A budget destination for wine lovers, Portugal's second largest city is the home of the fortified port wine. At the House of Sandeman, guests can tour the lodge and wine caves of the 200-plus-year-old business for $6, then taste port from vintages up to 40 years old. In the Mercado Do Bolhao, vendors sell cured meats, fresh fish, ripe produce and baskets of flowers under colorful flags.
Eat: The hard-to-find Ze Bota restaurant serves a pitcher of house wine for $9, alongside reasonably priced entrées big enough to split, like bacalao, or veal Madeira. For a signature local dish, the Francesinha, or "Frenchie" sandwich—piled with meat and a tomato beer sauce—is said to be the most popular order at tiny restaurant Bufete Fase.
Stay: The Yeatman is a wine-themed hotel and a good place to stay or visit for a drink—its bar is open 24 hours a day. Hotel rooms start at $160. Those on a shoestring can check out the Gallery Hostel, which has a movie lounge, library and garden, with private rooms for $50.