Be captivated by Spain and Portugal’s best-kept secrets, the Extremadura and Alentejo regions, on this 10-night, small-group adventure! 

Begin in Madrid to admire the Prado’s exceptional art, then set off to see Segovia’s fairy-tale Alcázar and majestic Roman aqueduct. Stroll through magnificent Toledo, graced with the heritage of three cultures. Next, head to ruggedly beautiful Extremadura, birthplace of many well-known New World conquistadors. 

While staying in medieval, walled Trujillo, explore the preserved old town and choose a themed walk showcasing its cuisine, religious history or medieval period. Nearby, roam old Cáceres’ atmospheric streets, discover Guadalupe’s exquisite monastery and marvel at Mérida’s wonderfully preserved Roman theater. 

Then journey into Portugal’s alluring Alentejo landscape dotted with olive and cork trees. From your base in charming Vila Viçosa, see the impressive fortifications of Elvas, the gleaming marble town Estremoz, and breathtaking Évora, an open-air museum of Portugal’s intriguing past. 

Includes deluxe and first-class hotels, enrichment from guides and lecturers and an ample meal plan with wine at dinner.