Hey travelers! Many of my clients often ask for tips on how to plan their perfect trip to Lisbon, so I put together this 5-day itinerary with insider recommendations to help you see, experience, and taste the best of the city—without feeling rushed.
And of course, if you’re looking for private tours or transfers, I’d be happy to customize your experience through Portugal Journeys with Peppe!
Let’s dive into it!
Day 1: Historic Lisbon – Alfama, Baixa, & Belém
Your first day is all about soaking in Lisbon’s rich history.
🕰️ Morning: Alfama & Castelo de São Jorge
Wander through Alfama’s charming alleyways.
Visit the Castelo de São Jorge for panoramic views.
Stop by Lisbon’s Sé Cathedral, the city’s oldest church.
🥘 Lunch: Baixa & Praça do Comércio
Walk through Rua Augusta, stopping by its iconic arch for city views.
Have a traditional Portuguese lunch in Baixa, with options like Bacalhau à Brás or grilled sardines.
📍 Afternoon: Belém & Pastéis de Nata
Visit the Jerónimos Monastery and the Belém Tower, both UNESCO sites.
Try the world-famous Pastéis de Belém – trust me, you’ll want more than one!
🎶 Evening: Fado Night in Alfama
Experience a Fado performance while enjoying a delicious Portuguese dinner.
Check our Lisbon Half day Tour details here.
Day 2: Sintra & Cascais – A Fairytale Escape
A day trip to Sintra & Cascais is an absolute must while visiting Lisbon!
🏰 Morning: Pena Palace & Quinta da Regaleira or Monserrate
Visit the Pena Palace, one of the most magical places in Portugal.
Explore Quinta da Regaleira, famous for its Initiation Well and mysterious gardens.
🍽️ Lunch: At the Cost
Enjoy a traditional Portuguese meal at a local spot.
Try Travesseiros de Sintra, a delicious almond pastry!
🌊 Afternoon: Cabo da Roca & Cascais
Stop at Cabo da Roca, the westernmost point of Europe.
Stroll along the beaches of Cascais, grab a coffee, and relax.
🚗 Evening: Return to Lisbon
I’ll drive you back for a stress-free experience!
Day 3: Modern Lisbon & Hidden Gems
🏙️ Morning: Parque das Nações & Oceanário
Explore Lisbon’s modern side, built for the 1998 World Expo.
Visit the Oceanário de Lisboa, one of the best aquariums in Europe!
🍛 Lunch: Mercado de Campo de Ourique
This local market is less touristy than Time Out Market, but just as delicious!
🎨 Afternoon: LX Factory & Street Art Tour
Walk through LX Factory, a hub of creativity, shops, and street art.
If you love art & culture, try a guided street art tour.
🌅 Evening: Sunset at a Rooftop Bar
Enjoy a drink with a view at Park Bar or Topo Chiado.
Day 4: Day Trip to Setúbal & Arrábida (with Wine Tasting!)
Today, we explore Portugal’s hidden coastal paradise and taste amazing wines!
🌅 Morning: Crossing to the South & Wine Tasting
We begin the day by crossing the 25th of April Bridge, an iconic Lisbon landmark, leading us to the south bank of the Tagus River. Our first sight is the impressive Christ the King statue (Cristo Rei), standing tall over Almada and offering stunning panoramic views of Lisbon.
Our journey continues to the charming village of Azeitão, renowned for its winemaking traditions. Here, we’ll visit a local winery and enjoy a wine-tasting session, featuring the famous Moscatel de Setúbal, a sweet and aromatic dessert wine unique to this region.
🍽️ Lunch: Palmela & Setúbal's Coastal Flavors
Next, we head to Palmela, a picturesque town crowned by the medieval Palmela Castle. We’ll take a short break to explore this 12th-century fortress, offering breathtaking views of the surrounding landscapes.
From Palmela, we descend to Setúbal, a vibrant coastal city famous for its fresh seafood. Here, we take a break for lunch at one of the city’s best restaurants, where you can try the local specialty, Choco Frito (fried cuttlefish)—a must-try dish in the region! After lunch, we’ll take a stroll along Setúbal’s riverfront promenade, soaking in the relaxed maritime atmosphere.
🌊 Afternoon: Arrábida Natural Park & Cape Espichel
Leaving Setúbal, we venture into the breathtaking Serra da Arrábida, a protected natural park with lush green hills and some of the most scenic coastal views in Portugal. We’ll stop at a hidden viewpoint, where you’ll be mesmerized by the turquoise waters below and the wild, unspoiled landscape.
Our final stop is the Cape Espichel, a dramatic cliffside sanctuary with sweeping views over the Atlantic Ocean. This historic pilgrimage site is deeply rooted in local legends, including the apparitions of Our Lady of Cape Espichel. The rugged cliffs, the centuries-old church, and the sound of the waves crashing below create a truly magical setting to end the day..
🌟 Evening: Return to Lisbon
I’ll drive you back, so you can relax after a fantastic day of wine & nature.
Day 5: Free Exploration & Last-Minute Shopping
🏛️ Morning: Choose Your Adventure
Museums? Visit the MAAT or the Gulbenkian Museum.
Shopping? Explore the boutiques in Príncipe Real.
Relax? Take a stroll through Estrela Park.
🍹 Lunch: Enjoy a Relaxed Meal
Pick a beachfront spot in Carcavelos or a local Tasca for one last meal.
🎁 Afternoon: Shopping & Farewell Drinks
Grab souvenirs at A Vida Portuguesa or explore Avenida da Liberdade.
Enjoy a final sunset drink at Miradouro de Santa Catarina.
Ready to Experience the Best of Lisbon?
This 5-day Lisbon itinerary is packed with history, culture, nature, and amazing food. If you’re looking for a stress-free experience, I’d love to guide you through Lisbon and beyond!
Check below the tours you can do from Lisbon in 1 day:
📅 Book your private tour today at:🌐 www.portugaljourneyswithpeppe.com