Ventuno's Back Bar
Behind Ventunos, the stately former home and now restaurant on Federal Street, is a relaxed back patio. Under their trellis of vines, you can sip on a sumptuous glass of red wine and sample from Ventuno's antipasti—a fritto misto or kale caesar—or a late-night dessert. The patio is ideal for Nantucket's warm summer nights, when locals mingle with the summer crowd. But most regulars prefer it on cooler (and less crowded) fall evenings. Either way, bartender Matt Hayes serves up mouth-watering cocktails in a welcoming setting.