Discover Sintra, Cascais & Cabo da Roca: The Ultimate Day Trip in Lisbon - Lisbon_-_Sintra_Cascais7.jpg
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Discover Sintra, Cascais & Cabo da Roca: The Ultimate Day Trip

  • 8 hours
  • Day Trips
  • Lisbon
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Choose one of 22 locals available

Experience hosted by Luis, Cecilia & other locals

  • Private Tour
  • Carbon Neutral

Curious about the treasures waiting for you in Sintra & Cascais? Let a local guide you through this private day trip! Along the way, we'll stop at the stunning Cabo da Roca, the westernmost point of Europe. Experience Sintra and Cascais from a local perspective, uncovering the fascinating stories and hidden gems that make these destinations a must-visit when in Lisbon.

Destination
Lisbon, Portugal
Category
Day Trips
Duration
8 hours
Transport mode
Car
Available languages
English, Español, Português, Français, Deutsch, Română, Русский, Italiano
Included
  • Private Guide
  • Transport by Car
  • All Withlocals are Carbon Neutral
Excluded
  • Entrance to Attractions

6 reasons to book this tour

  • Visit Sintra & Cascais & explore it with a local
  • Get insights straight from a local source
  • No big groups: just you and your local host
  • Can be 100% personalized to your wishes
  • Forget about big tourist groups & audio guides!
  • See Sintra & Cascais from a local perspective

What you can expect

Discover Sintra, Cascais & Cabo da Roca: The Ultimate Day Trip in Lisbon - Lisbon_-_Sintra_Cascais7.jpg

Right outside Lisbon, a cultural gem awaits your discovery. Hit the road with your favorite local and get ready to be amazed – Sintra, Cascais, and Cabo da Roca are calling!

On this private day trip to Sintra & Cascais, forget about large tour groups and audio guides. With so much to see and learn, there's no better way to explore than with a knowledgeable local by your side. Discover famous landmarks like the National Palace of Sintra, and uncover hidden gems that only a local expert knows, such as the breathtaking views at Cabo da Roca.

Embark on an enriching journey through Sintra & Cascais, diving into their history, cultural significance, and fascinating stories. The more you explore, the more you'll understand why these places are so beloved by locals. With this private day trip, you'll experience Sintra and Cascais from an exclusive, authentic perspective.

The local hosts are natural storytellers, each with a different background ranging from history to art. They can't wait to share some of their unique stories and personal anecdotes with you! Feel like changing the route a bit? No problem, the hosts will be happy to personalize the tour to your wishes!

Choose your local

Get to know these 22 passionate locals, each bringing unique perspectives and talents. Choose your favorite, check their availability, and book to create an unforgettable adventure tailored to you.

This is the plan

Check out the plan below to see what you'll get up to with your local host. Feel free to personalize this offer with the host of your choice.

  1. Meeting point

    Meet at - Lisbon to start your journey

  2. Itinerary

    This is what our experience could look like, but it’s not set in stone! Once you book, you can chat directly with your host to make small tweaks to suit your preferences.

  3. From Lisbon to Sintra & Cascais

    Meet your host and get ready to hit the road. Whether it is by car or public transportation, your host will be there by your side to make the journey a more pleasant and enjoyable experience
  4. Sintra & Cascais Exploring

    Let your local host show you around Sintra & Cascais. Here you can find must-sees, hidden gems, history, cultural treasures, and more! Your host will make sure to provide you with all the answers and insights you might have along the way
  5. Sintra & Cascais Off the Beaten Path

    The best part about this private day trip is that you get to experience Sintra & Cascais from a different perspective - away from the big tourist groups, audio guides, and through the knowledge of a local!
  6. Ask Away!

    Your day trip is 100% private, meaning that it’s only you and your local host exploring Sintra & Cascais. Take advantage of this opportunity and get all the answers and insights to your questions about Sintra & Cascais
  7. Make it yours

    Want to tweak the itinerary? Book directly & chat afterwards with your host to adjust highlights, skip stops, or make small changes to fit your preferences.

    Book risk-free: Cancel within 24 hours for a full refund.

    Need something special? Personalize your experience for more time, alternative locations or a completely tailored plan.

Flexible cancellation policy

  • Feel confident booking

    Cancel within 24 hours for a full refund. Even up to 7 days before your experience, you’ll receive a refund, minus the service fee.

  • Change of plans?

    Reschedule your experience to a date and time that works best for you.

  • Loved by travelers worldwide

    Simple and flexible – your plans, your way.

Reviews from guests

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Carmen🇺🇸 United States
(About local )
4 June 2025
Rita was an amazing tour guide for the four of us. We saw two beautiful landmarks in Sentra and enjoyed a lunch at a seafood restaurant overlooking the ocean before heading back to our hotel in Lisbon. She was informative, kind, and very helpful in helping us understand some of our cultural differences. Wonderful guide
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Teresa, Barry, Aaron and Nancy🇺🇸 United States
(About local )
15 May 2025
If you plan to go to Sintra (or any tours from Lisbon) we highly recommend booking with Rui. Terrific communication from the get-go. We wanted to see the Quinta da Regaleira and Cabo da Roca. Rui worked with us to plan a perfect day. He was on-time in a clean comfortable van. Knew walking shortcuts so that we didn't get caught in the crowds that are the norm in Sintra. Provided insights and info as we walked and answered our many questions about Portugal and Lisbon. The thing that really stands out is Rui's personality, which is delightful. Friendly, comfortable, easy going while still keeping us on track for our very full day. He even added a stop as he drove us back to Lisbon because we hadn't yet been to the Monument to the Discoveries. (Well worth seeing!) An investment to do a private tour? - yes. Worth every penny -- Absolutely! PS - The trains were on strike when we were in Lisbon but because we had arranged with Rui, we didn't have any worries. Best decision we made on trip to Lisbon!
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Leigh🇨🇦 Canada
(About local )
12 May 2025
Rodrigo and Adriana were incredibly thoughtful as they customized our day trip from Cascais to Sintra and surrounding areas. We had so much fun, saw incredible sights, enjoyed delicious food and drinks and loved every minute in the Tuk Tuks!! Thank you so much for sharing your special corner of the world with us!Incredible day visiting Sintra
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Jennifer
(About local )
11 May 2025
Choosing a private tour through With Locals with Tiago was the best decision ever!! From the moment he picked us up at our hotel we instantly knew we were in great hands. Tiago was an excellent driver, extremely knowledgeable about the history of our beautiful destinations, made great recommendations for places to eat, gave us generous amounts of time at each stop and was sooo much FUN to be with throughout our day of exploring Sintra, Cabo da Roca and Cascais! We highly recommend him!Best Decision Ever!
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Bridgett
(About local )
6 May 2025
We booked the Discover Sintra, Cascais & Cabo da Roca: The Ultimate Day Trip experience with Rita and had a fantastic day! From start to finish, Rita was an incredible host-warm, knowledgeable, and passionate about the history and culture of Portugal. She gave us an insider’s view of each location, blending fascinating historical facts with scenic stops. Highly recommend this experience to anyone looking to explore beyond Lisbon and learn more about the rich heritage of these beautiful cities!Fun day discovering beyond Lisbon!
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Chuck🇺🇸 United States
(About local )
5 May 2025
Enjoyed our tour around Lisbon with Luis! We learned much history about the city, neighborhoods as well as Portugal’s history. We also got tips on seeing additional parts of the city as well as restaurants to try. Great Lisbon City tour
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Susan
(About local )
3 May 2025
Rui is a great tour guide, very personable and knowledgeable. We had such fun touring Sintra and Cascais with him and very much appreciated his suggestions and fun facts about the places we visited. I highly recommend Rui for your tour!Fun Tour
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Stefanie
(About local )
3 May 2025
Rui ist ein toller Guide
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russ🇺🇸 United States
(About local )
26 April 2025
Rita was a wonderful guide! She went above and beyond what we expected and couldn't be happier with the experience.A wonderful day in Sintra with Rita
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Unknown
(About local )
23 April 2025
Rita was a great guide from start to finish. She picked us up on time. She was accommodating to our interests. She is very knowledgeable. Great sense of humor. It was fun sharing about our culturesGreat time exploring Sintra & surrounds
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Stijn🇧🇪 Belgium
(About local )
16 April 2025
Rita guided us through Sintra and Cascais. She tuned the day according to our wishes. Thanks a lot Rita for this excellent, amazing trip!Excelkent guide - excellent day
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Rob
(About local )
11 April 2025
We had the pleasure of having Luis as our tour guide on our recent trip to Portugal. There is not enough space to tell you how fun and informative Luis was for the entire family. Food, history, architecture, customs.... Luis covered it all in a fascinating and fun way. His ability to connect with everyone in our family was fantastic. His English is superb and he went above and beyond in every aspect of our tour. I would also like to point out that his communication was exceptional from booking through each of the tours and beyond. I would not hesitate to recommend Luis and in fact have passed his contact on to friends who will soon be visiting. Thank you Luis for being such a big part of a fantastic trip. fantastic tour guide
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Alex🇺🇸 United States
(About local )
5 April 2025
Thank you Fernando for making our experience so wonderful! Amazing Experience!
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Penelope
(About local )
2 April 2025
We did not have Luis. We had Jorge. Luis had such fantastic reviews and I was really looking forward to his tour. However he had another commitment so he offered another guide in his place. I didn't want to cancel and try to find another tour since it was only a few days away so he suggested Jorge in his place. Jorge was nice and provided the standard tour but I feel we could have seen more. Jorge might be used to having tourists stop to shop, have lunch and admire scenery for extended periods of time but we wanted more tour experiences. We did not even see the Pena Palace which I was looking forward to. It may have been different if we had communicated with Jorge directly before the tour.Sintra Tour
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sallyv69
(About local )
25 March 2025
We had such an amazing day with Rui as our tour guide Very helpful and extremely informative about the area Definitely recommend with Rui ********** starsWonderful tour in sintra and cascais
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Linsey
(About local )
24 March 2025
We had a wonderful day trip to Sintra. Even though Pena Palace was closed, we had a great time checking out the main town and Regaleira. We had a delicious lunch and then headed on to the windy ocean overlook and Cascais for gelato. Our family of four (two kids) very much enjoyed all the sites and trivia and getting all of our questions answered throughout the day. The trip was tailored to our needs including a different pick up and drop off location to fit with other activities we had planned. We also had some questions before the tour that were promptly answered and helped us in planning. And we got some tips for things to check out the next day on our drive south. Really great!Great day trip to Sintra
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Deena
(About local )
14 March 2025
Oliver was an excellent guide - very fun, kind, and knowledgeable. He was flexible with our day and made sure we saw what we were interested in. Great experience - highly recommend!Sinta, cascais, cabe da roca day trip
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Sherman
(About local )
2 March 2025
We had a fabulous time with Luis. He took us on a wonderful tour. Luis is a good storyteller and gave us a great overview of the area and provided historical context so that we could appreciate the towns, palaces, neighborhoods, monuments and other sights. He’s personable, a good communicator and very willing to answer our questions. Sintra, Cascais and Cabo de Roca
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Koert
(About local )
4 June 2025
It was a perfect experience. A lot of pertinent information and a charmful person.Perfect Guide
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Anne & Tom🇺🇸 United States
(About local )
3 June 2025
We loved our introduction to Lisboa with Rita. We asked for a focus on history & culture and we learned so much. Strolling around, enjoying the sights and sounds (and shortcuts 😉) all made for a terrific morning. Thank you, Rita for the tips on the ceramic swallows, we found them just where you suggested in Sintra!A wonderful walk with Rita!
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deepak🇺🇸 United States
(About local )
3 June 2025
Hi, I visited Lisbon for a day. I hired Lilu service for 3 hours to see the city. She made sight seeing easy and interesting. I will recommend her highly. Thanks Lilu.Great visit of Lisbon with a local Guide
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Michael
(About local )
31 May 2025
Myself, my wife and 19 year old son spent the day with Rodrigo and Adriana. We are all very happy they were our guides for the day as they knew exactly where to go and what to do! Even better than that they were just great to be around. It is apparent right away that they love Sintra and the surrounding areas and want to share all they can. My wife and son, along with myself highly recommend Rodrigo and Cristian and would definitely do it all over again!Absolutely Phenomenal Day!
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Alexander🇩🇪 Germany
(About local )
31 May 2025
Wir waren mit Luis 3 Stunden in Lissabon zu Fuss unterwegs. Luis hat ein enormes Wissen über die Stadt und deren Geschichte. Er ist super flexibel, haben tolle Plätze entdeckt und viel über die Stadt erfahren. Ein wirklich toller Reiseführer. Wir würden jederzeit wieder eine Tour mit ihm buchen. Vielen Dank Luis.Sympathischer Reiseführer mit viel Wissen
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Elaine🇺🇸 United States
(About local )
30 May 2025
Miguel was wonderful. He picked us up early from our hotel in Lisbon, customized a day in Sintra, including coffee at his favorite cafe, and got us to the airport in time for our flight. He was personable and entertaining. His knowledge of Portugal is incredible.Miguel was wonderful
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Linda🇺🇸 United States
(About local )
30 May 2025
Luis communicated timely and was prompt picking us up for our tour of the Alentejo region of Portugal. He is aware of and listens to his customers needs and wants. He provided us with an exceptional tour that was tailored to just our needs. He is knowledgeable, friendly with great language skills in English, Portuguese and some Spanish. We highly recommend Luis for your travel touring needs. Exceptional tour…Luis is the man!
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Francine🇧🇪 Belgium
(About local )
26 May 2025
3u puur genieten van Lissabon en alle uitleg die Veerle gaf. Veerle kent de stad door en door en past de route en bezoekjes aan aan jouw voorkeuren. Absoluut een aanrader!Prachtige namidag!
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Katie🇺🇸 United States
(About local )
21 May 2025
Miguel picked us up right on time (he was early) and was so enjoyable ! He arranged for our luggage to be transported ahead of our group to alleviate the stress of managing it throughout the tour. We saw Pena Palace and he provided the local history. He arranged the tickets and made sure we knew where to go and when to be there. Our time in Sintra was beautiful and the pastries along the way were delicious! He is an excellent guide and so accommodating. I highly recommend a day tour with Miguel!!Perfect Day!
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Paula🇦🇺 Australia
(About local )
20 May 2025
Great to have a food experience with a local gentleman. That's all we wanted. To sit down and have a chat with a real person. Thank you for your time and knowledge Alfredo.Chat with a local
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Stephanie🇺🇸 United States
(About local )
17 May 2025
We booked with Luis. Communication was good. Pedro was our actual guide he was excellent. He gave us an incredible 3 hour tour around Lisbon so interesting and informative. When we shared our itinerary with him for rest of trip he gave us tips for our whole trip! We were referencing him the entire visit. It seems that Luis books any day and time you request and find someone to be your guide. It worked out beautifully!!Pedro was excellent!!!
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Pauline🇺🇸 United States
(About local )
15 May 2025
Lilu guided us on a highlights and hidden gems of Lisbon. She is very engaging and full of laughter and fun. She showed us the significant sights and then some. She was very good with my husband, who does not walk well and has balance issues. I would book her again. She's a kick and a great introduction to Lisbon.Vivacious!
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Randy
(About local )
12 May 2025
Rita was very knowledgable and friendly. Thanks for a fantastic tour
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Chuck🇺🇸 United States
(About local )
12 May 2025
Very informative and enjoyable>. We learned a lot about Lisbon as well as Portugal’s history. Louis is very flexible which is great - not spending time doing things someone wants you to but you have little interest in. Highly recommend - Lisbon is a great city!!!!!Great Lisbon tour with Louis
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Rik
(About local )
12 May 2025
Veerle did a great tour for us. She told a lot about the city and was able to answer our questions. Also our kids (9 and 11) loved it.Enthousiastic, knowledgeable guide
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Kimberly🇨🇦 Canada
(About local )
11 May 2025
Great tour with Miguel. Very friendly, accommodating, knowledgeable of history and organized to avoid tourist crowds. Kindly accommodated our requests to customize our day and went out of his way to help. Great restaurant recommendation too!
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April🇨🇦 Canada
(About local )
9 May 2025
We had a fabulous day with Miguel. He was very passionate about his job. We laughed and enjoyed every second with him. He is very knowledgeable and willing to help. We loved it thanks Miguel. Abril🇨🇦Miguel is the best.
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Unknown
(About local )
7 May 2025
I had a fantastic tour of Lisbon with Miguel! He was incredibly friendly and easy-going, which made the experience so enjoyable. His knowledge of the city’s history is impressive, and he took the time to answer all my questions — even diving deeper into the topics I was most passionate about. It felt like exploring Lisbon with a friend who truly loves the city. Highly recommended!Could not have wished for better!
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Chuck🇺🇸 United States
(About local )
6 May 2025
Great Tour
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Rob and Wendy🇦🇺 Australia
(About local )
6 May 2025
Pedro, gave us great tour of Lisbon. He was very knowledgeable and keen to explain the history of all the sites that we visited. He was considerate and ensured that we got the most out of our time with him. Highly recommend a tour with Pedro for anyone who has a short stay in Lisbon. RobTour & History Lesson
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Chandell🇺🇸 United States
(About local )
5 May 2025
Our family chose the ‘City Explorer: Obidos, Batalha, Alcobaça & Nazaré’ day trip and had a wonderful time visiting multiple sites with Stasea. All locations were extremely diverse and offered a little bit of everything. I highly recommend doing a guided tour to these locations as they are far distances from Lisboa. Stasea was extremely knowledgeable of the history, patient, kind, and also a great driver. The ages of our group ranged from 7-65 years old and everyone had a good time! I highly recommend choosing this tour if you have additional days in Lisboa and want to see different areas of the country. Great day visiting multiple sites!
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Leslie
(About local )
5 May 2025
We had a blast with Stasea. She was very friendly and knowledgeable. Because we were traveling with my elderly mom, our tour ran over, but she never rushed us. I would definitely book another tour with her again! Great experience
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Mischa🇺🇸 United States
(About local )
3 May 2025
Luis handed us off to Fernando who was fantastic and the communication was seamless. We had such a nice time hearing about the culture, politics, and lifestyle of Portugal. Evora was great. He was also super accommodating to our particular groups needs. Lovely and accommodating tour w/Fernando
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Andy
(About local )
29 April 2025
We thoroughly enjoyed our day trip to Sintra. Tiago was a wonderful tour guide. He was knowledgeable, informative, considerate, and relaxed. We not only had fun seeing the sights, but we also enjoyed chatting with him. He earned our highest recommendation. Sintra Day Trip
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Patrick
(About local )
29 April 2025
Rita was an amazing guide. So much fun, so smart with an amazing story telling talent. Our walk was pleasant and not too strenuous for all we got to see including local shops. If anything it ended too soon and Rita got away too fast for us. We highly recommend her to anyone in the future. Pat and FrancesLovely Rita!
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Angela🇦🇺 Australia
(About local )
27 April 2025
Thank you Rita for the perfect introduction to the main sights, experiences and history of Lisbon (and Portugal). I felt like I was walking around town with an old friend, not someone who I’d just met.😊 A stroll through Lisbon
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Joy
(About local )
22 April 2025
We highly recommend Luis. Luis took us on a 3-hour walking tour of Lisbon the day we arrived, and then he took us on two one-day tours on subsequent days to several neighboring towns. He was flexible, accommodating, and congenial. Luis was very knowledgeable about the country, region, sites (touristy and off the beaten path), and history. He made great suggestions on what to do and was responsive to our inquiries. His car was clean and comfortable, and we felt very safe in his hands. In all, a delightful, stress-free way to get to know Lisbon and Portugal. We highly recommend Luis
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Irini
(About local )
21 April 2025
We had the pleasure of touring with Rui through WithLocals, and it was truly an unforgettable experience. Rui is incredibly polite, friendly, and made us feel at ease right away. With over 20 years of experience as a guide, he impressed us with his deep knowledge of history and culture—he had something interesting to share at every stop. He drove us from Óbidos to Nazaré and then to Fátima, making each destination come alive with stories and insights. His enthusiasm and passion turned each day into a unique and memorable experience. Thanks to Rui, our trip was not just sightseeing—it was a meaningful journey. Highly recommended! Easily 10/10Great trip to Nazare and Fatima with Rui
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Pete🇺🇸 United States
(About local )
21 April 2025
Luis was very knowledgeable and did a great job. Highly recommended him.Great time
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Daniel
(About local )
21 April 2025
Miguel did a fantastic job with excellent knowledge of the sites, the area and the history of Portugal. We would HIGHLY recommend Miguel for this tour or any others as he is committed to providing accurate information no matter the topic.Miguel at Sintra 👍
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Irini
(About local )
20 April 2025
Rating: 10/10 We had the most incredible day with Tiago as our guide on our tour from Lisbon to the stunning palaces of Sintra. From the moment we met him, Tiago was warm, polite, and full of positive energy. He made us feel comfortable right away, and it was clear that he genuinely cared about making our experience unforgettable. His knowledge of the area, history, and local culture added so much depth to our visit. Tiago went above and beyond to personalize the tour for us, sharing hidden gems and stories that made everything come to life. We never felt rushed and always felt like we were in great hands. Thank you, Tiago, for being such an open-hearted and dedicated guide — you truly made our day in Sintra magical. Highly recommend this experience with him. An easy 10 out of 10!10 out of 10 for Tiago!
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Dan🇺🇸 United States
(About local )
19 April 2025
We did the Family Friendly Lisbon tour with Rita on our second day in Lisbon and loved it. We have two boy aged 6 and 3 and while it was a lot of walking for our oldest (the youngest was in the stroller), Rita made sure to take lots of breaks and show us fun playground for the kids so they wouldn't get bored. She helped keep them entertained while educating us on the different neighborhoods of Lisbon and where to go and what to avoid. The icing on the cake was the trip to Santinis for the best gelato we ever had and I think we visited that store 4 more times while we were there. If you're going to Lisbon with kids, make sure to book a tour with Rita. PS - She also made herself available on WhatsApp for general recommendations and advice, which was a game changer when we weren't sure what to do or to go to one place vs. another.Amazing family tour - great for young kids

Withlocals experiences
are always

Private & personalizedNo strangers, just you. Fully customize your trip to your needs.
With a local expertFrom historical facts to the most up-to-date health regulations.
Without the crowdsExperiences designed to take you away from the crowds towards authentic local spots.

Other Day trips in Lisbon

€127.94per person