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Ultimate 5-Day Portugal Adventure: Lisbon, Sintra, and Cascais Itinerary
Last updated: 2024 Jun 14Discovering Lisbon's Charm
Morning
Start your day with a delightful breakfast at the iconic Pasteis de Belem, known for its traditional Portuguese pastries. Afterward, immerse yourself in the history of the city with a visit to the imposing St. George's Castle (Castelo de São Jorge). Enjoy panoramic views of Lisbon from this historic fortress.
Afternoon
For lunch, savor the flavors of Portuguese cuisine at Cervejaria Ramiro, a renowned seafood restaurant. In the afternoon, take a leisurely stroll through the charming neighborhood of Chiado, known for its elegant shops and cafes. Visit the historic Rossio Square and take in the vibrant atmosphere.
Evening
In the evening, experience the soulful sounds of Fado, a traditional Portuguese music genre, at a live performance in the intimate setting of Lisbon Fado Music Show with Port Wine. After the show, enjoy a late dinner at Bairro do Avillez, a contemporary restaurant offering a unique dining experience.
Bedtime
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4.68St. George's Castle (Castelo de São Jorge)
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4.68St. George's Castle (Castelo de São Jorge)
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4.75Chiado
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4.75Chiado
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Enchanting Sintra and Pena Palace
Morning
Indulge in a leisurely breakfast at Taverna dos Trovadores before embarking on a magical journey to Sintra. Explore the fairytale-like Pena National Palace (Palácio Nacional da Pena) with its colorful turrets and stunning views. Take a walk through the lush gardens of the Quinta da Regaleira, a mystical estate with hidden tunnels and grottoes.
Afternoon
Enjoy a traditional Portuguese meal at Largo do Paço - Casa da Calçada Relais & Châteaux, a Michelin-starred restaurant in the heart of Sintra. After lunch, visit the Moorish Castle (Castelo dos Mouros) and take in the panoramic views of the surrounding countryside.
Evening
As the sun sets, take a relaxing walk through the historic center of Sintra and admire the charming architecture. For dinner, savor a gourmet experience at Adega das Caves, known for its fine wines and local dishes.
Bedtime
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4.73Pena National Palace (Palácio Nacional da Pena)
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4.73Pena National Palace (Palácio Nacional da Pena)
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4.77Quinta da Regaleira
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4.77Quinta da Regaleira
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Coastal Beauty of Cascais
Morning
Start your day with a delicious breakfast at Mar do Inferno, a seaside restaurant known for its fresh seafood. After breakfast, take a leisurely walk along the promenade to the Boca do Inferno, a natural rock formation where the sea crashes against the cliffs.
Afternoon
For lunch, enjoy a seafood feast at Muchaxo, a traditional Portuguese restaurant with ocean views. Afterward, spend the afternoon relaxing on the golden sands of Guincho Beach, a popular spot for surfers and sunbathers.
Evening
In the evening, explore the charming streets of Cascais and visit the Citadel of Cascais, a historic fortress overlooking the sea. For dinner, indulge in Mediterranean cuisine at Fortaleza do Guincho, a Michelin-starred restaurant known for its stunning location and exquisite dishes.
Bedtime
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4.63Boca do Inferno
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4.63Boca do Inferno
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4.88Guincho Beach
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4.88Guincho Beach
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Cultural Delights of Lisbon
Morning
Enjoy a leisurely breakfast at The Decadente, a trendy restaurant with a relaxed atmosphere. After breakfast, visit the iconic Belém Tower (Torre de Belém) and the grand Jeronimos Monastery, both UNESCO World Heritage sites.
Afternoon
For lunch, taste the flavors of Portugal at 100 Maneiras, a contemporary restaurant with a creative menu. In the afternoon, take a relaxing cruise on the Tagus River with Lisbon Tagus River Boat Tour with One Drink Included, and admire the city's landmarks from the water.
4.32Belém Tower (Torre de Belém)
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4.32Belém Tower (Torre de Belém)
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4.62Jeronimos Monastery
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4.62Jeronimos Monastery
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Final Day in Lisbon
Morning
On your last day, have a relaxed breakfast at A Cevicheria, a popular spot known for its fresh seafood dishes. Spend the morning exploring the vibrant neighborhood of Bairro Alto, with its eclectic mix of shops, bars, and street art.
Afternoon
For your final meal in Lisbon, enjoy a traditional Portuguese lunch at Tasca da Esquina, a cozy restaurant with a welcoming atmosphere. After lunch, take a scenic tram ride through the hilly streets of Lisbon and soak in the city's unique charm.
Evening
End your trip with a memorable sunset cruise on the Tagus River, with live music and drinks on board. Watch the city lights come alive as you say goodbye to the beautiful city of Lisbon.
Bedtime
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4.76Bairro Alto
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4.76Bairro Alto
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4.62Lisbon
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4.62Lisbon
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