14 Days of Historical Sites, Wine Tasting, and Hiking Itinerary

Begin with a visit to the Monastery of St. Jerome (Mosteiro dos Jeronimos), an architectural masterpiece and UNESCO World Heritage site.

After exploring the monastery, head to the nearby Belém Tower (Torre de Belém). For lunch, enjoy seafood at Sea Me - Peixaria Moderna.

In the evening, explore the charming streets of Alfama. Dine at Ramiro, famous for its seafood.

Start your day with a visit to the Ajuda National Palace (Palacio Nacional Ajuda), a stunning example of neoclassical architecture and home to an impressive collection of decorative arts.

Head to the National Museum of Ancient Art (NMAA) to explore its vast collection of Portuguese and European art. For lunch, enjoy a meal at Taberna da Rua das Flores, known for its traditional Portuguese dishes.

In the evening, take a leisurely stroll through Chiado, one of Lisbon’s most charming neighborhoods. Dine at Alma, a Michelin-starred restaurant offering contemporary Portuguese cuisine.

Return to Lisbon and start your day with a visit to the Santa Justa Lift (Elevador de Santa Justa), an iconic elevator offering panoramic views of the city.

Head to Rossio Square (Praça de Dom Pedro IV) for some last-minute shopping and sightseeing. Enjoy lunch at Bairro do Avillez - Taberna e Páteo, a popular spot offering a variety of Portuguese dishes.

End your trip with a relaxing evening by the Tagus River (Rio Tejo). Dine at Ponto Final, located right by the river, offering stunning views and delicious food.

Travel to Sintra and start your day with a visit to the Pena National Palace (Palacio Nacional da Pena), known for its colorful architecture and stunning views.

Explore the mystical gardens of Quinta da Regaleira. Have lunch at one of Sintra's local cafes before continuing your exploration.

Visit the historic center of Sintra in the evening. Enjoy dinner at one of Sintra’s cozy restaurants before heading back to Lisbon.

Start with a hike up to the Castle of the Moors (Castelo dos Mouros), where you can enjoy breathtaking views over Sintra and beyond.

After descending from the castle, visit the beautiful Monserrate Palace (Palacio de Monserrate). Have lunch in Monserrate’s garden cafe.

Conclude your day with a relaxing stroll through Sintra’s old town. Dine at one of Sintra’s traditional restaurants before returning to Lisbon.

Start your day with a visit to the Sintra National Palace (Palácio Nacional de Sintra), one of Portugal’s best-preserved medieval royal residences.

Explore the enchanting Chalet and Garden of the Countess D'Edla (Chalet e Jardim da Condessa D'Edla). Have lunch in Sintra’s old town, enjoying local delicacies.

Conclude your day with a visit to the picturesque Cabo da Roca, the westernmost point of mainland Europe. Dine at one of Sintra’s cozy restaurants before heading back.

Begin your day with a visit to the Porto Cathedral (Sé Catedral do Porto), an iconic landmark with stunning architecture and historical significance.

Head to the Ribeira district for a leisurely stroll along the Douro River. Enjoy lunch at one of the riverside cafes, taking in the picturesque views.

In the evening, explore the vibrant atmosphere of Liberdade Square (Praça da Liberdade). Dine at a local restaurant in Porto’s city center.

Start your day with a visit to the Clérigos Church and Tower (Torre & Igreja dos Clérigos), where you can climb to the top for panoramic views of Porto.

Explore the historic Palace of the Stock Exchange (Palácio da Bolsa). For lunch, head to a nearby traditional Portuguese restaurant.

End your day with a relaxing boat tour on the Douro River (Rio Douro). Enjoy dinner at one of Porto’s renowned seafood restaurants.

Begin your day with a visit to the Serralves Museum (Fundação de Serralves), which features contemporary art exhibitions and beautiful gardens.

Explore the historic Church of São Francisco (Igreja de São Francisco), known for its ornate baroque interior. Have lunch at a nearby cafe in Porto’s old town.

End your day with a visit to the Casa da Música, an iconic concert hall with unique architecture. Enjoy dinner at one of Porto’s top-rated restaurants.

Travel to Douro Valley and start your day with a visit to one of its famous vineyards. Enjoy a guided tour and wine tasting session.

Continue exploring more vineyards in Douro Valley. Have lunch at a vineyard restaurant, savoring local wines and cuisine.

In the evening, take a scenic drive through Douro Valley’s picturesque landscapes. Dine at another vineyard restaurant before heading back to your accommodation.

Begin your day with a scenic drive through Douro Valley, stopping at various viewpoints to admire the breathtaking landscapes.

Visit another renowned vineyard for a guided tour and wine tasting session. Enjoy lunch at the vineyard, savoring local wines and cuisine.

End your day with a relaxing boat cruise on the Douro River, taking in the stunning scenery as you sail along. Dine at another vineyard restaurant before returning to your accommodation.

Begin your day with a visit to one of Algarve’s stunning beaches. Relax and soak up the sun or take a refreshing swim in the clear waters.

Explore Algarve’s charming coastal towns. Have lunch at Algarve, enjoying fresh seafood and local dishes.

End your day with a sunset walk along Algarve’s cliffs. Dine at Cotia, known for its delicious cuisine and beautiful views.

Start your day with a visit to the stunning Benagil Cave, one of Algarve’s most famous natural landmarks. You can take a boat tour to explore the cave and its surrounding beaches.

After your cave exploration, head to Praia da Marinha, considered one of the most beautiful beaches in the world. Enjoy a relaxing afternoon on the beach and have lunch at a nearby beachside restaurant.

In the evening, explore the charming town of Lagos. Dine at SP, known for its delightful seafood dishes and vibrant atmosphere.