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 24 locals available

Experience hosted by Luis, Lili & 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, Русский, Français, Italiano, Português, Română, Deutsch
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 24 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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Joyce🇺🇸 United States
(About local )
28 July 2025
We spent the day with Luis visiting Sintra and Cascais. Luis is a historian, and shared with us in detail the Portuguese history and all of the sites in this region. I highly recommend Luis as your tour guide.Exceptional
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Patricia🇺🇸 United States
(About local )
24 July 2025
Rodrigo and Adriana were recommended to us and we want to pass on our recommendation. We had a great day. They were very friendly and informative. The tuk tuk are lots of fun to travel in. We were celebrating a birthday so they arranged a special place for lunch plus a surprise birthday cake. It was really worth it to be shown around by “locals”. From Canada.We would give Rodrigo and Adriana a 10!
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Bhavana🇺🇸 United States
(About local )
16 July 2025
Luis was such an amazing host. He was courteous and gave us an overview of the itinerary. He made sure the sequence of our itinerary and timings were so we avoided most of the crowds. He was flexible so my daughters has more beach time at Cascais. His knowledge of history and his storytelling was excellent. Our visit of Sintra and Pena palace was augmented by his immense knowledge. Highly recommend him!An incredible day with Luis
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Matthew🇺🇸 United States
(About local )
3 July 2025
Rita was fantastic. Very accommodating to our needs and flexible with the schedule. She is a very pleasant and fun person. Highly recommended!Excellent Guide
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Kate🇩🇪 Germany
(About local )
29 June 2025
Rita was an amazing guide for our day exploring Sintra! I expressed my dream of seeing Peña Palace and Regaleira in one day. Rita expressed worry about the achievability of this plan, but was willing to try to make it work! We made it work! It was an enjoyable experience, though a bit of a workout! Wear comfy shoes! After touring the beautiful grounds of Peña and Regaleira, Rita took us to a delightful place with beach access for lunch. We had hoped to make it to Cascais as well, but ran out of time. Rita was willing to hang with us as our kids enjoyed the beach. She was engaging with the kids - perhaps because she has two kiddos that are similar aged. The day felt like spending a day with a friend. She shared with us her love for the area, which made the tour a great learning and fun time! We are so thankful for Rita!Flexible and Enjoyable Tour/Workout!
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Pieter🇳🇱 Netherlands
(About local )
21 June 2025
pvh
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Debbie🇺🇸 United States
(About local )
20 June 2025
This was our first time in Portugal, and the day with Lius was one of the best experiences we've had! He communicated with us before the tour and accommodated with a later start and ending due to personal reasons. We never felt rushed. He was highly knowledgeable about the history and the details of everything. He provided history along the way, an added bonus! He also gave us a brief but nice shopping break in Cascais. I cannot imagine this tour without a guide like Lius. He provided us with excellent touring tips for the following day. He is also super fun! I will give his cards to friends who plan to visit Portugal. Thank you, Lius, for making our trip so memorable!Simply the best!
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Philip
(About local )
18 June 2025
Our private tour with Luis was exceptional. Luis was first class both professionally and personally. Easily shared his knowledge about the culture and history of Portugal. Very open to questions. Highly recommended!TOUR WITH A PRO
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Steve🇺🇸 United States
(About local )
12 June 2025
Alexandru exceeded all expectations. My wife had a sore ankle and Alexandru adjusted the day's trip to Cabo da Roca, Sintra and Cascais to minimize the walking. He was extremely knowledgeable of the area and provided so much context that otherwise we would have never gotten. I would highly recommend Alexandru to anybody looking for a flexible, knowledgeable and entertaining experience of the Lisbon area.Great experience with Alexandru
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Kenneth🇺🇸 United States
(About local )
11 June 2025
Had a great time, Rodrigo was great.Sintra tour
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Maureen
(About local )
11 June 2025
Wonderful day tour with Miquel. Highly professional, organised and knowledgeable; warm, humorous and entertaining. We would highly recommend him to all. Thank you for a fabulous day.Sintra Tour
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kristen🇺🇸 United States
(About local )
9 June 2025
What a fantastic experience with Rodrigo. From the moment we booked our tour Rodrigo was engaged in planning our day. We had the ultimate weather day for our tuk tuk tour. His suggestions on how to tour around pena palace was spot on for us. The views were amazing. Rodrigo was always there when we were ready to head to the next spot. The stops along the coast were breathtaking. He gave us great info about the area. We enjoyed a late lunch at one of his favorite places. Loved the views, food and time to relax. There is no doubt that I would contact Rodrigo again for our next trip. Ulimate day out of Lisbon
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Katy🇺🇸 United States
(About local )
8 June 2025
Lisbon was our last stop on our week in Portugal and we definitely saved the best tour for last. Luis was friendly, engaging and very knowledgeable. We ventured to Sintra, Pena Castle, Caiscase and saw some Lovely beaches along the way. Our Full day tour included enough free time to shop and have a great lunch at a restaurant that Luis recommended. Luis arrived on time. His vehicle was clean and comfortable and he was a safe and courteous driver. Amazing last day in Portugal with Luis!
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Karen🇺🇸 United States
(About local )
6 June 2025
We really do enjoy the food tours by Withlocals. We had such a fun afternoon with Miguel in Porto! I just 3 hours, we went to so many unique places and sampled so many unusual local delicacies! He knew all of the locals such that we were able to get a personalized experience. We would definitely do this tour again. Obrigado Miguel!!Food tour in Porto with Miguel
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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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andriusdir
(About local )
28 July 2025
Highly recommended.Perfect guide!
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Anoep🇳🇱 Netherlands
(About local )
26 July 2025
We had a lovely time being guided by Veerle through Lisbon. She will tell you a lot about the past and present - adjusted to the subjects you want to know more about. I do think it’s expensive but it was worth it for me because it was in Dutch which was easier to understand for my kid. Veerle is very knowledgeable.
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Marina🇩🇪 Germany
(About local )
24 July 2025
Wir hatten heute das Vergnügen, die Stadt mit Louis zu erkunden. Auch wenn unsere Teenies erst alle skeptisch waren, konnte uns Luis mit seiner Art alle begeistern. Es sind keinerlei Fragen offen geblieben, auf alle Wünsche wurde Rücksicht genommen, die Zeit verging wie im Flug. Eine klare Weiterempfehlung! Einfach super
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Tommy🇳🇱 Netherlands
(About local )
24 July 2025
Gezellig gezelschap en weet qua historie alle antwoorden op je vragenhistoricus!
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Isabel
(About local )
23 July 2025
Very interesting tour. Luis had a lot to tell and the food was great!Great guide!
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mieke
(About local )
23 July 2025
Veerle was een geweldige dame die ons een hele voormiddag heeft meegenomen door Lissabon. Ze deelde geschiedenis, leuke winkeltjes, toffe weetjes, streetart, resto-tips, ....en dat allemaal op een hele aangename manier om naar te luisteren. Zeker aanrader voor de Nederlandstalige toeristen. Topgids! Veerle
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Miriam🇳🇱 Netherlands
(About local )
21 July 2025
Veerle vertelt een hoop over de stad, weet veel, houdt van de stad en de Portugezen. Geweldig!
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Mary
(About local )
20 July 2025
Francisco brought us to some amazing stops. The beaches were gorgeous and there was a good mix of historical information and sites as well. He was thoughtful and kind and let us take our time to take in the beauty of each stop. He found us a local restaurant in a fishing village where we chose our own fish for them to prepare for us. I highly recommend this tour. It was nice to get out of the city.Highly recommend this tour
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holly🇺🇸 United States
(About local )
17 July 2025
Miguel was so great! Easy to communicate with, super knowledgeable and beyond helpful! Highly recommend! It’s like touring around with your best bud!!AMAZING!
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Katie🇺🇸 United States
(About local )
14 July 2025
Alexandra was amazing! She accommodated our large group with a custom day trip to Sintra. She was kind, knowledgeable, and even provided us with a lunch reservation and a few other fun pit-stops. She was patient with our kids, and helped us discover the rich history behind Sintra. I would book with her again in a heartbeat, and highly recommend her to anyone looking for a great guide! Amazing day trip to Sintra!
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Daniela
(About local )
14 July 2025
Very interesting, the guide was very smart, patient and informative.Very Interesting
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Kristin🇺🇸 United States
(About local )
8 July 2025
Miguel was a friendly and knowledgeable tour guide. Lots of historical knowledge and good advice about places to go while in Lisbon. He also gave us great recommendations for our visit to Sintra. Great tour guide
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Teresa🇺🇸 United States
(About local )
7 July 2025
My husband and I had the most wonderful half day tour with Luis to Sintra this weekend. He is such a nice person, a very good driver, and so knowledgeable. We got so much more out of the tour than we were expecting: a trip to the historical city center of Sintra, a guided tour of the grounds of Quinta Da Regaleira, Cabo da Roca and then the coastal drive to Belem, with stops along the way. You can choose which palace(s) you want to see. We had a great time and we could never have done it on our own in that amount of time. He also texted recommendations for restaurants near our hotel in Lisbon. Fantastic Tour With Luis
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Gary
(About local )
3 July 2025
Antonio was incredibly knowledgeable, patient, kind and entertaining. If I could give him 100 hearts I would. You would be very lucky to have him guide you through Lisbon.FANTASTIC!
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Francine🇺🇸 United States
(About local )
3 July 2025
We had such a wonderful day with Tiago. He was a fantastic host and tour guide. We had our 2 year old daughter with us and he was just so wonderful with her. He made our day extra special. The tour was excellent - he was so knowledgeable and took us through the valley for a port tasting and tour, boat trip on the river and we stopped for lunch for some of the best food we had while on this trip. Highly recommend Tiago and this tour. Wonderful experience for me and my family. Fantastic day in Duoro Valley with Tiago!
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j.rathmer
(About local )
1 July 2025
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John🇺🇸 United States
(About local )
28 June 2025
Miguel was a great guide for us on our day to Sintra. Expertly navigated to the sights and explained much of the Portuguese history as we drove. We mixed in a lovely meal and wine tasting. Would definitely hire him again!Fantastic day in Sintra with Miguel
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carla🇺🇸 United States
(About local )
24 June 2025
Lili was a gem! She was flexible when our flight was rescheduled and took us to places around our hotel we were interested in.Into to Lisbon with LIli

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