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Ultimate 5-Day Lisbon Adventure with Sintra and Cascais Itinerary
Last updated: 2024 Jun 14Historic Landmarks and Gourmet Delights
Morning
Begin your Lisbon adventure with a delightful breakfast at Pasteis de Belem, famous for its traditional Portuguese custard tarts. After satisfying your taste buds, take a stroll to the iconic Belém Tower (Torre de Belém) and the grand Monastery of St. Jerome (Mosteiro dos Jeronimos). Immerse yourself in the rich history and stunning architecture of these UNESCO World Heritage sites.
Afternoon
For lunch, indulge in contemporary Portuguese cuisine at Feitoria Restaurant & Wine Bar. Post-lunch, visit the imposing 25th of April Bridge (Ponte 25 de Abril) and enjoy panoramic views of the city and the Tagus River. If time permits, you can explore the National Sanctuary of Christ the King (Cristo Rei) and its surrounding area.
Evening
As the sun sets, experience the vibrant food scene at Time Out Market Lisboa. With a wide variety of food stalls and restaurants, you'll have the opportunity to taste some of the best dishes the city has to offer. Conclude your evening with a leisurely walk through the historic neighborhood of Alfama, known for its narrow streets and traditional Fado music.
Bedtime
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4.32Belém Tower (Torre de Belém)
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4.32Belém Tower (Torre de Belém)
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4.62Monastery of St. Jerome (Mosteiro dos Jeronimos)
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4.62Monastery of St. Jerome (Mosteiro dos Jeronimos)
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Enchanting Palaces and Scenic Views
Morning
Enjoy a royal breakfast at Tavares Rico, one of the oldest and most prestigious restaurants in Lisbon. Afterward, head to the majestic Pena National Palace (Palacio Nacional da Pena) and immerse yourself in its colorful and eclectic architecture. Explore the surrounding Pena Park before taking in the breathtaking views from the palace's terraces.
Afternoon
For lunch, savor the Michelin-star experience at Largo do Paço - Casa da Calçada Relais & Châteaux. Post-lunch, visit the mystical Quinta da Regaleira with its enigmatic gardens, tunnels, and the iconic Initiation Well. Continue to the serene Convent of the Capuchos and enjoy the peaceful atmosphere of this 16th-century Franciscan monastery.
Evening
Return to Lisbon and treat yourself to an exquisite dinner at Eleven Restaurant, known for its innovative cuisine and stunning views. After dinner, take a relaxing evening stroll along the waterfront or enjoy a drink at a rooftop bar, soaking in the city lights and the cool breeze.
Bedtime
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4.73Pena National Palace (Palacio Nacional da Pena)
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4.73Pena National Palace (Palacio Nacional da Pena)
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4.77Quinta da Regaleira
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4.77Quinta da Regaleira
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Cultural Heritage and Electric Exploration
Morning
Kick off your morning with a guided electric bike tour, the Lisbon 7 Hills Half-Day Electric Bike Tour. This eco-friendly and efficient way to explore the city will take you to key landmarks and hidden gems. Mid-tour, take a break at a local cafe for a quick snack and coffee.
Afternoon
For lunch, head to Mini Bar Teatro and enjoy a theatrical dining experience with small plates and creative cocktails. Post-lunch, visit the historic Lisbon Cathedral (Sé de Lisboa) and the imposing Castle of the Moors (Castelo dos Mouros) in the nearby town of Sintra. Explore the castle's ramparts and enjoy panoramic views of the surrounding landscape.
Evening
As the day winds down, immerse yourself in the soul-stirring melodies of Fado, the traditional music of Portugal. Enjoy an intimate live performance with a glass of Port wine at Lisbon Evening Intimate Live Fado Music Show with Port wine. After the show, have a late dinner at Bairro do Avillez, a lively spot with a variety of culinary experiences to choose from.
Bedtime
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4.86Lisbon 7 Hills Half-Day Electric Bike Tour
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4.86Lisbon 7 Hills Half-Day Electric Bike Tour
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4.76Lisbon Cathedral (Sé de Lisboa)
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4.76Lisbon Cathedral (Sé de Lisboa)
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Coastal Charms and Historical Wonders
Morning
Start your day with a sumptuous breakfast at Cervejaria Ramiro, a famous seafood restaurant in Lisbon. Then, take a leisurely drive or train ride to the coastal town of Cascais. Explore the charming streets, visit the Cascais Citadel, and enjoy the beautiful beaches and promenades.
Afternoon
For lunch, try the innovative dishes at 100 Maneiras, known for its bold flavors and contemporary presentation. Afterward, visit the impressive Boca do Inferno, a natural rock formation that provides a dramatic display of the power of the ocean.
Evening
Return to Lisbon and enjoy a delightful dinner at A Cevicheria, a trendy spot specializing in Peruvian-inspired ceviche and pisco cocktails. After dinner, take a relaxing Lisbon Daytime/Sunset/Night City Sailboat Tour with Drinks and admire the city's skyline from the tranquil waters of the Tagus River.
Bedtime
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4.83Cascais
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4.83Cascais
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4.69Boca do Inferno
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4.69Boca do Inferno
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Final Day of Monuments and Memories
Morning
Conclude your trip with a visit to the Commerce Square (Praça do Comércio), the grand entrance to the city. Enjoy a traditional Portuguese breakfast at a local cafe and take in the majestic surroundings. Reflect on your journey as you prepare to bid farewell to Lisbon.
Afternoon
For lunch, visit Taberna da Rua das Flores, a quaint eatery serving authentic Portuguese dishes in a cozy setting. Spend your final afternoon visiting any missed attractions or revisiting your favorite spots. You may also indulge in some last-minute shopping for souvenirs and mementos to remember your trip by.
Evening
End your Lisbon adventure with a memorable dinner at Solar dos Presuntos, a classic Lisbon restaurant known for its traditional Portuguese cuisine and warm hospitality. Raise a glass to the wonderful experiences and the new memories you've made in this vibrant and captivating city.
Bedtime
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4.73Commerce Square (Praça do Comércio)
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4.73Commerce Square (Praça do Comércio)
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