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Relaxing 14-Day Lisbon, Sintra, Cascais & Day Trips Itinerary

Relaxing 14-Day Lisbon, Sintra, Cascais & Day Trips Itinerary Itinerary

Last updated: 2024 Jun 14

Iconic Lisbon Landmarks and Sunset Cruise

Morning
Start your day with a delightful breakfast at Pasteis de Belem, known for its traditional pastéis de nata. Afterward, visit the imposing Belém Tower (Torre de Belém) and the grand Monastery of St. Jerome (Mosteiro dos Jeronimos).
Afternoon
For lunch, savor the flavors of Portuguese cuisine at Cervejaria Ramiro. In the afternoon, take a leisurely stroll through the historic neighborhoods of Chiado and Bairro Alto, enjoying the charming atmosphere.
Evening
In the evening, experience a magical Lisbon Tagus River Sunset Cruise with Welcome Drink. After the cruise, have a memorable dinner at the acclaimed Belcanto.
Bedtime
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Belém Tower (Torre de Belém)

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Visit Monastery of St. Jerome (Mosteiro dos Jeronimos) in Lisbon, Portugal
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Monastery of St. Jerome (Mosteiro dos Jeronimos)

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Lisbon City Exploration and Fado Music

Morning
Enjoy a relaxed morning at the iconic Commerce Square (Praça do Comércio). Have a leisurely brunch at Time Out Market Lisboa, offering a variety of food options.
Afternoon
Explore the historic St. George's Castle (Castelo de São Jorge) and the charming alleys of the Alfama district. For a late afternoon pick-me-up, stop by A Cevicheria for a unique dining experience.
Evening
Immerse yourself in the soulful sounds of Fado with an Lisbon Evening Intimate Live Fado Music Show with Port Wine. Before the show, enjoy a traditional Portuguese dinner at Tavares Rico.
Bedtime
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Visit Commerce Square (Praça do Comércio) in Lisbon, Portugal
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Commerce Square (Praça do Comércio)

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Visit Castelo de Sao Jorge (St. George's Castle) in Lisbon, Portugal
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St. George's Castle (Castelo de São Jorge)

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Art and Culture in Lisbon

Morning
Begin your day with a visit to the National Tile Museum (Museu Nacional do Azulejo) to admire the beautiful azulejos. For a cultural experience, have a mid-morning coffee at the historic Martinho da Arcada, a favorite of Fernando Pessoa.
Afternoon
Explore the modern art at the Berardo Collection Museum in the Belém district. For lunch, enjoy a meal at the trendy A Cevicheria.
Evening
In the evening, take a leisurely walk along the riverfront and enjoy dinner at 100 Maneiras, known for its innovative cuisine.
Bedtime
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National Tile Museum (Museu Nacional do Azulejo)

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Day Trip to Fátima and Batalha

Morning
Embark on a guided day trip to Fátima and Batalha, exploring the religious and historical significance of these sites. Have a light breakfast at your hotel before the journey.
Afternoon
Enjoy a traditional Portuguese lunch in Fátima. After visiting the sanctuary, head to Batalha to see the impressive Batalha Monastery.
Evening
Return to Lisbon in the evening and dine at the elegant Feitoria Restaurant & Wine Bar.
Bedtime
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Fátima

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Batalha

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Relaxation and Shopping in Lisbon

Morning
Take a leisurely morning to enjoy the amenities of your hotel or explore the local markets. Have a relaxed breakfast at a nearby cafe.
Afternoon
Spend the afternoon shopping in the trendy boutiques of Avenida da Liberdade. For a light lunch, stop by Cantinho do Avillez.
Evening
In the evening, have a sophisticated dining experience at Eleven Restaurant.
Bedtime
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Avenida da Liberdade

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Enchanting Sintra and Pena Palace

Morning
Travel to Sintra and start your day with a visit to the colorful Pena Palace (Palácio Nacional da Pena). Enjoy a relaxed breakfast in Sintra before exploring the palace grounds.
Afternoon
For lunch, indulge in a meal at a local restaurant. Afterward, visit the mystical Quinta da Regaleira and the historic Moorish Castle (Castelo dos Mouros).
Evening
Return to Lisbon in the evening and have dinner at 100 Maneiras.
Bedtime
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Pena Palace (Palácio Nacional da Pena)

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Quinta da Regaleira

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Culinary Delights of Lisbon

Morning
Start your day with a food tour, such as the Lisbon City Walking Tour with Food Tasting and Drinks, to sample a variety of Portuguese dishes.
Afternoon
After the tour, take a cooking class at Mini Bar Teatro to learn how to make traditional Portuguese recipes. Enjoy the meal you prepared for a late lunch.
Evening
For dinner, experience the innovative cuisine of 100 Maneiras.
Bedtime
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Lisbon City Walking Tour with Food Tasting and Drinks

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Seaside Charm of Cascais

Morning
Take a day trip to the picturesque town of Cascais. Enjoy a relaxing breakfast by the sea before exploring the Cascais Marina and the Boca do Inferno.
Afternoon
Have a leisurely seafood lunch at a local restaurant. Spend the afternoon relaxing on the beach or strolling through the town's charming streets.
Evening
In the evening, dine at Tavares Rico, known for its fresh seafood dishes.
Bedtime
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Day of Leisure in Lisbon

Morning
Enjoy a leisurely morning in Lisbon, perhaps visiting a local park or taking a scenic walk. Have a relaxed breakfast at a neighborhood cafe.
Afternoon
Spend the afternoon exploring the Lisbon Oceanarium or visiting the National Pantheon. For lunch, try the traditional petiscos at Taberna da Rua das Flores.
Evening
In the evening, have a casual dinner at Bairro do Avillez.
Bedtime
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Lisbon Oceanarium

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National Pantheon

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Medieval Charm of Óbidos

Morning
Take a day trip to the medieval town of Óbidos. Enjoy a relaxed breakfast in the town before walking along the ancient walls and exploring the narrow streets.
Afternoon
Have a traditional Portuguese lunch at a local tavern. Visit the Óbidos Castle and the Santa Maria Church.
Evening
Return to Lisbon in the evening and dine at Feitoria Restaurant & Wine Bar.
Bedtime
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Art and Architecture in Lisbon

Morning
Explore the contemporary art at the Chiado Museum and the Museum of Art, Architecture and Technology (MAAT). Have a light breakfast at a museum cafe.
Afternoon
Visit the Calouste Gulbenkian Museum to see its impressive art collection. For lunch, enjoy a meal at the museum's restaurant.
Evening
Take a leisurely walk along the Lisbon Waterfront and have dinner at Feitoria Restaurant & Wine Bar.
Bedtime
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Chiado Museum

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Museum of Art, Architecture and Technology (MAAT)

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Final Day of Relaxation in Lisbon

Morning
Spend your last morning in Lisbon at a local spa or enjoying a peaceful moment in a park. Have a relaxed breakfast at a neighborhood cafe.
Afternoon
Take a leisurely walk through the Lisbon Botanical Garden or along the Lisbon Waterfront. For lunch, savor the flavors of Portuguese cuisine at Cantinho do Avillez.
Evening
Enjoy a farewell dinner at the elegant Eleven Restaurant.
Bedtime
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Free Day for Personal Exploration

Morning
Use this day to revisit your favorite spots in Lisbon, do some last-minute shopping, or simply relax. Have a leisurely breakfast at a local cafe.
Afternoon
Spend the afternoon as you please, whether it's visiting a museum, taking a cooking class, or simply wandering the streets of the city. For lunch, try the traditional Portuguese dishes at Taberna da Rua das Flores.
Evening
Enjoy a final dinner at 100 Maneiras, savoring the innovative and creative cuisine.
Bedtime
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Departure Day

Morning
On your departure day, have a relaxed breakfast at your hotel or at a nearby cafe. Take some time to savor your last moments in Lisbon.
Afternoon
Depending on your flight time, you may have a few hours to do some last-minute shopping or visit a final attraction. For a light lunch, try the petiscos at Taberna da Rua das Flores.
Evening
Head to the airport for your departure, reminiscing about the wonderful time you had in Lisbon.
Bedtime
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