Boston is walkable and history-rich, with the Freedom Trail, Harvard and MIT, Fenway Park and plenty of seafood. Fall foliage and spring are lovely, and winter is cold and snowy.
Good to know
- Most sights are within a 30-minute walk; the T (subway) covers the rest.
- Book a table at Boston's best seafood places for lunch to avoid dinner crowds.
- Whale watching runs April to October from Long Wharf.
Eat this
Places the planner can use
Mark places as a must or something to skip. The itinerary is built only from this list; ★ marks the destination’s highlights.
America's oldest major-league ballpark; tours daily and games April to September.
One of the largest museums in the country, strong on Impressionists and ancient Egyptian art.
Venetian-style palace with an indoor courtyard garden and the site of a famous unsolved art heist.
2.5-mile red brick line linking 16 Revolutionary sites, from Boston Common to Bunker Hill.
Historic food hall and marketplace by the harbor, a good place for chowder.
Boston's Little Italy, for cannoli at Mike's Pastry or Modern, and old-world restaurants.
Student-led tours of the oldest university in the US, plus bookshops and cafes in Harvard Square.
Brownstones, boutiques and cafes, ending at the Public Garden and its swan boats.
Humpback and minke whales feed in Stellwagen Bank between April and October.
Witch Trials history, the Peabody Essex Museum and a quirky downtown, 30 minutes by train.
Waterfront restaurants for oysters, lobster and a harbor view.