The North End of Boston is known for a plethora of amazing Italian restaurants, so book a table at Bricco, which boasts a relaxed atmosphere and mouthwatering entrees like braised duck breast, veal and more. Or, head to Lucca, also in the North End. Options include pan-seared scallops, fresh rigatoni and—for dessert—tiramisu with toasted hazelnuts or a dark chocolate cannoli.
Finish your trip with some cocktails. Parker’s Bar offers barrel-aged cocktails, from rye Manhattans to tequila old fashioneds, as well as classic Moscow mules and other fun libations, like the Botanical Crush.
Lolita Cocina & Tequila Bar in Back Bay also has a fun atmosphere, with dim pink lighting, small plates and fruit cocktails—think: peach sangrias, watermelon mojitos and more.
If you’re lucky, you might even be able to catch a show at one of Boston’s numerous venues, like The Beehive, which is always buzzing with blues and jazz musicians, or The Plough & Stars. For something completely unique, head to Lizard Lounge, which boasts great cocktails and amazing live poetry readings.