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Ultimate 5-Day Portugal Adventure: Lisbon, Sintra, and Cascais

Ultimate 5-Day Portugal Adventure: Lisbon, Sintra, and Cascais Itinerary

Last updated: 2024 Jun 14

Iconic Lisbon Landmarks

Morning
Start your day with a delicious breakfast at the famous Pasteis de Belem, known for its traditional Portuguese pastries. Afterward, visit the imposing Belém Tower (Torre de Belém) and the grand Monastery of St. Jerome (Mosteiro dos Jeronimos).
Afternoon
For lunch, head to the vibrant Time Out Market Lisboa, a foodie paradise with a variety of options. In the afternoon, explore the historic neighborhoods of Chiado and Bairro Alto, and take a ride on the iconic 28 Tram.
Evening
Enjoy a sophisticated dinner at Belcanto, a two-Michelin-star restaurant, to experience contemporary Portuguese cuisine at its best.
Bedtime
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Belém Tower (Torre de Belém)

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Visit Monastery of St. Jerome (Mosteiro dos Jeronimos) in Lisbon
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Monastery of St. Jerome (Mosteiro dos Jeronimos)

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Lisbon's Old Town and Panoramic Views

Morning
Have a delightful breakfast at Bairro do Avillez, a charming spot with a unique atmosphere. Then, explore the historic Alfama district, including a visit to the Lisbon Cathedral (Sé de Lisboa) and the impressive St. George's Castle (Castelo de São Jorge).
Afternoon
For a traditional Portuguese meal, try the petiscos at Taberna da Rua das Flores. After lunch, take in the panoramic views of the city from the Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte).
Evening
End your day with a memorable dinner at Cervejaria Ramiro, a renowned seafood restaurant loved by locals and visitors alike.
Bedtime
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Visit Lisbon Cathedral (Sé de Lisboa) in Lisbon
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Lisbon Cathedral (Sé de Lisboa)

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Visit Castelo de Sao Jorge (St. George's Castle) in Lisbon
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St. George's Castle (Castelo de São Jorge)

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Enchanting Sintra Palaces

Morning
Start your day with a scenic train ride from Lisbon to Sintra. Enjoy a leisurely breakfast at a local cafe upon arrival. Visit the colorful and romantic Pena National Palace (Palácio Nacional da Pena).
Afternoon
Have a regal lunch at Tivoli Palácio de Seteais, a luxurious setting with a stunning view. In the afternoon, explore the mystical Quinta da Regaleira and the elegant Sintra National Palace (Palácio Nacional de Sintra).
Evening
Indulge in a fine dining experience at Largo do Paço - Casa da Calçada Relais & Châteaux, known for its exquisite cuisine and romantic ambiance.
Bedtime
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Visit Pena National Palace (Palacio Nacional da Pena) in Sintra
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Pena National Palace (Palácio Nacional da Pena)

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Visit Sintra National Palace (Palácio Nacional de Sintra) in Sintra
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Sintra National Palace (Palácio Nacional de Sintra)

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Coastal Charms of Cascais

Morning
Take a short trip to the coastal town of Cascais. Enjoy a relaxed breakfast with a view at Forte da Cruz. Explore the charming streets and shops of the town center.
Afternoon
For lunch, savor the fresh seafood at Museu da Cerveja, a restaurant with a wide selection of local beers. In the afternoon, visit the impressive Boca do Inferno and relax at the beautiful Guincho Beach.
Evening
Conclude your day with a delightful dinner at Miragem Cascais, a restaurant known for its Mediterranean cuisine and ocean views.
Bedtime
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Final Day in Lisbon

Morning
On your last day, enjoy a leisurely breakfast at A Cevicheria, a popular spot for its creative dishes. Take a relaxing walk along the riverfront and visit the iconic 25th of April Bridge (Ponte 25 de Abril).
Afternoon
For your final lunch in Lisbon, experience the innovative cuisine at 100 Maneiras. Spend the afternoon shopping for souvenirs in the Baixa district and relax at a local cafe.
Evening
End your Portugal adventure with a memorable dinner at Feitoria Restaurant & Wine Bar, a Michelin-starred restaurant known for its exquisite food and wine pairings.
Bedtime
Find amazing hotels in Lisbon.
Visit 25th of April Bridge (Ponte 25 de Abril) in Lisbon
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25th of April Bridge (Ponte 25 de Abril)

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