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16-Day Portugal Adventure: Lisbon, Sintra, and Beyond

16-Day Portugal Adventure: Lisbon, Sintra, and Beyond Itinerary

Last updated: 2024 Jun 14

Iconic Lisbon Landmarks and Sunset Cruise

Morning
Begin your adventure with a visit to the historic Belém Tower (Torre de Belém), followed by a stroll through the impressive Monastery of St. Jerome (Mosteiro dos Jeronimos). Enjoy a delicious breakfast at the renowned Pasteis de Belem, where you can savor the famous pastel de nata.
Afternoon
After lunch at the vibrant Time Out Market Lisboa, explore the charming neighborhood of Alfama and visit the majestic Castelo de Sao Jorge (St. George's Castle). Take in panoramic views of the city from the castle's hilltop location.
Evening
Conclude your day with a relaxing Lisbon Sunset Cruise, enjoying the beautiful sights of the city from the water. Sip on local wines and soak in the vibrant atmosphere as the sun sets over Lisbon.
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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Historical Wonders and Fado Evening

Morning
Immerse yourself in Lisbon's history with a visit to the impressive Lisbon Cathedral (Sé de Lisboa) and the iconic Commerce Square (Praça do Comércio). Enjoy a delightful breakfast at Taberna da Rua das Flores in the heart of the city.
Afternoon
Explore the intriguing National Pantheon of Santa Engracia (Santa Egracia Panteao Nacional Lisbon) and then take a leisurely walk to the vibrant neighborhood of Bairro Alto. Have a traditional Portuguese lunch at Cervejaria Ramiro, known for its fresh seafood.
Evening
Experience the soulful sounds of Fado with an intimate live music show at Lisbon Evening Intimate Live Fado Music Show with Port wine. Let the music and the melancholic voices of the singers transport you to the heart of Portuguese culture.
Bedtime
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Lisbon Cathedral (Sé de Lisboa)

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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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Stay on Sintra: A Day of Enchanting Palaces and Culinary Delights

Morning
Embark on a full-day excursion to the fairytale town of Sintra, visiting the colorful Pena National Palace (Palacio Nacional da Pena) and the mystical Castle of the Moors (Castelo dos Mouros). Enjoy a delightful breakfast at Pasteis de Belem, where you can savor the famous pastel de nata.
Afternoon
After exploring Sintra, continue to the westernmost point of continental Europe, Cabo da Roca. Then, relax and enjoy the scenic drive to the elegant coastal town of Cascais, where you can have a leisurely lunch at Tavares Rico.
Evening
In Cascais, take a walk along the beautiful coastline and visit the charming marina. You can also indulge in some shopping at the local boutiques before heading back to Lisbon for a relaxing evening.
Bedtime
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Pena National Palace (Palacio Nacional da Pena)

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Castle of the Moors (Castelo dos Mouros)

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Sintra's Enchanting Palaces and Cascais Coastline

Morning
Embark on a full-day excursion to the fairytale town of Sintra, visiting the colorful Pena National Palace (Palacio Nacional da Pena) and the mystical Castle of the Moors (Castelo dos Mouros). Enjoy a delightful breakfast at Pasteis de Belem before you depart.
Afternoon
After exploring Sintra, continue to the westernmost point of continental Europe, Cabo da Roca. Then, relax and enjoy the scenic drive to the elegant coastal town of Cascais, where you can have a leisurely lunch at Tavares Rico.
Evening
In Cascais, take a walk along the beautiful coastline and visit the charming marina. You can also indulge in some shopping at the local boutiques before heading back to Lisbon for a relaxing evening.
Bedtime
Find amazing hotels in Lisbon.
Visit Pena National Palace (Palacio Nacional da Pena) in Lisbon
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Pena National Palace (Palacio Nacional da Pena)

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Castle of the Moors (Castelo dos Mouros)

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Culinary Delights and City Sailing

Morning
Start your day with a gourmet food and wine walking tour, Lisbon Gourmet Food and Wine Walking Tour. Sample a variety of Portuguese delicacies and wines while exploring the city's culinary scene. After the tour, enjoy a light lunch at 100 Maneiras.
Afternoon
Spend a relaxing afternoon on a Lisbon Daytime/Sunset/Night City Sailboat Tour with Drinks. Cruise along the Tagus River, taking in the iconic landmarks of Lisbon from a unique perspective. Sip on refreshing drinks and enjoy the gentle breeze.
Evening
For dinner, experience the innovative cuisine at Mini Bar Teatro, known for its creative dishes and vibrant atmosphere. Afterward, you can explore the lively nightlife of the city or simply unwind with a post-dinner drink at a local bar.
Bedtime
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Lisbon Gourmet Food and Wine Walking Tour

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Lisbon Daytime/Sunset/Night City Sailboat Tour with Drinks

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Day of Leisure and Exploration

Morning
Take a relaxed morning to enjoy a late breakfast at a local cafe of your choice. Then, explore some of the lesser-known gems of Lisbon, such as the panoramic views from Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte) or the historical significance of the 25th of April Bridge (Ponte 25 de Abril).
Afternoon
Have a leisurely lunch at Bairro do Avillez, a vibrant spot offering a variety of culinary experiences. Afterward, you can choose to visit a museum, take a bike tour, or simply relax in one of the city's beautiful parks.
Evening
Enjoy a delightful dinner at Belcanto, a Michelin-starred restaurant known for its exquisite Portuguese cuisine with a modern twist. End the evening with a leisurely walk through the city, taking in the illuminated streets and lively ambiance.
Bedtime
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Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte)

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25th of April Bridge (Ponte 25 de Abril)

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Historic Daytime and Sunset Boat Party

Morning
Begin with a guided walking tour, Lisbon City Walking Tour with Food Tasting and Drinks, to learn about the city's history and enjoy some local culinary delights. Have a light breakfast at the start of the tour and a mid-morning snack at a traditional bakery.
Afternoon
After the tour, visit the Lisbon Luz Stadium Tour and SL Benfica Museum Ticket to explore the history of one of Europe's most successful football clubs. For lunch, head to Feitoria Restaurant & Wine Bar for a fine dining experience with a view of the Tagus River.
Evening
Get ready for an unforgettable experience on the Lisbon Sunset Boat Party Cruise with DJ and Open Bar. Dance to the tunes of the DJ, enjoy the open bar, and witness a stunning sunset over the waters of the Tagus River.
Bedtime
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Lisbon City Walking Tour with Food Tasting and Drinks

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Lisbon Luz Stadium Tour and SL Benfica Museum Ticket

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Day of Adventure and Breathtaking Views

Morning
Start your day with an exhilarating Lisbon 2.5-Hour Hills Tour by Electric Bike. Explore the city's hills and enjoy panoramic views from various miradouros. Refuel with a hearty breakfast at Taberna da Rua das Flores before the tour.
Afternoon
After the bike tour, take a short drive to the picturesque town of Óbidos. Explore the charming cobblestone streets, visit the medieval castle, and enjoy a traditional lunch at a local restaurant.
Evening
Return to Lisbon and head to the Monument to the Discoveries (Padrão dos Descobrimentos) for a stunning view of the city at sunset. Then, have a memorable dinner at Eleven Restaurant, known for its sophisticated cuisine and panoramic city views.
Bedtime
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Lisbon 2.5-Hour Hills Tour by Electric Bike

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Óbidos

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Day of Spiritual Exploration and Local Delicacies

Morning
Begin with a visit to the sacred site of Fátima, one of the most important Catholic pilgrimage destinations in the world. Take a guided tour and immerse yourself in the spiritual atmosphere. Enjoy a packed breakfast from your hotel before the journey.
Afternoon
After Fátima, continue to the beautiful town of Nazaré. Known for its giant waves and colorful fishing traditions, Nazaré offers a unique coastal experience. Have a fresh seafood lunch at a local restaurant by the beach.
Evening
Return to Lisbon and indulge in the vibrant food scene at 100 Maneiras, where you can enjoy a contemporary dining experience. After dinner, take a leisurely walk along the riverfront and enjoy the city's evening lights.
Bedtime
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Fátima

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Day of Leisure and Cultural Immersion

Morning
Enjoy a relaxed morning with breakfast at a local cafe. Then, visit the Lisbon Hop-On Hop-Off Bus Tour to explore the city at your own pace. Hop off at the places that interest you the most, such as museums, parks, or shopping districts.
Afternoon
Have a casual lunch at Solar dos Presuntos, a traditional Portuguese restaurant known for its quality dishes. Afterward, immerse yourself in the local culture with a visit to the Lisbon History, Stories and Lifestyle Walking Tour or explore the vibrant neighborhood of Bairro Alto.
Evening
For dinner, try the innovative cuisine at Belcanto, a two-Michelin-starred restaurant. Afterward, enjoy a live music performance at a local bar or jazz club to end the evening on a high note.
Bedtime
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Lisbon Hop-On Hop-Off Bus Tour

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Lisbon History, Stories and Lifestyle Walking Tour

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Day of City Highlights and Evening Elegance

Morning
Begin with a visit to the iconic 25th of April Bridge (Ponte 25 de Abril), where you can enjoy panoramic views of the city. Then, explore the historical Lisbon Cathedral (Sé de Lisboa) and the grand Monastery of St. Jerome (Mosteiro dos Jeronimos). Have breakfast at Time Out Market Lisboa before you start your day.
Afternoon
After a morning of sightseeing, have a leisurely lunch at Cantinho do Avillez, a popular spot for contemporary Portuguese cuisine. Then, take a guided tour of the Belém Tower (Torre de Belém) and learn about its fascinating history and significance.
Evening
Dress up for an elegant evening at Largo do Paço - Casa da Calçada Relais & Châteaux, where you can enjoy a sophisticated dining experience. Savor the flavors of the region and indulge in the restaurant's extensive wine selection.
Bedtime
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25th of April Bridge (Ponte 25 de Abril)

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Lisbon Cathedral (Sé de Lisboa)

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Day of Art, Architecture, and Ocean Views

Morning
Start your day with a visit to the National Sanctuary of Christ the King (Cristo Rei), where you can enjoy panoramic views of the city and the Tagus River. Then, explore the contemporary art at the Berardo Collection Museum (Museu Coleção Berardo).
Afternoon
Have a delightful lunch at A Cevicheria, known for its fresh and innovative ceviche dishes. Afterward, take a guided tour of the 25th of April Bridge (Ponte 25 de Abril) and learn about the engineering marvel that connects Lisbon to the south.
Evening
Enjoy a relaxed evening at the Lisbon Day, Afternoon, or Sunset Boat Cruise with Wine, where you can sip on local wines and take in the beautiful views of the city from the water.
Bedtime
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National Sanctuary of Christ the King (Cristo Rei)

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Berardo Collection Museum (Museu Coleção Berardo)

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Day of Exploration and Pastel de Nata

Morning
Start your day with a visit to the charming town of Sintra, where you can explore the colorful streets and visit the Sintra Quinta da Regaleira E-Ticket & Optional Audio Guide. Enjoy a breakfast of pastel de nata at Pasteis de Belem before you depart.
Afternoon
After Sintra, continue to the beautiful Cabo da Roca, the westernmost point of continental Europe. Then, take a scenic drive to the elegant coastal town of Cascais and enjoy a leisurely lunch at Tavares Rico.
Evening
In Cascais, take a walk along the beautiful coastline and visit the charming marina. You can also indulge in some shopping at the local boutiques before heading back to Lisbon for a relaxing evening.
Bedtime
Find amazing hotels in Lisbon.
Visit Sintra in Lisbon
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Sintra

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Sintra Quinta da Regaleira E-Ticket & Optional Audio Guide

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Day of Spiritual Reflection and Historical Wonders

Morning
Embark on a spiritual journey with a visit to the sacred site of Fátima, one of the most important Catholic pilgrimage destinations in the world. Take a guided tour and immerse yourself in the spiritual atmosphere. Enjoy a packed breakfast from your hotel before the journey.
Afternoon
After Fátima, continue to the historic town of Óbidos. Explore the charming cobblestone streets, visit the medieval castle, and enjoy a traditional lunch at a local restaurant.
Evening
Return to Lisbon and take a leisurely walk through the vibrant neighborhood of Bairro Alto. Enjoy the lively atmosphere and explore the local shops and boutiques. For dinner, try the innovative cuisine at Mini Bar Teatro, known for its creative dishes and vibrant ambiance.
Bedtime
Find amazing hotels in Lisbon.
Visit Fátima in Lisbon
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Fátima

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Óbidos

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Day of Relaxation and Cultural Immersion

Morning
Start your day with a leisurely breakfast at a local cafe. Then, take a guided walking tour, Lisbon History, Stories and Lifestyle Walking Tour, to learn about the city's history and culture. Enjoy some local snacks and drinks along the way.
Afternoon
After the tour, visit the Berardo Collection Museum (Museu Coleção Berardo) to explore the impressive collection of modern and contemporary art. Then, have a casual lunch at Taberna da Rua das Flores, a popular spot for traditional Portuguese dishes.
Evening
Spend a relaxing evening at the Lisbon Day, Afternoon, or Sunset Boat Cruise with Wine, where you can enjoy the beautiful views of the city from the water. Sip on local wines and learn about the history of Lisbon's famous landmarks.
Bedtime
Find amazing hotels in Lisbon.
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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Berardo Collection Museum (Museu Coleção Berardo)

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Day of Adventure and Culinary Delights

Morning
Start your day with an exciting Lisbon 2.5-Hour Hills Tour by Electric Bike. Explore the city's hills and enjoy panoramic views from various miradouros. Refuel with a hearty breakfast at Feitoria Restaurant & Wine Bar before the tour.
Afternoon
After the bike tour, take a short drive to the picturesque town of Óbidos. Explore the charming cobblestone streets, visit the medieval castle, and enjoy a traditional lunch at a local restaurant.
Evening
Return to Lisbon and indulge in the vibrant food scene at 100 Maneiras, where you can enjoy a contemporary dining experience. After dinner, take a leisurely walk along the riverfront and enjoy the city's evening lights.
Bedtime
Find amazing hotels in Lisbon.
Visit Lisbon 2.5-Hour Hills Tour by Electric Bike in Lisbon
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Lisbon 2.5-Hour Hills Tour by Electric Bike

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Óbidos

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Farewell to Lisbon with a Culinary Journey

Morning
Enjoy a final breakfast at a local cafe, savoring the flavors of Lisbon. Then, take a guided walking tour, Lisbon City Walking Tour with Food Tasting and Drinks, to bid farewell to the city. Sample a variety of Portuguese delicacies and drinks, reminiscing about your time in Lisbon.
Afternoon
After the tour, visit the Lisbon Luz Stadium Tour and SL Benfica Museum Ticket to explore the history of one of Europe's most successful football clubs. For lunch, head to Feitoria Restaurant & Wine Bar for a fine dining experience with a view of the Tagus River.
Evening
Conclude your journey with a memorable dinner at Eleven Restaurant, known for its sophisticated cuisine and panoramic city views. Raise a glass to Lisbon and the unforgettable experiences you've had in this vibrant city.
Bedtime
Find amazing hotels in Lisbon.
Visit Lisbon City Walking Tour with Food Tastings and Drinks in Lisbon
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Lisbon City Walking Tour with Food Tasting and Drinks

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Lisbon Luz Stadium Tour and SL Benfica Museum Ticket

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