Morning: Arrive at Lisbon Airport and enjoy a scenic 1.5‑hour drive to Montemor-o-Novo. Check‑in at the charming Casa das Flores Boutique Guesthouse and savor a light continental breakfast.
Afternoon: Join the opening ceremony of the Alentejo Walking Festival in the historic town square, where you’ll receive your itinerary and welcome pack. Afterwards, wander the medieval streets and explore the Castle of Montemor for panoramic views of the Alentejo plains.
Evening: Take part in the first guided walk of the festival, a gentle 5 km trail through olive groves and cork‑oak woods, ending at a local tavern for a traditional Alentejo dinner of migas and regional wine.
Find HotelsMorning: After breakfast, a short 30‑minute drive brings you to Évora. Begin with the festival’s heritage walk, visiting the Roman Temple of Évora and the iconic Capela dos Ossos within the historic centre.
Afternoon: Continue with a longer 12 km route that links the city’s centre to the surrounding countryside, passing the Alcáçova Garden and offering sweeping vistas of the Alentejo landscape. Enjoy a picnic with local cheese, figs, and honey.
Evening: Return to Évora for a leisurely stroll through the illuminated Évora Cathedral, followed by dinner at Dom Joaquim, famed for its regional cuisine and live Fado music.
Find HotelsIf you have extra time, consider adding a half‑day visit to the nearby Vila Viçosa Palace or extending your stay in Évora to explore its surrounding wine estates. To shorten the itinerary, skip the full‑day countryside walk and replace it with a relaxed stroll through Évora’s historic centre, which still captures the region’s charm while reducing walking mileage.