14 days in Boston Itinerary

14 days in Boston Itinerary

Created using Inspirock Boston trip planner

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1
Boston
— 13 nights

13
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.
Eschew the tourist crowds and head to Castle Hill Lighthouse and National Museum of American Illustration. Your cultural itinerary includes sights like Captain Jackson’s Historic Chocolate Shop and the Printing Office of Edes and Gill and Jenney Museum. Change things up with these side-trips from Boston: Newport (Marble House, Rough Point, & more), Sachuest Beach (Second Beach) (in Middletown) and New Bedford Whaling Museum (in New Bedford). Spend a day of island exploring on the 3rd (Thu) at Boston Harbor Islands National Recreation Area. And it doesn't end there: admire the masterpieces at Ogunquit Museum of American Art, take an in-depth tour of Plimoth Plantation, head off the coast to Castle Island, and take a stroll through Waterfront.

To see more things to do, ratings, where to stay, and other tourist information, go to the Boston trip itinerary builder website .

In September, plan for daily highs up to 75°F, and evening lows to 59°F. Finish up your sightseeing early on the 12th (Sat) so you can travel back home.

Things to do in Boston

Parks Historic Sites Museums

Side Trips

Newport, Plymouth, Gloucester, Race Point Beach, New Bedford Whaling Museum
Highlights from your plan
Rough Point ©
Rough Point
Lizzie Borden House ©
Lizzie Borden House
New Bedford Whaling Museum ©
New Bedford Whaling Museum

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