Here's a carefully curated 10-day itinerary for Portugal, incorporating the stunning southern regions along with some of the country's must-visit destinations:

Day 1: Lisbon

• Morning: Arrive in Lisbon, check into your hotel.
• Afternoon: Explore the historic neighborhood of Alfama, visit the São Jorge Castle.
• Evening: Dinner at a Fado restaurant in Bairro Alto.

Day 2: Lisbon

• Morning: Visit the Jerónimos Monastery and Belém Tower.
• Afternoon: Explore the MAAT (Museum of Art, Architecture, and Technology) and the Maritime Museum.
• Evening: Stroll along the Tejo River and enjoy dinner at Time Out Market.

Day 3: Sintra

• Morning: Take a day trip to Sintra, visit the Pena Palace and the Moorish Castle.
• Afternoon: Explore the Quinta da Regaleira and its enchanting gardens.
• Evening: Return to Lisbon, enjoy a fun evening at Ponto Final.

Day 4: Lisbon to Évora (Alentejo)

• Morning: Drive or take a train to Évora (1.2 hours).
• Afternoon: Explore the Roman Temple, Évora Cathedral, and the Chapel of Bones.
• Evening: Dinner at a local restaurant, sampling Alentejo cuisine.

Day 5: Évora and Monsaraz

• Morning: Visit the Almendres Cromlech, a megalithic complex near Évora.
• Afternoon: Drive to Monsaraz, explore this charming hilltop village.
• Evening: Enjoy dinner with views over the Alqueva Lake.

Day 6: Alentejo Wine Region

• Morning: Visit a winery in the Alentejo region, such as Herdade do Esporão, for a tour and tasting.
• Afternoon: Explore the town of Estremoz, known for its marble and wine.
• Evening: Dinner at a local restaurant in Estremoz.

Day 7: Alentejo to Algarve

• Morning: Drive to the Algarve region (2.5-3 hours).
• Afternoon: Arrive in Lagos, relax on the beach or explore the old town.
• Evening: Dinner with fresh seafood at a seaside restaurant.

Day 8: Lagos and Sagres

• Morning: Visit Ponta da Piedade for stunning cliff views and boat tours.
• Afternoon: Drive to Sagres, visit the Sagres Fortress and Cape St. Vincent.
• Evening: Return to Lagos for dinner.

Day 9: Algarve Coast

• Morning: Explore the beautiful beaches of the Algarve, such as Praia da Marinha.
• Afternoon: Visit  Silves and see its castle and old town.
• Evening: Dinner in Tavira, enjoying the lively nightlife.

Day 10: Algarve to Lisbon

• Morning: Drive or take a train back to Lisbon (2.5-3 hours).
• Afternoon: Last-minute shopping or explore any missed sights in Lisbon.
• Evening: Farewell dinner in Lisbon, perhaps at a rooftop restaurant with a view of the city.

Additional Tips:

• Transport: Consider renting a car for flexibility, especially in the Alentejo and Algarve regions.
• Accommodation: Book hotels in advance, especially in popular tourist areas.
• Activities: Look for local festivals or events that might be happening during your visit to enhance your experience.

This itinerary provides a balanced mix of cultural exploration, relaxation, and culinary delights, ensuring a memorable trip through Portugal.