• Private Tour
• Instantly Confirmed
• Carbon Neutral

Imagine this: a scenic road trip from Lisbon to explore the enchanting Alentejo region, filled with medieval villages, stunning viewpoints, rolling landscapes, vineyards, and cultural treasures. Sounds like a dream? No, it’s possible on a Withlocals day trip with a local host leading the way!

Destination

Lisbon, Portugal

Category

Day Trips

Duration

8 hours

Transport mode

Car

Available languages

English, Español, Português, Deutsch, Français, Română, Русский, Italiano

Included

• Private Guide
• Transport by Car
• All Withlocals Tours are Carbon Neutral

Excluded

• Entrance to Attractions

What you can expect

Choose your local

Get to know these 17 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

   View on Maps

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. Convenient Pick-up & Drop Off

   On the day of your day trip, your local host will pick you up from your accommodation or an agreed location. Once the day trip comes to an end, they’ll drop you off at your accommodation

4. Scenic Trip

   This full-day trip is arranged for you, so all you have to do is enjoy the sights as your host takes you through Alentejo while telling you incredible stories and insights

5. Only You & Your Host!

   Forget about cramped touristy buses, on this private day trip, you’ll have all of your host’s attention. Get the chance to speak 1-1 and get all of your questions answered for a personal experience that will make this trip more memorable

6. What’s in Store for You

   Check out from viewpoints, nature, and cultural gems such as Roman Temple of Diana, Cathedral of Evora and Monsaraz Castle plus other stops your local host has prepared for you along the way

7. Optional Lunch

   Along the way, your local host will recommend you typical and local places where you can stop to have lunch and catch a break. Lunch is not included in the price

8. 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

Linda🇺🇸 United States

(About local Luis )

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!

Alexander🇩🇪 Germany

(About local Luis)

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

Elaine🇺🇸 United States

(About local Miguel )

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

Francine🇧🇪 Belgium

(About local Veerle)

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!

Katie🇺🇸 United States

(About local Miguel )

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!

Paula🇦🇺 Australia

(About local Alfredo)

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

Teresa, Barry, Aaron and Nancy🇺🇸 United States

(About local Rui)

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!

Chuck🇺🇸 United States

(About local Luis)

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

Rik

(About local Veerle)

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

Mark & Chris🇺🇸 United States

(About local Diogo)

11 May 2025

Very knowledgeable, friendly and great all around guide. We highly recommend. Excellent experience

Kimberly🇨🇦 Canada

(About local Miguel )

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!

April🇨🇦 Canada

(About local Miguel )

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.

Unknown

(About local Miguel )

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!

Chuck🇺🇸 United States

(About local Luis)

6 May 2025

Great Tour

Chuck🇺🇸 United States

(About local Luis)

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

Chandell🇺🇸 United States

(About local Stasea)

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!

Leslie

(About local Stasea)

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

Susan

(About local Rui)

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

Stefanie

(About local Rui)

3 May 2025

Rui ist ein toller Guide

Beth🇺🇸 United States

(About local Diogo)

1 May 2025

We had such a wonderful time on this food tour in Lisbon! We met our guide, Diogo, at a stunning overlook of the city—a perfect place to begin. Diogo was warm, friendly, and incredibly knowledgeable about Lisbon's history and culinary traditions. Our first stop was a cozy restaurant where we sampled octopus salad, clams, and a fritter with fascinating historical roots (originally created by Jewish communities to disguise chicken as pork). We also had fresh sardines and appreciated Diogo’s excellent guidance on how to eat them like a local. From there, we made a brief stop by the Pharmacy Museum for another great view before continuing to Artis Wine Bar for more small plates and a lovely dessert. Along the way, Diogo pointed out historical landmarks like an old bookstore and a classic coffee shop. We ended the evening in a lively plaza with a tasting of ginjinha, the traditional cherry liqueur. It was the perfect mix of delicious food, culture, and fun—highly recommend!Lisbon Food Tour with Diogo – 5 Stars

Joy

(About local Luis)

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

Irini

(About local Rui)

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

Daniel

(About local Miguel )

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 👍

Tukisa

(About local Miguel )

19 April 2025

Miguel was spectacular! We was very thoughtful and curated our tour according to our interests. He is well versed in the history of Portugal and deep knowledge about Porto. His passion for your guiding is very evident and that translated to a wonderful experience. We highly recommend this company and ask for Miguel!Wonderful day in Porto

SweetMakersMark

(About local Miguel )

16 April 2025

Words can't fully describe how wonderful the tour to Sintra, Cabo da Roca, and Cascais was. We did several tours on our Portugal vacation, but our tour guide, Miguel Alves, made this tour stand out from the rest. The sites we toured were breathtaking, but Miguel's detailed knowledge of each site was mind-boggling. Miguel studied history, and his passion and pride for Portugal were evident. He showed us the tiniest of details that we know other tour groups didn't even notice. He kept us out longer than scheduled, for which we were very grateful. We will tell EVERY person we know to connect with Miguel when they travel. When we return, we'd love to do another Porto and Douro tour, but with Miguel. Thank you!Miguel is THE BEST tour guide we've had!

Todd🇺🇸 United States

(About local Luis)

12 April 2025

My wife and I enjoyed a wonderful day trip to Sintra with Luis! Although we endured some rain during the first half of the day, Luis made the best of it and enabled us to enjoy all of Sintra and the surrounding area. Luis' deep knowledge of Portuguese history is amazing, which brought the diverse background of Sintra to life for us. I cannot recommend Luis more for a visit to Sintra or anywhere else in the Lisbon area!Fantastic day in Sintra!

Marsha

(About local Sofia )

12 April 2025

Sofia knows and loves Sintra! She met us at our hotel and we had a wonderful day. We went to her favorite local seafood restaurant and had sea bass caught that morning. Fantastic! A storm one week before we arrived caused major damage to trees and roads, so she had to adjust the itinerary, and took us to other beautiful spots along the coast. We even got to visit a local winery and craft beer brewery. What fun! Thank you, Sofia!!Great intro to Sintra!

Richmond

(About local Miguel )

12 April 2025

We loved Miguel’s knowledge of Lisbon and Sintra. The castle tour was our favourite. He was so approachable, friendly and easygoing with all the little changes along the way. Got a chance to try some ginja too! Not only was he knowledgeable with history, we had some good discussions about football.Miguel is 5⭐️

David🇺🇸 United States

(About local Luis)

9 April 2025

We loved our trip to Evora with Luis. First, Evora is a beautiful walled city with great character. The roman ruin, churches and cathedral were a great draw, but it was walking the streets and seeing the shops we loved the most. It was also wonderful to be outside of Lisbon for a day and see the countryside. Second, Luis was a terrific guide for us. From the car ride first thing in the morning until the return trip in the afternoon he was filled with information. He weaved together questions we had from other tours with new information about our visit to Evora and really helped us form a more complete picture of Evora, Lisbon and Portugal (people, places, culture and history). He is a wealth of knowledge that flows in conversations and stories and kept us engaged all day. We highly recommend him for any tour and appreciate that he made our day very fun.Evora Day Trip with a Great Guide

Sirri

(About local Miguel )

9 April 2025

The bottom line upfront: do an all-day private tour to Sintra. If you can, do so with Miguel. You won't regret it. The tour started with an early 8am hotel pickup but that's well worth it since you have a chance to beat the immense crowds at Pena Palace. Besides, Miguel has it down to a science to (circum)navigate lines and crowds effectively. Before going to Portugal we read multiple reviews that said that if we visited Sintra, we should skip the palace as it was “boring.” That was the complete opposite of the experience we had with Miguel. We could not have found it more interesting. We toured with our two teenage sons and all of us were totally fascinated by what Miguel shared with us throughout the day. Miguel is a huge history buff and is a veritably bottomless (initiation) well of information about the history of the buildings we visited (Pena, Moorish Castle, la Regaleira), the broader Sintra area, the artifacts we saw, and the subtle yet fascinating symbols of e.g. the Freemasons. It also helped that Miguel was easy and pleasant to be around and that his enthusiasm for all-things-Sintra were practically oozing out of his pores. We loved his genuine enthusiasm for Sintra and his desire to learn more to elevate his craft (for instance he’s been waiting excitedly for an area to reopen after reconstruction and restoration). Fantastic Private Tour of Sintra, Worth Every Penny!

Faith

(About local Stasea)

7 April 2025

Our guide, Stasea, was really helpful and knowledgeable. She guided us through each destination and also gave us ample self time for pictures. The small group size of 6 made it optimal to learn more about the place and get to know each other better. I have done many small day tours before and I must say this is one of the best I've had. Highly recommended!Highly recommended!

Gail

(About local Miguel )

7 April 2025

Our travel guide (Migel) was excellent. Friendly, helpful and knowledgeable. Sintra & Cascais & Quelez was fabulous! Only disappointment was the weather on the day as it was cloudy & raining intemittantly, this meant that we could not go to Pena Palace due to poor visibility. This was extemely disappointing as Pena Palace was the main reason I wanted to go to Sintra. Anyway, the rest of the tour was fabulous.Tour of Sintra, Cascais & Quelez Palace

Alessia

(About local Miguel )

4 April 2025

Miguel is a great guide!! Enjoy a beautiful and consigliata excursion! Abbiamo riso, scherzato and è super preparation in your land!Miguel is a great guide

Unknown

(About local Stasea)

2 April 2025

Amazing tour, very beautiful places and Stasea is an amazing guide, his knowledge about these places made the tour even more interesting. Thank you!A beautiful and interesting walk

Lenade

(About local Miguel )

31 March 2025

Ótima! O guia Miguel maravilhoso, uma pessoa muito culta.Ótima!

Lucas

(About local Miguel )

30 March 2025

Guia Miguel muito atencioso, conhece a região e a história do lugar. Muito bom e muitas dicas boas também.Guia Miguel muito atencioso

Fabrizzio

(About local Miguel )

30 March 2025

Foi ótimo do do início ao fim! Pontualidade, segurança, transporte e o guia gente boa pra caramba!!! Indico muito!Foi ótimo do do início ao fim!

Alexis

(About local Stasea)

30 March 2025

This was a wonderful tour and our guide Stasea was very pleasant. She spoke in detailed ways about the historical aspects of the place we visited. I felt like I learned so much from her. She was friendly and flexible while still keeping everybody on schedule. The van we traveled in was very nice and comfortable. Highly recommend!This was a wonderful tour

ELI🇦🇺 Australia

(About local Rui)

29 March 2025

Rui was the best the overall experience was way beyond what I thought it would be could not recommend more highly thanks for a great day out 👍What a great day out

Yvette

(About local Miguel )

26 March 2025

Se eu pudesse dar 10 estrelas a esse passeio, eu daria! Miguel foi tão bom! Ele deu muita história e informações incríveis sobre Sintra, Cascais, Regaleira, Portugal e Lisboa! Ele é um residente de Sintra, nascido e criado e isso fica evidente! 100% recomendaria isso para quem pensa em fazer uma viagem de um dia!Meu passeio de um dia favorito! 10 estrelas!!!

Manuella

(About local Miguel )

26 March 2025

Great experience, the guide Miguel was very attentive, helpful, excellent!Great experience

sallyv69

(About local Rui)

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

Maria

(About local Stasea)

25 March 2025

I just did my first day tour with a guide and I LOVED it! I travel a lot, but always without a guide. This time my friends and I decided to book a tour and we couldn't be happier with our experience. A huge thank you to tour guide Stanislava! She did an exceptional job planning our tour of the beautiful cities of Portugal. Her knowledge of Portuguese history, culture and cuisine is unbelievable. I would definitely recommend her without hesitation to anyone planning a trip to Portugal.An incredible unmissable tour!

Anthony

(About local Miguel )

25 March 2025

Miguel was a very good guide who was able to speak French and pick us up from our place for the day tour. He was very kind and flexible and thanks to him we got to see a very nice and lovely place. Thank you very much Miguel :)Miguel was a very good guide

Andrea

(About local Stasea)

24 March 2025

A very well organized tour. Would like to commend our tour guide Stasea. Tour was flexible depending on the weather conditions as the day started out with foggy conditions. The guide also helped us to avoid the massive rush of peoplewell organized tour

Westchester

(About local Miguel )

22 March 2025

Miguel is the best!! Miguel arrived on time at our hotel in a pristine Mercedes Sprinter Van. We quickly fell into conversation about life in Lisbon and Portugal, and realized early on that Miguel is a history scholar. His knowledge is vast, and he answered questions as thoroughly as if he were a history professor. We loved learning the secret signs of Pena Palace (I won't ruin it for you), and how the the nobility and royals lived and interacted with each other. Most interesting, to me, was Quinta de Regaleira, the spiral "staircase to heaven" and the Quinta's significance to the Court. It was a pleasure spending the day with Miguel and I'm so grateful to him for bringing our Sintra tour to life.Ask for Miguel!

Juan

(About local Luis )

22 March 2025

Today’s trip was a refreshing and well-organized experience, blending stunning sights with smooth logistics. The highlights included engaging moments of discovery and relaxation, leaving a lasting impression. Overall, it was a day filled with great memories and inspiration for future adventures. Great Experience

Elizabeth

(About local Miguel )

20 March 2025

Miguel was the perfect tour guide for us! This was our first trip to Portugal, and we have fallen in love! The scenery is beautiful, and the people are the friendliest we’ve encountered anywhere. Miguel spent the day with us touring Sintra and Cascais. He is an awesome tour guide, extremely knowledgeable of the Portuguese history and arts. His English is flawless. Best of all, he was able to customize our tour based on our interests. Highly recommend this tour.Sintra and Cascais, A Perfect Day

Rachel

(About local Miguel)

19 March 2025

Best day!!!!! Miguel picked us up from our hotel and we spent the day exploring setubal. Miguel was AMAZING! It was like spending the day with a good friend. He went above and beyond making sure our day was special. We loved exploring the market- I want to shop there everyday! And the 3 wineries that we visited were all so interesting and so different. The tours/tastings were good at each of these wineries but Miguel was awesome. He would ask them for special little additions so that we could explore even more. A highlight of the day was lunch at Restaurante Bulla in Vila Nogueira de Azeitao - SO GOOD! THE FOOD, THE SERVICE... just outstanding. Particularly the cuttlefish stew.... so delicious!!! Thank you Miguel for a great day! I highly recommend this tour to anyone!!!Amazing day

Susy

(About local Luis )

17 March 2025

Luis was incredibly kind and well informed! I learnt a lot from the tour, although conditions were windy we were grateful to have had an informative guide to help us brace the winds! Not having to queue for the attractions was also a big plus!Amazing guide Luis