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8-Day Portugal Adventure with Lisbon, Sintra, and Cascais

8-Day Portugal Adventure with Lisbon, Sintra, and Cascais Itinerary

Last updated: 2024 Jun 14

Iconic Lisbon Landmarks and Fado Evening

Morning
Start your Lisbon adventure with a guided visit to the majestic Jerónimos Monastery (Mosteiro dos Jerónimos), a UNESCO World Heritage site. Afterward, take a leisurely stroll through the historic Alfama district, visiting the Lisbon Cathedral (Sé de Lisboa) and enjoying the panoramic views from the Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte).
Afternoon
For lunch, savor the flavors of Portugal at Roots Experience - Restaurante de Tapas Asiáticas. Afterward, immerse yourself in the age of discovery at the Monument to the Discoveries (Padrão dos Descobrimentos) and then take a guided tour of the iconic Belém Tower (Torre de Belém).
Evening
Experience the soul-stirring sounds of Fado at the "Fado in Chiado" live show. Before the show, enjoy a pre-theater dinner at Mensagem - Restaurante e Bar Panorâmico, where you can indulge in Portuguese cuisine with a panoramic view of the city.
Bedtime
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Visit Lisbon Jerónimos Monastery Entrance Ticket in Lisbon
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Jerónimos Monastery (Mosteiro dos Jerónimos)

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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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Lisbon's History, Lifestyle, and Sunset Cruise

Morning
Begin with a guided Lisbon History, Stories and Lifestyle Walking Tour to gain insights into the city's rich heritage. Visit the vibrant Commerce Square (Praça do Comércio) and then enjoy a delightful breakfast at Topo Chiado with a view of the city.
Afternoon
After lunch at The George, take a relaxing Lisbon Tagus River Boat Tour with One Drink Included to see the city from a different perspective. Later, explore the contemporary architecture and marine life at the Oceanarium Of Lisbon (Oceanário de Lisboa).
Evening
Dine at Blue Restaurant & Bar, known for its fusion cuisine. Cap off the evening with a vibrant Lisbon Sunset Boat Party Cruise with DJ and Open Bar as you enjoy the music and the city's illuminated skyline.
Bedtime
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Visit Lisbon History, Stories and Lifestyle Walking Tour in Lisbon
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Lisbon History, Stories and Lifestyle Walking Tour

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Visit Commerce Square (Praça do Comércio) in Lisbon
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Commerce Square (Praça do Comércio)

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Enchanting Sintra and Pena Palace

Morning
Embark on a full-day tour to Sintra, starting with a visit to the colorful Pena National Palace (Palacio Nacional da Pena). Explore the palace and its surrounding park, and then enjoy a delightful breakfast at Lost In, a hidden gem in the heart of Sintra.
Afternoon
Afterward, continue to the mystical Quinta da Regaleira E-Ticket & Optional Audio Guide, where you can wander through the enchanting gardens and underground tunnels. For lunch, head to The Lounge - Sports Bar & Bistro for a casual yet satisfying meal.
Evening
Conclude your Sintra day with a visit to the Castle of the Moors (Castelo dos Mouros), where you can witness a breathtaking sunset over the Sintra hills. For dinner, indulge in the innovative cuisine of Mini Bar - José Avillez, a Michelin-starred restaurant.
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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Visit Sintra Quinta da Regaleira E-Ticket & Optional Audio Guide in Sintra
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Quinta da Regaleira E-Ticket & Optional Audio Guide

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Coastal Charms and Historical Wonders

Morning
Spend the morning exploring the charming town of Cascais. Visit the Cascais (Beach and Town) and enjoy the coastal breeze. Have breakfast at The Little Wine Bar, known for its cozy atmosphere and excellent selection of morning delights.
Afternoon
Afterward, take a leisurely walk to the Boca do Inferno (Devil's Mouth), a natural rock formation. For lunch, head to Sobe & Desce, a local favorite with a diverse menu. In the afternoon, visit the Luz Stadium Tour and SL Benfica Museum Ticket to learn about the history of Portuguese football.
Evening
Return to Lisbon and enjoy a sophisticated dinner at Ritz Bar, followed by a relaxed evening at Snob Bar, where you can unwind with a drink and reflect on your coastal explorations.
Bedtime
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Visit Avenida da Liberdade in Cascais
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Boca do Inferno (Devil's Mouth)

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Visit Lisbon Luz Stadium Tour and SL Benfica Museum Ticket in Cascais
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Luz Stadium Tour and SL Benfica Museum Ticket

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Lisbon's Art, Music, and Culinary Delights

Morning
Begin your day with a visit to the National Pantheon of Santa Engracia (Santa Egracia Panteao Nacional Lisbon), a stunning example of Portuguese Baroque architecture. For breakfast, head to Jam Club, a vibrant spot known for its live music and delicious morning fare.
Afternoon
Explore the contemporary art scene at the Berardo Collection Museum (Museu Coleção Berardo), home to a remarkable collection of modern and contemporary art. Enjoy a cultural lunch at Antiga Wine Bar, where you can sample a variety of local wines paired with traditional dishes.
Evening
As the sun sets, take a relaxed walk through the charming neighborhood of Príncipe Real and enjoy the boutiques and galleries. For dinner, experience the innovative cuisine of Café Príncipe Real Restaurante & Cocktail Bar, where the menu is as creative as the ambiance. End the evening with a nightcap at Gin Lovers Bar & Restaurant, a perfect spot for gin enthusiasts.
Bedtime
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Visit National Pantheon of Santa Engracia (Santa Egracia Panteao Nacional Lisbon) in Lisbon
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National Pantheon of Santa Engracia (Santa Egracia Panteao Nacional Lisbon)

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Berardo Collection Museum (Museu Coleção Berardo)

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Day of Spiritual Reflection and Evening Entertainment

Morning
Begin with a visit to the sacred Fátima, one of the most important Catholic pilgrimage sites in the world. Take your time to reflect and explore the sanctuary. For breakfast, enjoy the tranquil atmosphere of The George.
Afternoon
Return to Lisbon and have a leisurely lunch at Há Pitéu - Bistrô Bar, a cozy bistro known for its comfort food. Spend the afternoon at leisure, perhaps visiting some local shops or taking a siesta to prepare for the evening's entertainment.
Evening
For a lively evening, head to the Lisbon Evening Intimate Live Fado Music Show with Port wine. Before the show, enjoy a dinner at TOPO MARTIM MONIZ, where you can indulge in a variety of flavors with a view of the city's vibrant nightlife.
Bedtime
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Visit Fátima in Lisbon
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Fátima

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Visit Lisbon Evening Intimate Live Fado Music Show with Port wine in Lisbon
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Lisbon Evening Intimate Live Fado Music Show with Port wine

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Day of Leisure and Hidden Gems

Morning
Enjoy a relaxed morning with a visit to the Monastery of St. Jerome (Mosteiro dos Jeronimos) at your own pace. Afterward, have a delightful breakfast at Love Lisbon Martim Moniz, a spot that captures the essence of the city's morning energy.
Afternoon
Spend the afternoon exploring the lesser-known gems of Lisbon, such as the Monumental de Nossa Senhora da Paz and the Church of Sao Roque (Igreja de Sao Roque). For lunch, try the unique fusion cuisine at The Lounge - Sports Bar & Bistro.
Evening
As the day winds down, take a relaxing walk through the Lisbon Botanical Garden (Jardim Botanico de Lisboa), where you can enjoy the peaceful greenery. For dinner, head to Blue Restaurant & Bar for a sophisticated meal with a view of the city lights.
Bedtime
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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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Visit Bloukrans Bridge in Lisbon
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Church of Sao Roque (Igreja de Sao Roque)

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Culinary Delights and Farewell to Lisbon

Morning
Indulge in a sumptuous breakfast at Mini Bar - José Avillez, where the morning menu is as innovative as the evening. Afterward, take a guided tour of the 25th of April Bridge (Ponte 25 de Abril) to learn about its history and engineering.
Afternoon
For your final lunch in Lisbon, savor the flavors of Roots Experience - Restaurante de Tapas Asiáticas, where the fusion cuisine will take your taste buds on a journey. Spend the rest of the afternoon at leisure, perhaps doing some last-minute shopping or visiting a museum you missed.
Evening
As the sun sets on your Lisbon adventure, enjoy a farewell dinner at Lost In, a restaurant that captures the spirit of travel and discovery. Raise a glass to the memories made and the experiences shared in this vibrant city.
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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