick back and relax at Race Point Beach, then appreciate the history behind Pilgrim Monument & Provincetown Museum, then take a leisurely stroll along MacMillan Wharf, and finally browse the collection at Provincetown Library.

To find reviews, traveler tips, ratings, and other tourist information, read our Provincetown itinerary website .

Traveling by ferry from Boston to Provincetown takes 1.5 hours. Alternatively, you can do a combination of bus and flight; or drive. In May, plan for daily highs up to 64°F, and evening lows to 48°F. Wrap up your sightseeing on the 18th (Fri) early enough to drive to Hyannis.

Things to do in Provincetown

#Beaches, #Parks, #Outdoors
Highlights from your plan
Race Point Beach ©
Race Point Beach
Provincetown Library ©
Provincetown Library

few
hours
Hyannis

Hyannis ©
"The Capital of the Cape," Hyannis serves as Cape Cod's main transportation and commercial hub.
Start off your visit on the 18th (Fri): see the interesting displays at Heritage Museums & Gardens, make a trip to Old King's Hwy, and then contemplate the long history of Edward Gorey House.

For where to stay, more things to do, and more tourist information, read our Hyannis journey planner .

You can drive from Provincetown to Hyannis in 1.5 hours. Alternatively, you can take a bus. In May, daytime highs in Hyannis are 64°F, while nighttime lows are 48°F. Finish your sightseeing early on the 18th (Fri) so you can travel back home.

Things to do in Hyannis

#Museums, #Historic Sites

Side Trips

Sandwich, Edward Gorey House
Highlights from your plan
Heritage Museums & Gardens ©
Heritage Museums & Gardens
Edward Gorey House ©
Edward Gorey House

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