South Boston Waterfront

Lucky's Lounge


355 Congress St.,
United States,

This well-hidden, subterranean spot in the Seaport District lacks any sort of signage, but visitors willing to search for it are rewarded with classic American comfort food, creative cocktails, and Sinatra-inspired swing dancing. Inside, the dim lounge is adorned with sleek banquettes, simple globe lights, and a small stage where Motown, jazz, and blues bands pack the dance floor Thursday through Sunday. Meanwhile, bartenders shake up specialty martinis like the fizzy raspberry lime Lady Luck. Patrons seeking a more relaxing experience can simply stop by earlier in the evening for a dinner of Kobe sliders and homemade bacon-wrapped meatloaf.