Colonial history by day, a ballgame by night.
9:00 AM – 12:30 PM· 3h 30m
Walk the Freedom TrailMuseums & HistoryAnchor
A 2.5-mile red line through 16 Revolution-era sites, from the State House to the Old North Church — the essential Boston primer.
Bring: comfortable walking shoes
139 Tremont St, Boston, MA1:00 PM – 2:15 PM· 1h 15m
Lunch at Union Oyster HouseFood & Drink TrailsWorth it
Chowder and oysters at the oldest restaurant in America, right on the trail.
41 Union St, Boston, MA7:10 PM – 10:00 PM· 2h 50m
Red Sox game at Fenway ParkSports & GamedaysAnchor
The oldest ballpark in the majors (1912) — the Green Monster, a Fenway Frank, and a season-ending home game if the timing lands.
Bring: layers for evening chill
4 Jersey St, Boston, MA