Private Lisbon and Sintra Walking Tours with Expert Guides

Lisbon Tours and Experiences See what others overlook. Understand what others don't.

Lisbon Private Walking Tours & Day Tours

Context Travel Lisbon & Sintra Tours

When you think of Lisbon, you imagine yellow trams climbing the hilly terrain. Traditional Fado music carries through the air as locals dance on a Friday evening – merriment spills out into the cobblestone streets – and the delicate aroma of fresh Pastel de Nata wafts on the breeze. 

Begin your Lisbon trip with our exciting 3-hour Sites & Insights Welcome Tour, guided by local experts. You will dive into the bohemian spirit, rich history, and artistic vibes of Lisbon's prime districts: Bairro Alto, Chiado, and Baixa.

If you’re a Context traveler, you’ve just enjoyed the perfect experience of Lisbon in a Day, where your Expert perfectly executed every detail of the itinerary – tailored to suit your group’s interests, that you filled our team in on while booking.

For food lovers, you cannot miss our Lisbon Food Tour led by a local chef or food writer. Our guides will take you from Lisbon's time-honored patisseries, where you'll savor the most delectable pastries, to avant-garde eateries reimagining classic Portuguese dishes, providing insight into how Lisbon’s culinary scene reflects the broader cultural tapestry of Portugal.

Next, you could wake up early to enjoy a day trip to Sintra, which has many extravagant villas and fairytale-esque castles. The history of this unique region is brought to life by your local expert, who guides you through this charming village, which was once the summer retreat of Portuguese royalty.

Your Context Tour becomes the highlight of your experience. It is also an investment in local culture – supporting the research and continued expertise of hundreds of local historians, chefs, professors, and more. 

Gain Context on Lisbon and make the most of your trip while creating unforgettable memories.
What Context Lisbon Travelers Say
(4.89) 1,784 Reviews

Reviews can only be left by Context customers after they have completed a tour. For more information about our reviews, please see our FAQ.

Filipa was knowledgeable, very pleasant, and organized. It was an excellent introduction to our stay in Lisbon.
Our experience on the Evora tour with Context Travel was truly outstanding. Our guide Tiago met us at our hotel in Lisbon right on time and we quickly found a rapport that made it clear we were in for a fun and information packed day. The drive might feel a little daunting, but don’t let that dissuade you. It went by so quickly with great in-depth discussions about the olive and cork orchards along the way, local wines, Portuguese history, local football rivalries (thank you Ricardo, our excellent driver!) and even details on the stork high rises that appear along the way! A great way to get to know each other, understand our interests and prime us for a great day in Evora. We quickly fell in love with this beautifully preserved walled city when we arrived. We learned about its significance and rich history in the region from Roman times, through the Moorish to the early Portuguese kingdom, with all eras visible inside its walls. Our favorite bits were the Chapel of Bones inside the Church of St. Francis, the Cathedral (inside and up top!), the historical layers and stories Tiago knew and shared about Moorish history, the inquisition, the Church and royal history, architectural nuances at every turn (which we would never see without an expert, like the fake 19th century ruins near the entrance!), Roman ruins, aqueduct, just on and on. The local lunch arranged by Tiago at Tasquinha do Oliveira with a table full of local dishes tapas style (but don’t say tapas, as Tiago taught us, petiscos please!), was one of the best meals of our trip. With a pure depth of knowledge across multiple disciplines, love of teaching and passion for his work, Tiago made this an incredible day to remember. We have done several Context Travel tours and have yet to be anything but amazed at the quality of the guides they consistently provide, just wow! Thank you, Tiago, Ricardo and Context Travel, fantastic tour!
Tiago was fantastic! Our tour started with a history of Portugal, which was very much appreciated. Our first neighborhood was Principe Real, which was an area I otherwise wouldn't have visited and loved. Tiago explained the timeline for the buildings and the cultural significance of them, and also took us into a historical tile store, which was both fascinating and beautiful. Of course we stopped for pastel de nata, which we delicious. Next we meandered to bairro alto and then chaido. Along the way Tiago pointed out features on the buildings that indicated their histories or current uses, as well as touring us through historic churches and restaurants. It was an excellent tour and we felt both invigorated and excited to explore more of Lisbon after our impressive introduction. Highly recommend Tiago!
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Audio Guide
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Jerónimos Monastery
Belém Tower (exterior)
Pena Palace
Quinta da Regaleira
Lisbon Cathedral (Sé de Lisboa)
National Palace of Sintra
2 hours or shorter
2 to 4 hours
4 to 6 hours
6 hours or longer
Morning
Afternoon
Evening
Jerónimos Monastery
Belém Tower (exterior)
Pena Palace
Quinta da Regaleira
Lisbon Cathedral (Sé de Lisboa)
National Palace of Sintra
2 hours or shorter
2 to 4 hours
4 to 6 hours
6 hours or longer
Morning
Afternoon
Evening
Tours
Lectures
Audio Guide