Lisbon in Five: A Comprehensive Guide to Your City Adventure

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Advisor - McKenna Kopras
Curated By

McKenna Kopras

  • Active Travel

  • Adventure Travel

  • Arts & Culture

  • Beaches

  • City Travel

  • Couples Travel

  • Food & Wine

  • Lisbon

  • Local Culture

  • Local Culture

  • Sightseeing

An aerial view of the landscape and architecture of orange roof houses in Lisbon with the ocean in the distance.
Curator’s statement

Lisbon's rich gastronomy coupled with breathtaking views that unfold at every turn, make it an unforgettable experience that belongs on every traveler's bucket list. Ride the Funicular, boat down the Tagus River or visit the museums and historic cathedral. No matter what you do, you’ll fall in love with Lisbon and the options are endless.

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Day 1: Explore the Town & Ride the Funicular

A picture of a yellow & white colored tram in the middle of the road during the daytime.

It's easy to get lost in the beautiful streets of Lisbon, but beware the city is filled with hills, so wear your walking shoes. With countless shops, markets and eateries lining the pathways, there's no shortage of attractions to explore on foot. Don't miss strolling down Pink Street, an iconic thoroughfare adorned with vibrant pink hues. Head to Praça do Comércio, a square lined with restaurants, for a delightful brunch or lunch experience. Venture into Time Out Market for a culinary adventure.

Why not add a touch of adventure to your day by riding the Ascensor da Bica funicular, located just up the hill from the market. The funicular ride provides a unique perspective of Lisbon's historic neighborhoods and is a memorable way to reach your next destination.

Day 2: Lisbon Landmarks & Sunset Cruise

A picture of a girl standing a corridor with an arch above her.

Spend the day exploring two of Lisbon's most iconic landmarks: Belém Tower and Jerónimos Monastery. First stop is the magnificent Belém Tower, a UNESCO World Heritage site that stands as a symbol of Portugal's Age of Discovery, this 16th-century fortress once guarded the entrance to the city's harbor.

Next, the Jerónimos Monastery, another UNESCO masterpiece renowned for its exquisite Gothic and Manueline design. The monastery's intricate architecture and rich history draw visitors from around the world, offering a glimpse into Portugal's grand past.

Conclude your day on an enchanting note with a sunset cruise down the Tagus River, accompanied by fine wine.

Day 3: Take a Day Trip to Cascais

A beautiful building beside river under blue sky during daytime

Take a 30-40 minute train to the beautiful coastal city of Cascais. Upon arrival, head straight to one of Cascais' picturesque beaches, such as Praia da Conceição or Praia da Rainha, where golden sands and clear waters await. For lunch, indulge in fresh seafood at one of the beachfront restaurants, savoring the flavors of the sea. Spend your day soaking up the sun and strolling the coast. Exploring hidden coves, swimming in the refreshing Atlantic Ocean or simply relaxing on the beach with a good book.

Day 4: Journey Through Lisbon's Past

A picture of a tall old concrete building near the water.

Explore Lisbon's storied past, visiting three iconic landmarks: Sé Cathedral, Carmo Convent and São Jorge Castle. Begin your day at Sé Cathedral, an architectural marvel dating back to the 12th century, adorned with intricate stone carvings and stunning stained-glass windows. Venture only a short stroll away to Carmo Convent (Ruinas da Igreja do Carmo) where you can marvel at the haunting beauty of its ruins, remnants of the devastating 1755 earthquake.

Spend the remainder of the afternoon at São Jorge Castle, perched atop Lisbon's highest hill. Walk along its ancient ramparts, offering panoramic views of the city and the Tagus River. Delve into the castle's rich history through exhibitions and archaeological findings. After exploring the grandeur of São Jorge Castle, don't miss the opportunity to unwind at Miradouro de Santa Luzia, a charming café boasting breathtaking views of Lisbon's rooftops. Located just down the hill from the castle, this café offers a perfect vantage point to soak in the city's picturesque scenery while enjoying a refreshing beverage or a light snack.

Day 5: Take a Day Trip to Sintra

A picture of colorful beautiful buildings and people walking up the stairs.

Experience the enchanting beauty of the romantic town of Sintra with a guided tour, ensuring you make the most of your visit to this captivating destination. Your day begins with a convenient pickup from Lisbon. Sit back and relax as your knowledgeable guide provides insights into the rich history and fascinating legends of Sintra during the scenic drive. Don't miss the Pena Palace, a fairytale-like castle with stunning architecture and breathtaking panoramic views of the surrounding landscape. After a delightful lunch at a local restaurant, continue your adventure with an exploration of the Moorish Castle.

Advisor - McKenna Kopras

Travel Advisor

McKenna Kopras

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Looking for more travel inspiration? Check out my guide, A Guide to "Czeching" Out Prague.

This guide is part of our ongoing series on travel to Lisbon.