While Napa Valley is an iconic California destination synonymous with wine, there are some under-the-radar regions that deserve the same hype. Napa’s nearest neighbor, Sonoma County, which is a larger region with a more diverse wine portfolio, is one of them. The city of Healdsburg, in northern Sonoma County, is a charming 19th-century gem surrounded by vineyards. It has been referred to as the “Tuscany of California Wine Country.” With a vast countryside studded with vines and cypress trees, and a town focused on Italian culture, cuisine, and wine-making, Healdsburg is the perfect destination for a Tuscan-inspired weekend.