27 days in Boston Itinerary

27 days in Boston Itinerary

Created using Inspirock Boston trip planner

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Boston
— 26 nights

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Boston

— 26 nights

Beantown

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.
Deepen your sense of the past at sights like Freedom Trail and Lizzie Borden House. You'll get in some beach time at Sachuest Beach (Second Beach) and Front Beach. Explore the numerous day-trip ideas around Boston: Nantasket Beach (in Hull), World's End (in Hingham) and Plymouth (The Jenney, Burial Hill, &more). The adventure continues: make a trip to International Tennis Hall of Fame, get the lay of the land with Walking tours, contemplate the long history of Captain Jackson’s Historic Chocolate Shop and the Printing Office of Edes and Gill, and admire the masterpieces at Ogunquit Museum of American Art.

To find out how to plan a trip to Boston, use our trip itinerary maker.

In May in Boston, expect temperatures between 67°F during the day and 50°F at night.

Things to do in Boston

Museums · Historic Sites · Parks · Nature

Side Trips