Jack’s Southie · The Guide
Southie eats better than it ever has, and the Broadways carry most of it. Start with these.
At the gate of Castle Island since 1951. Crinkle-cut fries, hot dogs by the water, and the line on a March Saturday tells you spring has arrived in Southie.
A James Beard-winning enoteca on West Broadway, with handmade pasta that put the neighborhood on Boston's serious-food map without losing the room's warmth.
The West Broadway anchor: a full-house brunch institution, and the room where half of Southie seems to be at any given hour.
Tacos and oysters under neon: loud, fun, and permanently full. The Southie Saturday night starts or ends here.
Red-sauce Italian done right on West Broadway, with a supper club downstairs. The neighborhood's date-night pick.
Jack has rented South Boston since 2006. Exclusives land on his site before the portals see them.
