Two iconic cities, Madrid and Lisbon, provide the perfect start to a grand journey through Spain and Portugal. Start in cosmopolitan Madrid, renowned for its world-class museums, stately gardens and lively tapas bars before touring the ancient walled city of Toledo. Cosmopolitan Lisbon offers a treasure trove of Old World architecture and a wealth of stories about its famed explorers; and then there is the seaside town of Sintra, one of the loveliest mountain villages in Portugal and a favorite summer residence of the Portuguese royal family for more than 500 years. Set sail in Porto, the beautiful “City of Bridges” and gateway to the Douro River Valley, a UNESCO World Heritage Site, with rambling vineyards and charming quintas, which cling to the steep sides of the river. Taste wines from these vineyards and discover the timeless traditions of Portuguese winemaking throughout your journey before returning to Spain and the golden-hued city of Salamanca.