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5-Day Guide to Lisbon, Portugal

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.


Day 1: Explore the Town & Ride the Funicular

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, or 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

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. 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


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, 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

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


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.


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