Union League Cafe

Viñas is punching well above its weight class for a downtown wine bar, and the Chilean-focused list is genuinely worth your attention. If you care about South American wine at all, this is the most interesting pour in New Haven right now.

Miso is a sushi restaurant first and a wine destination never — but the Monday half-price bottle program and a well-placed Riesling keep it from falling into Lazy List territory. Come for the food, drink the Riesling, and show up on a Monday if you can.

Kamakura Sushi is a solid neighborhood sushi spot and you should absolutely go — just order sake, beer, or a soft drink and leave the wine list alone. The wine program exists in name only, and no amount of goodwill toward the kitchen changes that.

Shell & Bones is a reliable wine destination by New Haven waterfront standards — solid list, a sommelier on staff, and a happy hour that rewards the early arrivals. The markup stings a bit at full price, but the setting forgives a lot.

Heirloom is a hotel restaurant that quietly decided fortified and dessert wines were worth caring about, and that instinct alone makes it worth a detour. Don't come for a deep red wine list — come for the Tawnies, the Ben Rye, and the Madeira, and let the kitchen take care of the rest.

Skappo Merkato earns its Wild Card badge by doing something rare: committing fully to a region most restaurants ignore and making it work. If you're eating here anyway, skip the cocktail and let someone walk you through the Umbrian side of the list.