Starts
Ends
Lisbon, Portugal
Lisbon, Portugal
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Lisbon - cross into Spain and travel through the rural landscapes of Extremadura
Caceres - wander the UNESCO-listed old town and historic Plaza Mayor
Madrid - enjoy a guided city tour and explore the Spanish capital at leisure
Toledo - take in panoramic views and stroll through the medieval old town
Trujillo - visit the birthplace of Spanish conquistadors before returning to Lisbon
Journey through the heart of the Iberian Peninsula as we travel from Lisbon to Madrid and back again. Along the way, we uncover the medieval allure of Caceres and the grand history of Trujillo, birthplace of conquistadors. In Madrid, we blend guided sightseeing with free time to explore its stately avenues, royal landmarks and buzzing neighbourhoods. A trip to Toledo offers a glimpse into Spain’s layered past, with its blend of Christian, Jewish and Moorish heritage. This five-day adventure captures the essence of Spain and Portugal in one seamless loop.