Itinerary · Boston · United States
5 days in Boston
A day-by-day plan grouped by neighbourhood, so you spend your time seeing Boston, not crossing it.
Updated By the AMZBooking editorial team
Quick answer
5 days is enough to see Boston's highlights at a comfortable pace, with time for day trips. Day 1: Freedom Trail and Faneuil Hall and Quincy Market. Day 2: Museum of Fine Arts and Isabella Stewart Gardner Museum. Day 3: New England Aquarium and USS Constitution. Base yourself in Back Bay.
Key facts
- Days
- 5
- Sights covered
- 13
- Day trips
- 1
- Best base
- Back Bay
- Book ahead
- Fenway Park and Isabella Stewart Gardner Museum
Day by day
Day 1: Freedom Trail and Faneuil Hall and Quincy Market
Freedom Trail, Faneuil Hall and Quincy Market and Boston Common and Public Garden, then Fenway Park in the evening.
Morning
Freedom Trail
Walk it north from Boston Common in the morning and break for lunch in the North End; most sites can be seen from outside for free, and a few charge entry. (3–4 hours, free).
Late morning
Faneuil Hall and Quincy Market
Quincy Market is fine for a quick cup of chowder, but the North End and the Boston Public Market nearby are better for a proper meal. (1 hour, free).
Lunch
Lunch: New England clam chowder
Union Oyster House near Faneuil Hall, open since 1826 and among the oldest restaurants in the US, and seafood restaurants all over the city.
Afternoon
Boston Common and Public Garden
The Swan Boats run from spring to late summer; in winter, the Frog Pond on the Common becomes an ice rink. (1–2 hours, free).
Evening
Fenway Park
Arrive early to walk Jersey Street and Lansdowne Street, which fill with food stands and bars before the first pitch.
Day 2: Museum of Fine Arts and Isabella Stewart Gardner Museum
Museum of Fine Arts, Isabella Stewart Gardner Museum and Old North Church and Paul Revere House, then Fenway and Lansdowne Street in the evening.
Morning
Museum of Fine Arts
Look up in the rotunda and main staircase at the murals Sargent painted for the museum in the 1920s. (3 hours, mid-priced).
Late morning
Isabella Stewart Gardner Museum
Anyone named Isabella gets in free, as does everyone on their birthday. (1.5–2 hours, mid-priced).
Lunch
Lunch: Lobster roll
Neptune Oyster in the North End is known for its warm buttered version; seafood shacks on the waterfront and in the Seaport serve the cold style.
Afternoon
Old North Church and Paul Revere House
Visit the two back to back, then walk to Hanover Street for a cannoli. (1.5 hours, low cost).
Evening
Fenway and Lansdowne Street
Sports bars, the House of Blues and the MGM Music Hall around Fenway Park, packed on game and concert nights.
Day 3: New England Aquarium and USS Constitution
New England Aquarium, USS Constitution and Harvard Yard, then Faneuil Hall and the Financial District in the evening.
Morning
New England Aquarium
Whale-watching trips to Stellwagen Bank take about three to four hours; take seasickness precautions if you need them. (2–3 hours, mid-priced).
Late morning
USS Constitution
Adults need photo ID for the security check at the ship; the MBTA ferry from Long Wharf to the Navy Yard doubles as a short, cheap harbour cruise. (1.5 hours, free).
Lunch
Lunch: Fried clams
Clam shacks on the North Shore, especially in Essex and Ipswich, and seafood counters in the city in summer.
Afternoon
Harvard Yard
Take the Red Line to Harvard, walk the Yard, then browse the bookshops of Harvard Square. (1–2 hours, free).
Evening
Faneuil Hall and the Financial District
Irish pubs with live music and after-work bars near Quincy Market.
Day 4: Day trip to Salem
About 30 minutes by train each way. Getting there: Commuter rail from North Station; seasonal ferry from Long Wharf.
Morning
Travel to Salem
About 30 minutes by train (Commuter rail from North Station; seasonal ferry from Long Wharf); about 25 km.
Day
Salem
Known for the witch trials of 1692, Salem has the Witch Trials Memorial, the House of the Seven Gables that inspired Nathaniel Hawthorne, a historic maritime waterfront and the Peabody Essex Museum, one of the oldest continuously operating museums in the US. Best for culture and families.
Evening
Back in Boston
Dinner: try Oysters.
Day 5: Boston Public Library, Central Library and Trinity Church
Boston Public Library, Central Library, Trinity Church and Mapparium, then Seaport District in the evening.
Morning
Boston Public Library, Central Library
Sit in the courtyard on a sunny day; it is one of the calmest spots in Back Bay. (1 hour, free).
Late morning
Trinity Church
For the reflection shot, stand on the south side of Copley Square and look back at the church against the tower. (45 minutes, low cost).
Lunch
Lunch: Oysters
Raw bars across the city, from Union Oyster House's historic counter to Seaport and South End restaurants; many have weekday happy-hour deals.
Afternoon
Mapparium
Combine it with a walk around the long reflecting pool of Christian Science Plaza outside. (45 minutes, low cost).
Evening
Seaport District
Rooftop bars, waterfront terraces and lounges in the new towers along the harbour.
Before you go
Reserve timed tickets for Fenway Park and Isabella Stewart Gardner Museum before you travel; the rest of this plan needs no advance booking.
Where to stay for this itinerary
With 5 nights, Back Bay keeps most of this route within easy reach. For a calmer or cheaper base, Beacon Hill ($$$$) suits couples, quiet stays and culture. Compare every area.
Pace and daylight
The sights in this plan add up to roughly 21–26 hours of visiting over 5 days, before meals and getting between them. Daylight runs from about 9.1 hours in December to 15.3 hours in June, so in winter start early and keep museums for the afternoon.
More or fewer days
Questions travellers ask
+Is 5 days enough in Boston?
5 days is enough to see Boston's highlights at a comfortable pace, with time for day trips. How many days Boston needs.
+What should I book before visiting Boston?
Fenway Park and Isabella Stewart Gardner Museum.