New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

AI Travel Planner

Ultimate 14-Day Portugal Adventure: Lisbon, Sintra, and Beyond

Ultimate 14-Day Portugal Adventure: Lisbon, Sintra, and Beyond Itinerary

Last updated: 2024 Jun 14

Iconic Lisbon Landmarks and Fado Delights

Morning
Start your journey with a delightful breakfast at Pasteis de Belem, known for its famous custard tarts. Afterward, immerse yourself in the rich history of Lisbon with visits to the Belém Tower (Torre de Belém) and the grand Monastery of St. Jerome (Mosteiro dos Jeronimos). Enjoy the serene atmosphere at the Miradouro da Senhora do Monte (Miradouro de Nossa Senhora do Monte), offering panoramic views of the city.
Afternoon
For lunch, savor the innovative cuisine at Mini Bar Teatro. Spend your afternoon exploring the charming neighborhood of Alfama, wandering through its narrow streets and visiting the historic Lisbon Cathedral (Sé de Lisboa) and the imposing Castelo de Sao Jorge (St. George's Castle). End your afternoon with a visit to the interactive Lisbon Story Centre to learn about the city's fascinating past.
Evening
Experience the soulful sounds of Fado at 'Fado in Chiado' Live Show Tickets, accompanied by a glass of Port wine. After the show, enjoy a memorable dinner at 100 Maneiras, where modern gastronomy meets Portuguese flavors.
Bedtime
Find amazing hotels in Lisbon.
Visit Dublin Full-Day Tour to Cork, Cobh and Blarney Castle in Lisbon
star4.32

Belém Tower (Torre de Belém)

Book Now
Visit Monastery of St. Jerome (Mosteiro dos Jeronimos) in Lisbon
star4.62

Monastery of St. Jerome (Mosteiro dos Jeronimos)

Book Now
next arrow

Gourmet Delights and Electric Bike Adventure

Morning
Embark on a culinary journey with a guided Lisbon Gourmet Food and Wine Walking Tour. Sample local delicacies and wines while exploring the vibrant food scene of Lisbon. After the tour, take a ride on the iconic Tram 28 to get a feel for the city's unique transportation system.
Afternoon
Enjoy a sumptuous lunch at Cantinho do Avillez, owned by one of Portugal's most renowned chefs. In the afternoon, hop on an Lisbon 7 Hills Half-Day Electric Bike Tour to discover the city's hidden gems, including the colorful district of Mouraria and the beautiful viewpoints (miradouros) scattered across the hills.
Evening
As the sun sets, indulge in a sophisticated dining experience at Eleven Restaurant, known for its Michelin-starred cuisine and panoramic views of the city. After dinner, take a leisurely stroll along the riverside and enjoy the vibrant nightlife of Lisbon.
Bedtime
Find amazing hotels in Lisbon.
Visit Lisbon Food and Wine Small Group Walking Tour in Lisbon
star4.78

Lisbon Gourmet Food and Wine Walking Tour

Book Now
Visit Lisbon 7 Hills Half-Day Electric Bike Tour in Lisbon
star4.86

Lisbon 7 Hills Half-Day Electric Bike Tour

Book Now

Historical Walking Tour and Sunset Boat Party

Morning
Begin your day with a guided Lisbon History, Stories and Lifestyle Walking Tour. Explore the city's historic neighborhoods, learn about its cultural heritage, and gain insights into the local lifestyle. Stop for a traditional Portuguese breakfast at a local cafe.
Afternoon
For lunch, head to Time Out Market Lisboa, a foodie paradise with a wide variety of culinary options. Afterward, take some time to relax at the beautiful Commerce Square (Praça do Comércio), one of the largest squares in Europe.
Evening
Get ready for an unforgettable evening on the water with the Lisbon Sunset Boat Party Cruise with DJ and Open Bar. Dance to the tunes of the DJ, enjoy drinks from the open bar, and witness a stunning sunset over the waters of the Tagus River. The party atmosphere will set the tone for a lively night in Lisbon.
Bedtime
Find amazing hotels in Lisbon.
Visit Lisbon History, Stories and Lifestyle Walking Tour in Lisbon
star4.78

Lisbon History, Stories and Lifestyle Walking Tour

Book Now
Visit Commerce Square (Praça do Comércio) in Lisbon
star4.73

Commerce Square (Praça do Comércio)

Book Now
next arrow

Day Trip to Sintra's Enchanting Palaces

Morning
Take a break from the city and embark on a Sintra Quinta da Regaleira E-Ticket & Optional Audio Guide to explore the mystical gardens and tunnels of this UNESCO World Heritage site. Afterward, enjoy a relaxing morning coffee at Taberna da Rua das Flores.
Afternoon
Delight in a luxurious lunch at Feitoria Restaurant & Wine Bar, then continue your Sintra adventure with a visit to the colorful Pena National Palace (Palacio Nacional da Pena), often referred to as a "fairy-tale castle." Explore the palace grounds and take in the breathtaking views of the surrounding area.
Evening
Return to Lisbon and unwind with a serene dinner at Solar dos Presuntos, known for its traditional Portuguese cuisine and welcoming atmosphere.
Bedtime
Find amazing hotels in Lisbon.
Visit Sintra Quinta da Regaleira E-Ticket & Optional Audio Guide in Lisbon
star4.12

Sintra Quinta da Regaleira E-Ticket & Optional Audio Guide

Book Now
Visit Pena National Palace (Palacio Nacional da Pena) in Lisbon
star4.73

Pena National Palace (Palacio Nacional da Pena)

Book Now

Cultural Exploration and Fado Evening

Morning
Start your day with a visit to the National Pantheon of Santa Engracia (Santa Egracia Panteao Nacional Lisbon), a stunning church with a rich history. Then, immerse yourself in the art and culture of Lisbon at the Berardo Museum of Modern and Contemporary Art (Museu Coleção Berardo), home to a remarkable collection of works.
Afternoon
Enjoy a leisurely lunch at Bairro do Avillez, a vibrant spot offering a variety of culinary experiences. Afterward, take a stroll through the trendy neighborhood of Príncipe Real and explore its unique shops and boutiques.
Evening
Conclude your day with an intimate live Fado music show at Lisbon Evening Intimate Live Fado Music Show with Port wine. Let the haunting melodies and heartfelt performances transport you to the soul of Portugal. For dinner, indulge in the innovative dishes at Belcanto, a two-Michelin-star restaurant that showcases the best of Portuguese gastronomy.
Bedtime
Find amazing hotels in Lisbon.
Visit National Pantheon of Santa Engracia (Santa Egracia Panteao Nacional Lisbon) in Lisbon
star4.82

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

Book Now
Visit Plaza San Martin in Lisbon
star4.74

Berardo Museum of Modern and Contemporary Art (Museu Coleção Berardo)

Book Now
next arrow

Tuk Tuk Sightseeing and Wine Tasting

Morning
Experience the city from a different perspective with a Lisbon 3-Hour Sightseeing Tour by Tuk Tuk. Your knowledgeable guide will take you to both famous landmarks and hidden gems, providing a fun and informative tour. Enjoy a quick bite at A Cevicheria for a refreshing start to the day.
Afternoon
After the tour, head to 25th of April Bridge (Ponte 25 de Abril) and take a walk across this iconic structure, enjoying the views of the river and the city. For lunch, savor the seafood delights at Cervejaria Ramiro, a local favorite.
Evening
Spend your evening in the charming district of Bairro Alto, known for its vibrant nightlife. Start with a wine tasting and cheese lunch at Lisbon Portuguese Wine Tasting and Cheese Lunch, then explore the area's eclectic bars and live music venues. For a more relaxed end to the night, visit Miradouro de São Pedro de Alcântara and enjoy the panoramic views with a glass of wine.
Bedtime
Find amazing hotels in Lisbon.
Visit Lisbon 3-Hour Sightseeing Tour by Tuk Tuk in Lisbon
star4.82

Lisbon 3-Hour Sightseeing Tour by Tuk Tuk

Book Now
Visit 25th of April Bridge (Ponte 25 de Abril) in Lisbon
star4.75

25th of April Bridge (Ponte 25 de Abril)

Book Now
next arrow

Day of Relaxation and Exploration

Morning
Begin your day with a visit to the tranquil Estoril, where you can take a peaceful walk along the promenade and enjoy the sea breeze. Have a delightful breakfast at Largo do Paço - Casa da Calçada Relais & Châteaux, known for its elegant ambiance and delectable dishes.
Afternoon
After breakfast, head to the Lisbon Card 24, 48, or 72-Hour Pass pickup location and purchase a card for convenient access to public transportation and discounts on various attractions. Spend the rest of the afternoon exploring the beautiful town of Cascais, visiting the Castle of the Moors (Castelo dos Mouros) and enjoying the coastal scenery.
Evening
Return to Lisbon and have a memorable dinner at Tavares Rico, one of the oldest and most prestigious restaurants in the city. End the night with a leisurely walk through the vibrant streets of the Bairro Alto and Chiado districts, taking in the lively atmosphere and perhaps stopping for a drink at a local bar.
Bedtime
Find amazing hotels in Lisbon.
Visit Estoril in Lisbon
star4.83

Estoril

Book Now
Visit Lisbon Card 24, 48, or 72-Hour Pass in Lisbon
star4.40

Lisbon Card 24, 48, or 72-Hour Pass

Book Now
next arrow

Enchanting Sintra and Majestic Palaces

Morning
Begin your day with a delightful breakfast at Taberna da Rua das Flores in Lisbon before embarking on a full-day exploration of Sintra. Visit the stunning Sintra National Palace (Palácio Nacional de Sintra), known for its distinctive twin chimneys and rich history. Explore the palace's rooms and enjoy the beautiful views from its windows.
Afternoon
For lunch, indulge in the culinary creations at Feitoria Restaurant & Wine Bar back in Lisbon. Afterward, continue your Sintra journey with a visit to the mystical Quinta da Regaleira, where you can wander through the enchanting gardens and discover hidden tunnels and symbolic structures.
Evening
As the day winds down, enjoy a relaxing dinner at Solar dos Presuntos in Lisbon, savoring the traditional Portuguese flavors. Reflect on the day's adventures and prepare for more memorable experiences in the days to come.
Bedtime
Find amazing hotels in Sintra, Portugal.
Visit Sintra National Palace (Palácio Nacional de Sintra) in Sintra, Portugal
star4.82

Sintra National Palace (Palácio Nacional de Sintra)

Book Now
Visit Sintra in Sintra, Portugal
star4.77

Quinta da Regaleira

Book Now

Art and Architecture Exploration

Morning
Start your day with a visit to the Berardo Museum of Modern and Contemporary Art (Museu Coleção Berardo), where you can admire a diverse range of artworks from the 20th and 21st centuries. After immersing yourself in the world of art, enjoy a delicious breakfast at Pasteis de Belem, famous for its pastries.
Afternoon
Spend your afternoon exploring the architectural wonders of Lisbon. Visit the iconic 25th of April Bridge (Ponte 25 de Abril) and take a walk or bike ride across for stunning views of the city. For lunch, head to Cervejaria Ramiro and indulge in fresh seafood dishes.
Evening
As the sun sets, take a leisurely stroll through the historic district of Bairro Alto, known for its vibrant nightlife. Enjoy dinner at Bairro do Avillez, a lively spot offering a variety of culinary experiences. Afterward, experience the local music scene at a live performance in one of the neighborhood's intimate venues.
Bedtime
Find amazing hotels in Lisbon.
Visit Plaza San Martin in Lisbon
star4.74

Berardo Museum of Modern and Contemporary Art (Museu Coleção Berardo)

Book Now
Visit 25th of April Bridge (Ponte 25 de Abril) in Lisbon
star4.75

25th of April Bridge (Ponte 25 de Abril)

Book Now

Historic Treasures and Modern Delights

Morning
Begin your day with a visit to the Castle of the Moors (Castelo dos Mouros) in Sintra, where you can explore the ancient walls and enjoy panoramic views of the surrounding landscape. Afterward, have a hearty breakfast at Largo do Paço - Casa da Calçada Relais & Châteaux in Lisbon, known for its elegant ambiance and delectable dishes.
Afternoon
Return to Lisbon and immerse yourself in the city's history with a visit to the Lisbon Story Centre, an interactive museum that brings the past to life. For lunch, enjoy the innovative cuisine at Mini Bar Teatro, where modern gastronomy meets Portuguese flavors. Afterward, take a guided Lisbon City Walking Tour with Food Tasting and Drinks to discover the hidden culinary gems of the city.
Evening
Conclude your day with a memorable dinner at Eleven Restaurant, known for its Michelin-starred cuisine and panoramic views of the city. After dinner, take a leisurely evening cruise on the Tagus River, admiring the city lights and iconic landmarks from the water.
Bedtime
Find amazing hotels in Lisbon.
Visit Castle of the Moors (Castelo dos Mouros) in Lisbon
star4.79

Castle of the Moors (Castelo dos Mouros)

Book Now
Visit [object Object] in Lisbon
star4.89

Lisbon Story Centre

Book Now
next arrow

Culinary Delights and Cultural Highlights

Morning
Start your day with a guided Lisbon 3-Hour Sightseeing Tour by Tuk Tuk, exploring the city's famous landmarks and hidden gems. After the tour, enjoy a delightful breakfast at Pasteis de Belem, known for its famous custard tarts.
Afternoon
For lunch, head to Time Out Market Lisboa, a vibrant food hall with a wide variety of culinary options. Afterward, visit the Berardo Museum of Modern and Contemporary Art (Museu Coleção Berardo) to admire its impressive collection of modern art.
Evening
Experience the vibrant nightlife of Lisbon with a visit to the historic Bairro Alto district. Enjoy dinner at Belcanto, a two-Michelin-star restaurant that showcases the best of Portuguese gastronomy. Afterward, explore the neighborhood's lively bars and live music venues, soaking in the local atmosphere.
Bedtime
Find amazing hotels in Lisbon.
Visit Lisbon 3-Hour Sightseeing Tour by Tuk Tuk in Lisbon
star4.82

Lisbon 3-Hour Sightseeing Tour by Tuk Tuk

Book Now
Visit Plaza San Martin in Lisbon
star4.74

Berardo Museum of Modern and Contemporary Art (Museu Coleção Berardo)

Book Now

Scenic Views and Cultural Immersion

Morning
Begin your day with a visit to the 25th of April Bridge (Ponte 25 de Abril), where you can walk or cycle across the iconic bridge and enjoy panoramic views of the city. Afterward, have a delicious breakfast at A Cevicheria, known for its innovative seafood dishes.
Afternoon
Explore the historic district of Alfama, wandering through its narrow streets and visiting landmarks such as the Lisbon Cathedral (Sé de Lisboa) and the Castelo de Sao Jorge (St. George's Castle). For lunch, head to Cantinho do Avillez and savor the creations of one of Portugal's most renowned chefs.
Evening
Enjoy a relaxing evening at Miradouro de São Pedro de Alcântara, one of the city's most beautiful viewpoints. Watch the sunset over Lisbon while enjoying a glass of wine. For dinner, indulge in the Michelin-starred cuisine of Feitoria Restaurant & Wine Bar, where each dish is a work of art.
Bedtime
Find amazing hotels in Lisbon.
Visit 25th of April Bridge (Ponte 25 de Abril) in Lisbon
star4.75

25th of April Bridge (Ponte 25 de Abril)

Book Now
Visit Alfama in Lisbon
star4.70

Alfama

Book Now
next arrow

Lasting Impressions and Farewell Feasts

Morning
Begin 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. Afterward, have a delightful breakfast at Largo do Paço - Casa da Calçada Relais & Châteaux in Lisbon, known for its elegant ambiance and delectable dishes.
Afternoon
Spend your afternoon exploring the vibrant neighborhood of Parque das Nações, home to modern architecture, the Oceanário de Lisboa (Lisbon Oceanarium), and a variety of shops and restaurants. For lunch, enjoy the innovative cuisine at Mini Bar Teatro, where modern gastronomy meets Portuguese flavors.
Evening
Conclude your trip with a memorable dinner at Eleven Restaurant, known for its Michelin-starred cuisine and panoramic views of the city. After dinner, take a leisurely evening cruise on the Tagus River, admiring the city lights and iconic landmarks from the water.
Bedtime
Find amazing hotels in Lisbon.
Visit National Sanctuary of Christ the King (Cristo Rei) in Lisbon
star4.72

National Sanctuary of Christ the King (Cristo Rei)

Book Now
Visit Delft in Lisbon
star4.65

Parque das Nações

Book Now
next arrow

Lisbon's Hidden Gems and Culinary Delights

Morning
Start your day with a visit to the Monument to the Discoveries (Padrão dos Descobrimentos), where you can learn about Portugal's Age of Discovery. Then, enjoy a guided Lisbon 2.5-Hour Hills Tour by Electric Bike to explore the city's hidden viewpoints and charming neighborhoods. For breakfast, indulge in the pastries at Pasteis de Belem.
Afternoon
After the bike tour, have a leisurely lunch at Time Out Market Lisboa, where you can sample a variety of local and international cuisines. Spend your afternoon at the Monastery of St. Jerome (Mosteiro dos Jeronimos), admiring its impressive architecture and exploring the nearby gardens.
Evening
For your final dinner in Lisbon, experience the culinary artistry at Belcanto, a two-Michelin-star restaurant that offers a sophisticated and memorable dining experience. After dinner, take a walk along the waterfront and enjoy the city's vibrant nightlife, reflecting on the wonderful memories of your 14-day Portugal adventure.
Bedtime
Find amazing hotels in Lisbon.
Visit Monument to the Discoveries (Padrão dos Descobrimentos) in Lisbon
star4.69

Monument to the Discoveries (Padrão dos Descobrimentos)

Book Now
Visit Lisbon 2.5-Hour Hills Tour by Electric Bike in Lisbon
star4.76

Lisbon 2.5-Hour Hills Tour by Electric Bike

Book Now
next arrow

Top Lisbon Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?