Grill 23 & Bar

Every city should have an old-school steakhouse with incredible service, great prime-aged steak, and perfect highball cocktails. Grill 23 is that spot in Boston. They’ve been open since 1983, serving up martinis speckled with chunks of ice, overflowing seafood towers, and steaks aged and cooked to perfection. One of the best things we put in our mouth this past year was the grade A5 wagyu striploin, but the 14-ounce prime New York steak isn’t shabby either. With two stories of space dedicated to beef, there’s a spot for most special occasions: secluded tables for two for an anniversary, a comfy club-style bar seat for a third date you’re especially excited about, and a private dining room to celebrate your extended family finally coming to visit.