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![5-day trip to Lisbon, Sintra, and Cascais](https://cdn.dev.beautifuldestinations.app/939a1b90-1b93-4a5f-80bf-f15c29b03f6d/originalThumbnail.jpg)
5-day trip to Lisbon, Sintra, and Cascais Itinerary
Last updated: 2024 Jun 14Exploring 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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![Visit Dublin Full-Day Tour to Cork, Cobh and Blarney Castle in Lisbon](https://cdn.getyourguide.com/img/tour/5dd42f652cae9.jpeg/21.jpg)
4.32Belém Tower (Torre de Belém)
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![Visit Dublin Full-Day Tour to Cork, Cobh and Blarney Castle in Lisbon](https://cdn.getyourguide.com/img/tour/5dd42f652cae9.jpeg/21.jpg)
Belém Tower (Torre de Belém)
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![Visit Monastery of St. Jerome (Mosteiro dos Jeronimos) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5b/4c.jpg)
4.62Monastery of St. Jerome (Mosteiro dos Jeronimos)
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![Visit Monastery of St. Jerome (Mosteiro dos Jeronimos) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5b/4c.jpg)
Monastery of St. Jerome (Mosteiro dos Jeronimos)
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![Visit Commerce Square (Praça do Comércio) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/80/27.jpg)
4.73Commerce Square (Praça do Comércio)
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![Visit Commerce Square (Praça do Comércio) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/80/27.jpg)
Commerce Square (Praça do Comércio)
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![Visit Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/a2/70.jpg)
4.78Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte)
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![Visit Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/a2/70.jpg)
Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte)
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![Visit Alfama in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5a/8a.jpg)
4.70Alfama
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![Visit Alfama in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5a/8a.jpg)
Alfama
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![Visit Chiado in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/7c/22.jpg)
4.75Chiado
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![Visit Chiado in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/7c/22.jpg)
Chiado
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![Visit Castelo de Sao Jorge (St. George's Castle) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/2c/f4/63.jpg)
4.68Castle of St. George (Castelo de Sao Jorge)
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![Visit Castelo de Sao Jorge (St. George's Castle) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/2c/f4/63.jpg)
Castle of St. George (Castelo de Sao Jorge)
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![Visit Bairro Alto in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/2c/ef/e9.jpg)
4.76Bairro Alto
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![Visit Bairro Alto in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/2c/ef/e9.jpg)
Bairro Alto
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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](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/89/58.jpg)
4.73Pena National Palace (Palacio Nacional da Pena)
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![Visit Pena National Palace (Palacio Nacional da Pena) in Sintra](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/89/58.jpg)
Pena National Palace (Palacio Nacional da Pena)
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![Visit Sintra Quinta da Regaleira Skip-the-Line Entry Ticket in Sintra](https://cdn.getyourguide.com/img/tour/6467bc704e662.jpeg/21.jpg)
4.23Quinta da Regaleira
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![Visit Sintra Quinta da Regaleira Skip-the-Line Entry Ticket in Sintra](https://cdn.getyourguide.com/img/tour/6467bc704e662.jpeg/21.jpg)
Quinta da Regaleira
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![Visit Castle of the Moors (Castelo dos Mouros) in Sintra](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/a4/0d.jpg)
4.79Castle of the Moors (Castelo dos Mouros)
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![Visit Castle of the Moors (Castelo dos Mouros) in Sintra](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/a4/0d.jpg)
Castle of the Moors (Castelo dos Mouros)
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![Visit Lisbon Evening Intimate Live Fado Music Show with Port wine in Sintra](https://cdn.getyourguide.com/img/tour/642ba79a4ec73.jpeg/21.jpg)
4.73Lisbon Evening Intimate Live Fado Music Show with Port wine
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![Visit Lisbon Evening Intimate Live Fado Music Show with Port wine in Sintra](https://cdn.getyourguide.com/img/tour/642ba79a4ec73.jpeg/21.jpg)
Lisbon Evening Intimate Live Fado Music Show with Port wine
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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
Find amazing hotels in Lisbon.
![Visit Lisbon Jerónimos Monastery Entrance Ticket in Lisbon](https://cdn.getyourguide.com/img/tour/685dd4b34762205c.jpeg/21.jpg)
4.18Jerónimos Monastery
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![Visit Lisbon Jerónimos Monastery Entrance Ticket in Lisbon](https://cdn.getyourguide.com/img/tour/685dd4b34762205c.jpeg/21.jpg)
Jerónimos Monastery
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![Visit National Pantheon of Santa Engracia (Santa Egracia Panteao Nacional Lisbon) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/7f/b1.jpg)
4.82National Pantheon of Santa Engracia (Santa Egracia Panteao Nacional Lisbon)
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![Visit National Pantheon of Santa Engracia (Santa Egracia Panteao Nacional Lisbon) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/7f/b1.jpg)
National Pantheon of Santa Engracia (Santa Egracia Panteao Nacional Lisbon)
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![Visit Bairro Alto in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/2c/ef/e9.jpg)
4.76Bairro Alto
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![Visit Bairro Alto in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/2c/ef/e9.jpg)
Bairro Alto
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![Visit Alfama in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5a/8a.jpg)
4.70Alfama
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![Visit Alfama in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/5a/8a.jpg)
Alfama
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![Visit Santa Justa Lift (Elevador de Santa Justa) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/9f/c2.jpg)
4.80Santa Justa Lift (Elevador de Santa Justa)
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![Visit Santa Justa Lift (Elevador de Santa Justa) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/9f/c2.jpg)
Santa Justa Lift (Elevador de Santa Justa)
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![Visit Rossio Square (Praça de Dom Pedro IV) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/7d/6c.jpg)
4.71Rossio Square (Praça de Dom Pedro IV)
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![Visit Rossio Square (Praça de Dom Pedro IV) in Lisbon](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/7d/6c.jpg)
Rossio Square (Praça de Dom Pedro IV)
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![Visit Lisbon Drunken History Walking Tour with Included Drinks in Lisbon](https://cdn.getyourguide.com/img/tour/6404cc1824cdb.jpeg/21.jpg)
4.89Lisbon Drunken History Walking Tour with Included Drinks
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![Visit Lisbon Drunken History Walking Tour with Included Drinks in Lisbon](https://cdn.getyourguide.com/img/tour/6404cc1824cdb.jpeg/21.jpg)
Lisbon Drunken History Walking Tour with Included Drinks
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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
Find amazing hotels in Cascais.
![Visit Full Day Ice Museum and Chena Hot Springs Tour in Cascais](https://cdn.getyourguide.com/img/tour/7d8bebcdcbf9728e.jpeg/21.jpg)
4.11Cascais Historic Center
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![Visit Full Day Ice Museum and Chena Hot Springs Tour in Cascais](https://cdn.getyourguide.com/img/tour/7d8bebcdcbf9728e.jpeg/21.jpg)
Cascais Historic Center
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![Visit Werfen Ice Caves (Eisriesenwelt) in Cascais](https://media.tacdn.com/media/attractions-content--1x-1/0b/2c/f9/0c.jpg)
4.57Boca do Inferno
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![Visit Werfen Ice Caves (Eisriesenwelt) in Cascais](https://media.tacdn.com/media/attractions-content--1x-1/0b/2c/f9/0c.jpg)
Boca do Inferno
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![Visit Lisbon Sunset Boat Tour with Music and Drinks in Cascais](https://cdn.getyourguide.com/img/tour/64aca80301bc6.jpeg/21.jpg)
4.45Lisbon Sunset Boat Tour with Music and Drinks
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![Visit Lisbon Sunset Boat Tour with Music and Drinks in Cascais](https://cdn.getyourguide.com/img/tour/64aca80301bc6.jpeg/21.jpg)
Lisbon Sunset Boat Tour with Music and Drinks
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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
Find amazing hotels in Lisbon.
![Visit Lisbon Taste the Tradition of Lisbon on a Guided Food Tour in Lisbon](https://cdn.getyourguide.com/img/tour/27fd9ccc0d6d93763b2e1df73b5b85773e9e9fbb3572902b7a64c55e043ea71e.jpg/21.jpg)
4.85Lisbon Tastes and Traditions Food Tour
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![Visit Lisbon Taste the Tradition of Lisbon on a Guided Food Tour in Lisbon](https://cdn.getyourguide.com/img/tour/27fd9ccc0d6d93763b2e1df73b5b85773e9e9fbb3572902b7a64c55e043ea71e.jpg/21.jpg)
Lisbon Tastes and Traditions Food Tour
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![Visit Lisbon Pastel de Nata Baking Class in Lisbon](https://cdn.getyourguide.com/img/tour/6187eb6f97bff.jpeg/21.jpg)
4.73Lisbon Pastel de Nata Baking Class
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![Visit Lisbon Pastel de Nata Baking Class in Lisbon](https://cdn.getyourguide.com/img/tour/6187eb6f97bff.jpeg/21.jpg)
Lisbon Pastel de Nata Baking Class
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![Visit Lisbon Tagus River Boat Tour with One Drink Included in Lisbon](https://cdn.getyourguide.com/img/tour/62ece536c1f53.jpeg/21.jpg)
4.30Lisbon Tagus River Boat Tour with One Drink Included
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![Visit Lisbon Tagus River Boat Tour with One Drink Included in Lisbon](https://cdn.getyourguide.com/img/tour/62ece536c1f53.jpeg/21.jpg)
Lisbon Tagus River Boat Tour with One Drink Included
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