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5-day trip to Lisbon, Sintra, and Cascais

5-day trip to Lisbon, Sintra, and Cascais Itinerary

Last updated: 2024 Jun 14

Exploring Lisbon's Highlights

Morning
Start your day with a delicious breakfast at Pasteis de Belem, known for its famous pastel de nata. Afterward, visit the iconic Belém Tower (Torre de Belém) and explore the nearby Monastery of St. Jerome (Mosteiro dos Jeronimos). Don't miss the impressive Commerce Square (Praça do Comércio) and the stunning views from Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte).
Afternoon
Enjoy a traditional Portuguese lunch at Time Out Market Lisboa, a vibrant food market with a wide variety of culinary options. Afterward, take a stroll through the charming neighborhoods of Alfama and Chiado. Visit the historic Castle of St. George (Castelo de Sao Jorge) and explore the trendy shops and cafes in Chiado.
Evening
Experience the vibrant nightlife of Lisbon in the lively neighborhood of Bairro Alto. Enjoy a delicious dinner at Bairro do Avillez and then head to a local bar for drinks and live music.
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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Discovering Sintra's Enchanting Palaces

Morning
Start your day with a scenic drive to Sintra. Explore the fairytale-like Pena National Palace (Palacio Nacional da Pena) and its beautiful surrounding park. Afterward, visit the mystical Quinta da Regaleira and immerse yourself in its secret passages and stunning gardens.
Afternoon
Enjoy a leisurely lunch at Solar dos Presuntos, a traditional Portuguese restaurant known for its delicious seafood dishes. Afterward, visit the Castle of the Moors (Castelo dos Mouros) and enjoy panoramic views of Sintra and its surroundings.
Evening
Indulge in a romantic dinner at Belcanto, a Michelin-starred restaurant offering innovative Portuguese cuisine. Afterward, attend an intimate live Fado music show accompanied by Port wine at Lisbon Evening Intimate Live Fado Music Show with Port wine.
Bedtime
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Visit Pena National Palace (Palacio Nacional da Pena) in Sintra
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Pena National Palace (Palacio Nacional da Pena)

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Quinta da Regaleira

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Exploring Lisbon's Cultural Gems

Morning
Start your day with a guided tour of the magnificent Jerónimos Monastery. Afterward, visit the impressive National Pantheon of Santa Engracia (Santa Egracia Panteao Nacional Lisbon) and learn about Portugal's history and culture.
Afternoon
Enjoy a delightful lunch at Taberna da Rua das Flores, a cozy restaurant serving traditional Portuguese dishes. Afterward, explore the charming streets of Lisbon's historic neighborhoods, such as Bairro Alto and Alfama. Don't miss the iconic Santa Justa Lift (Elevador de Santa Justa) and the lively atmosphere of Rossio Square (Praça de Dom Pedro IV).
Evening
Experience the vibrant nightlife of Lisbon by joining a Lisbon Drunken History Walking Tour with Included Drinks. Explore the city's hidden bars and learn about its fascinating history while enjoying local drinks.
Bedtime
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Jerónimos Monastery

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National Pantheon of Santa Engracia (Santa Egracia Panteao Nacional Lisbon)

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Coastal Beauty and Gastronomy

Morning
Start your day with a scenic drive along the coast to Cascais. Explore the charming town and visit the Cascais Historic Center. Enjoy a relaxing walk along the beach and take in the beautiful ocean views.
Afternoon
Indulge in a seafood feast at Cervejaria Ramiro, a renowned seafood restaurant in Cascais. Afterward, visit the picturesque Boca do Inferno and admire the dramatic cliffs and crashing waves.
Evening
Enjoy a sunset boat tour along the coast of Cascais, accompanied by music and drinks, with Lisbon Sunset Boat Tour with Music and Drinks. Afterward, savor a delicious dinner at A Cevicheria, known for its fresh and flavorful ceviche dishes.
Bedtime
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Cascais Historic Center

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Boca do Inferno

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Culinary Delights and Farewell

Morning
Embark on a food and wine walking tour of Lisbon with Lisbon Tastes and Traditions Food Tour. Explore the city's vibrant food scene and taste a variety of traditional Portuguese dishes and wines.
Afternoon
Learn the art of making pastel de nata, a Portuguese custard tart, in a baking class at Lisbon Pastel de Nata Baking Class. Afterward, enjoy a leisurely lunch at Landeau Chocolate, known for its decadent chocolate desserts.
Evening
End your trip with a relaxing Tagus River boat tour, accompanied by a refreshing drink, with Lisbon Tagus River Boat Tour with One Drink Included. Enjoy the stunning views of Lisbon's skyline and bid farewell to this beautiful city.
Bedtime
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Lisbon Tastes and Traditions Food Tour

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Lisbon Pastel de Nata Baking Class

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