New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

AI Travel Planner

5-Day Adventure in Lisbon and Sintra

5-Day Adventure in Lisbon and Sintra Itinerary

Last updated: 2024 Jun 26

Exploring Lisbon's Historic Heart

Morning
Start your day with a visit to Carmo Square (Largo do Carmo). This historic square is a tranquil spot surrounded by beautiful buildings and the ruins of the Carmo Convent, offering a glimpse into Lisbon's past. Enjoy a leisurely stroll around the square, taking in the charming atmosphere and perhaps stopping for a coffee at one of the nearby cafes. Next, head to Church of Sao Roque (Igreja de Sao Roque), one of the oldest Jesuit churches in the world. The church's plain exterior belies its stunningly ornate interior, which is filled with gilded woodwork, intricate azulejos (ceramic tiles), and beautiful paintings. Spend some time exploring this architectural gem and learning about its rich history. For lunch, make your way to Time Out Market, located within walking distance from these attractions. This vibrant food market offers a wide variety of local and international dishes, ensuring there's something for everyone.
Afternoon
After lunch, take a short walk to Baixa District (Lower Town), Lisbon's bustling downtown area. Here you can explore grand plazas like Rossio Square and Praça do Comércio, admire neoclassical architecture, and browse through numerous shops and boutiques. The Baixa District is also home to many charming cafes where you can take a break and enjoy some people-watching. Continue your afternoon with a visit to Santa Justa Lift (Elevador de Santa Justa). This iconic elevator offers panoramic views over Lisbon from its observation deck at the top. Take in the breathtaking vistas of the city's rooftops, historic landmarks, and the Tagus River. As you descend back into Baixa, head towards Café A Brasileira, one of Lisbon's most famous cafes known for its Art Deco interior and historical significance as a meeting place for artists and writers.
Evening
In the evening, embark on Lisbon: Sunset Sailing Cruise with Wine. This relaxing cruise along the Tagus River provides stunning views of Lisbon's skyline as the sun sets. Enjoy complimentary wine as you sail past iconic landmarks such as Belém Tower and the Monument to the Discoveries. After your cruise, head to Ramiro, a highly-rated seafood restaurant known for its fresh shellfish dishes. Indulge in local specialties like garlic shrimp or grilled lobster while soaking up the lively atmosphere. End your night with drinks at Park Bar, an open-air rooftop bar offering fantastic views over Lisbon. It's an ideal spot to unwind after a day full of exploration.
Bedtime
Find amazing hotels in Lisbon.
activity-image

Carmo Square (Largo do Carmo)

star4.96

click to access prices

activity-image

Church of Sao Roque (Igreja de Sao Roque)

star4.94

click to access prices

activity-image

Baixa District (Lower Town)

star4.91

click to access prices

activity-image

Santa Justa Lift (Elevador de Santa Justa)

star4.80

click to access prices

activity-image

Lisbon Sunset Sailing Cruise with Wine

star4.87

click to access prices

Cultural Immersion in Lisbon

Morning
Begin your second day with a visit to Monastery of St Jerome (Mosteiro dos Jeronimos). This UNESCO World Heritage site is an architectural masterpiece that showcases Manueline style at its finest. Explore its stunning cloisters, chapels, and maritime museum while learning about Portugal’s Age of Discovery. Afterward, walk over to Belém Tower (Torre de Belém), another UNESCO site located nearby on the banks of Tagus River. Originally built as part fortress part ceremonial gateway into city harbor; today it stands testament Portuguese maritime heritage offering picturesque photo opportunities against backdrop blue waters riverbanks surrounding parklands perfect picnicking relaxing strolls alike! For lunch head towards popular eatery called Pasteis de Belem renowned their delicious custard tarts traditional Portuguese pastries must-try when visiting area!
Afternoon
Post-lunch continue cultural journey by visiting famous landmark known as Monument Discoveries or Padrão dos Descobrimentos situated just short distance away from Belem Tower commemorates explorers who played significant roles during Age Discovery including Vasco da Gama Prince Henry Navigator among others impressive structure shaped ship sails pointing westward symbolizing voyages undertaken these brave men centuries ago! Next stop should be Ajuda National Palace or Palacio Nacional Ajuda former royal residence now turned museum showcasing opulent interiors lavish furnishings exquisite artworks giving visitors glimpse into lives Portuguese royalty past times grandeur splendor associated monarchy era country’s history! Take break enjoy coffee snack nearby café called Café In situated within palace grounds offering scenic views gardens surrounding areas perfect spot relax recharge before heading next destination.
Evening
As evening approaches make way towards Bairro Alto vibrant neighborhood known lively nightlife scene filled bars restaurants clubs catering diverse tastes preferences whether looking quiet drink lively dance floor there something everyone here start night off dinner restaurant called O Faia serving traditional Fado music performances alongside delicious Portuguese cuisine creating unforgettable dining experience unique cultural immersion unlike any other city has offer! Following dinner consider joining guided tour such Historical Neighborhoods Private Tuk Tuk Tour explore hidden gems lesser-known spots around town knowledgeable guide providing insights stories behind each location visited making journey even more enriching informative fun-filled adventure through streets alleys neighborhoods rich history culture waiting discovered explored thoroughly enjoyed fullest extent possible! Finally end night rooftop bar Topo Chiado boasting panoramic views cityscape illuminated lights below creating magical ambiance perfect setting unwind reflect upon experiences shared throughout day planning ahead next exciting adventures await following days come!
Bedtime
Find amazing hotels in Lisbon.
activity-image

Monastery of St. Jerome (Mosteiro dos Jeronimos)

star4.61

click to access prices

activity-image

Dublin Full-Day Tour to Cork, Cobh and Blarney Castle

star4.32

click to access prices

Day Trip to Sintra Enchanting Palaces Gardens

Morning
On third day embark full-day tour starting early morning departure from Lisbon heading towards enchanting town Sintra nestled foothills Serra da Sintra mountain range known fairy-tale palaces lush gardens mystical forests making popular destination tourists locals alike first stop Pena National Palace or Palacio Nacional Pena colorful Romanticist castle perched atop hilltop offering breathtaking panoramic views surrounding landscapes explore palace’s ornate rooms beautifully landscaped gardens taking countless photos along way capturing memories last lifetime! Continue journey visiting Quinta da Regaleira another must-see attraction featuring extravagant mansion surrounded enigmatic gardens filled hidden tunnels grottoes mysterious symbols reflecting owner’s fascination mysticism alchemy spend time wandering through estate discovering secrets marveling intricate designs structures found throughout property truly magical experience unlike any other place earth!
Afternoon
After exploring Quinta da Regaleira head towards Monserrate Palace or Palacio Monserrate exotic villa inspired various architectural styles including Gothic Moorish Indian influences set amidst lush botanical gardens showcasing diverse plant species collected around world creating harmonious blend nature architecture perfect spot leisurely stroll picnic lunch amidst serene surroundings reconnecting nature appreciating beauty tranquility offered this unique location away hustle bustle city life providing much-needed respite relaxation mind body soul rejuvenation revitalization preparing ahead remaining activities planned itinerary! For lunch consider dining local restaurant Tascantiga serving traditional Portuguese dishes made fresh ingredients sourced locally ensuring authentic flavors taste every bite savor enjoy meal amidst charming ambiance friendly welcoming staff ready assist needs preferences making dining experience memorable enjoyable one!
Evening
As afternoon turns evening return back central Sintra visiting Castle Moors Castelo dos Mouros ancient fortress dating back 8th century offering spectacular vantage points overlooking entire region including Pena Palace below climb ramparts towers capture stunning sunset photos against backdrop rolling hills valleys stretching horizon beyond creating picturesque scenes worthy postcards framing sharing loved ones friends family alike preserving moments cherished forever reminding unforgettable adventures experienced throughout trip thus far inspiring future travels explorations awaiting discovered near far places yet visited explored thoroughly enjoyed fullest extent possible life journey continues unfolding endless possibilities await horizon beckoning call adventurers wanderers dreamers everywhere always seeking new horizons discover embrace wholeheartedly passionately living life fullest each every single moment given blessed opportunity do so making most out everything encountered along way creating lasting memories treasured forevermore!
Bedtime
Find amazing hotels in Sintra.

Hidden Gems and Scenic Views in Lisbon

Morning
Start your fourth day with a visit to Miradouro Sao Pedro de Alcantara. This beautiful viewpoint offers panoramic views over Lisbon, including the Castelo de Sao Jorge and the Tagus River. It's a perfect spot to take some photos and enjoy the morning light. After soaking in the views, head to Nicolau Lisboa, a cozy cafe nearby known for its delicious breakfast options, including pancakes, avocado toast, and freshly brewed coffee. Next, make your way to National Museum of Ancient Art (NMAA). This museum houses an impressive collection of Portuguese art from the Middle Ages to the early 19th century. Spend some time exploring its vast galleries filled with paintings, sculptures, and decorative arts. The museum also has a lovely garden where you can take a leisurely stroll. For lunch, visit A Cevicheria, a highly-rated restaurant offering contemporary Peruvian cuisine with a Portuguese twist. Their ceviche dishes are particularly popular and make for a refreshing midday meal.
Afternoon
In the afternoon, explore the charming neighborhood of Alfama by joining Lisbon: Historical Neighborhoods Private Tuk Tuk Tour. This guided tour will take you through narrow streets and alleys filled with history and character. You'll learn about Alfama's rich cultural heritage while enjoying scenic views from various viewpoints along the way. After your tuk-tuk tour, visit Lisbon Cathedral (Sé de Lisboa), one of Lisbon's oldest buildings dating back to the 12th century. The cathedral's Romanesque architecture is stunning both inside and out. Take some time to explore its chapels and cloisters before heading towards Praça do Comércio. Enjoy an afternoon coffee break at Fabrica Coffee Roasters, located near Praça do Comércio. This specialty coffee shop is known for its high-quality brews made from carefully sourced beans.
Evening
As evening approaches, embark on Lisbon: Evening Intimate Live Fado Music Show with Port wine. Fado is traditional Portuguese music characterized by soulful melodies and heartfelt lyrics often performed in intimate settings like small bars or restaurants creating unique atmosphere unlike any other musical genre world! Enjoy live performance accompanied glass port wine immersing yourself deeply into culture traditions Portugal experiencing firsthand emotional depth beauty conveyed through powerful voices talented musicians performing passionately stage capturing essence spirit country’s musical heritage timelessly preserved cherished generations past present future alike! Afterward head towards restaurant called Cervejaria Ramiro renowned their seafood dishes fresh ingredients sourced locally ensuring authentic flavors taste every bite savor enjoy meal amidst lively ambiance friendly welcoming staff ready assist needs preferences making dining experience memorable enjoyable one! End night drinks rooftop bar called Sky Bar Tivoli boasting panoramic views cityscape illuminated lights below creating magical ambiance perfect setting unwind reflect upon experiences shared throughout day planning ahead next exciting adventures await following days come!
Bedtime
Find amazing hotels in Lisbon.
activity-image

Miradouro Sao Pedro de Alcantara

star4.85

click to access prices

activity-image

National Museum of Ancient Art (NMAA)

star4.76

click to access prices

activity-image

Lisbon Historical Neighborhoods Private Tuk Tuk Tour

star4.89

click to access prices

activity-image

Lisbon Cathedral (Sé de Lisboa)

star4.76

click to access prices

activity-image

Lisbon Evening Intimate Live Fado Music Show with Port wine

star4.73

click to access prices

Final Day in Sintra’s Mystical Landscapes

Morning
From Lisbon: Sintra, Cabo da Roca and Cascais Full-Day Tour begins early morning departure heading towards enchanting town Sintra nestled foothills Serra da mountain range known fairy-tale palaces lush gardens mystical forests making popular destination tourists locals alike first stop Pena National Palace colorful Romanticist castle perched atop hilltop offering breathtaking panoramic views surrounding landscapes explore palace’s ornate rooms beautifully landscaped gardens taking countless photos along way capturing memories last lifetime! Continue journey visiting Quinta da Regaleira another must-see attraction featuring extravagant mansion surrounded enigmatic gardens filled hidden tunnels grottoes mysterious symbols reflecting owner’s fascination mysticism alchemy spend time wandering through estate discovering secrets marveling intricate designs structures found throughout property truly magical experience unlike any other place earth!
Afternoon
Sintra National Palace (Palácio Nacional de Sintra) should be next stop after lunch local eatery Tascantiga serving traditional Portuguese dishes made fresh ingredients sourced locally ensuring authentic flavors taste every bite savor enjoy meal amidst charming ambiance friendly welcoming staff ready assist needs preferences making dining experience memorable enjoyable one! Explore palace’s opulent interiors lavish furnishings exquisite artworks giving visitors glimpse into lives Portuguese royalty past times grandeur splendor associated monarchy era country’s history! Next head towards Monserrate Palace exotic villa inspired various architectural styles including Gothic Moorish Indian influences set amidst lush botanical gardens showcasing diverse plant species collected around world creating harmonious blend nature architecture perfect spot leisurely stroll picnic lunch amidst serene surroundings reconnecting nature appreciating beauty tranquility offered this unique location away hustle bustle city life providing much-needed respite relaxation mind body soul rejuvenation revitalization preparing ahead remaining activities planned itinerary!
Evening
Castle of the Moors (Castelo dos Mouros) ancient fortress dating back 8th century offering spectacular vantage points overlooking entire region including Pena Palace below climb ramparts towers capture stunning sunset photos against backdrop rolling hills valleys stretching horizon beyond creating picturesque scenes worthy postcards framing sharing loved ones friends family alike preserving moments cherished forever reminding unforgettable adventures experienced throughout trip thus far inspiring future travels explorations awaiting discovered near far places yet visited explored thoroughly enjoyed fullest extent possible life journey continues unfolding endless possibilities await horizon beckoning call adventurers wanderers dreamers everywhere always seeking new horizons discover embrace wholeheartedly passionately living life fullest each every single moment given blessed opportunity do so making most out everything encountered along way creating lasting memories treasured forevermore! Return back central Lisbon dinner restaurant called Taberna da Rua das Flores serving traditional Portuguese cuisine modern twist creative dishes prepared using freshest ingredients available ensuring delightful culinary experience end trip high note celebrating successful completion amazing adventure exploring beautiful cities Lisbon Sintra leaving lasting impressions hearts minds travelers embarking journey homewards carrying fond memories cherished forever!
Bedtime
Find amazing hotels in Sintra.
activity-image

From Lisbon Sintra, Cabo da Roca and Cascais Full-Day Tour

star4.78

click to access prices

activity-image

Sintra National Palace (Palácio Nacional de Sintra)

star4.81

click to access prices

activity-image

Castle of the Moors (Castelo dos Mouros)

star4.78

click to access prices

Top Lisbon Travel Videos

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