Romantic weekend in Boston
A two-day Boston itinerary built for couples — slow mornings, sunset views, dinners worth dressing for and the quiet corners only locals know.
Top spots in Boston
North End
Food & DrinkNorth End
Boston's Little Italy — pasta, cannoli debates and Saint Anthony's Feast in August.
Boston Common & Public Garden
OutdoorsDowntown
America's oldest public park + swan boats on the lagoon.
Charles River Esplanade
OutdoorsBack Bay
Bike, sail or picnic with the Hatch Shell skyline view.
Freedom Trail
CultureDowntown
2.5-mile red-brick line past 16 Revolutionary War sites.
Isabella Stewart Gardner Museum
CultureFenway
Venetian-style palace + the world's most famous unsolved art heist.
Where to eat
Mike's Pastry
$Italian bakery · North End
Cannoli to go in the white-and-blue box — Boston rite of passage.
Toro
$$$Spanish tapas · South End
Ken Oringer's grilled-corn classic and standing-room paella nights.
Neptune Oyster
$$$New England seafood · North End
Lobster roll (hot or cold?) — no reservations, 90-min wait.
Oleana
$$$Mediterranean / Turkish · Cambridge
Ana Sortun's mezze and back-garden patio.
Saltie Girl
$$$Seafood · Back Bay
Tinned fish bar and a fried-lobster BLT to dream about.
Frequently asked
- Standouts right now: Freedom Trail, Boston Common & Public Garden, Isabella Stewart Gardner Museum. The shortlist is curated by people who live in Boston and refreshed regularly so it reflects what's actually open and worth your time.