The relaxed atmosphere at this waterfront spot will surely help to break the ice, but you'll also have to break open a few crab legs. Order from a variety of crab legs and bond with your sweetheart as you both don bibs, disassemble crustaceans, and dip them in butter. Barking Crab doesn't take reservations, so be prepared to spend some time at the bar beforehand.
88 Sleeper St., Boston. 617-426-2722. barkingcrab.com