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

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 19 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!

Joyce🇺🇸 United States

(About local Luis)

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

Anoep🇳🇱 Netherlands

(About local Veerle)

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.

Dana🇺🇸 United States

(About local Tiago & friends)

25 July 2025

Henrique was an incredibly knowledgeable guide. He knows the city intimately and is a fountain of knowledge about history. His enthusiasm and deep understanding for the area created a deeper curiosity about Portugal for us than when we arrived. We see Lisbon with new eyes and a more wholistic understanding of its place in European and world history. Plus, he has great restaurant recommendations. Tours with locals always has the best guides, and Henrique is the best of the best. A Brilliant Experience

Marina🇩🇪 Germany

(About local Luis)

24 July 2025

1

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

Tommy🇳🇱 Netherlands

(About local Veerle)

24 July 2025

Gezellig gezelschap en weet qua historie alle antwoorden op je vragenhistoricus!

Isabel

(About local Luis)

23 July 2025

Very interesting tour. Luis had a lot to tell and the food was great!Great guide!

mieke

(About local Veerle)

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

Dan and Becca🇺🇸 United States

(About local Tiago & friends)

22 July 2025

Had a great visit with Tiago to Fatima and Obidos in July 2025....He was extremely knowledgeable, engaging, and very kind throughout the day-long journey. As a visitor with some existing background knowledge of Portugal in advance of our travel, I was grateful that Tiago went beyond explaining the "what" of what we were seeing and dove deeper into exploring the "why" from a historical and cultural perspective. This was our first time ever traveling with a personal tour guide, and we were a little apprehensive that we would feel rushed and/or simply received a "pre-packaged" experience....not the case with Tiago! He tailored the day to our very specific interests, and the whole experience felt extremely relaxed and personal....we'd recommend him without hesitation!!! Great Experience!

Miriam🇳🇱 Netherlands

(About local Veerle)

21 July 2025

Veerle vertelt een hoop over de stad, weet veel, houdt van de stad en de Portugezen. Geweldig!

Mary

(About local Francisco)

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

holly🇺🇸 United States

(About local Miguel )

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!

Bhavana🇺🇸 United States

(About local Luis)

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

Katie🇺🇸 United States

(About local Alexandra)

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!

Daniela

(About local Francisco)

14 July 2025

Very interesting, the guide was very smart, patient and informative.Very Interesting

Elizabeth

(About local Diogo)

12 July 2025

Diogo provided a great tour! He took us to local places and we tried traditional Portuguese food. My 8 and 6 year old kids even tried snails…and liked them! The kids are still talking about the food tour. We would highly recommend!A great tour!

Kristin🇺🇸 United States

(About local Miguel )

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

Teresa🇺🇸 United States

(About local Luis)

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

j.rathmer

(About local Alexandra)

1 July 2025

John🇺🇸 United States

(About local Miguel)

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

Dilia🇨🇦 Canada

(About local Sofia )

24 June 2025

We had a fantastic private tour of Sintra with Sofia! She was incredibly accommodating, tailoring the day to fit our family’s interests and requests. She was especially thoughtful with our children, making sure they were comfortable and engaged throughout the tour. Sofia’s knowledge, flexibility, and warm personality made the experience both enjoyable and memorable. Highly recommend her for a personalized and family-friendly experience in Sintra!

Debbie🇺🇸 United States

(About local Luis)

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!

Jim

(About local Luis)

20 June 2025

This was our 1st time in Portugal and this tour enabled us to see Obidos, Fatima, and then remain in Nazare, our next destination after Lisbon. Our tour guide Luis was absolutely fantastic! He was really fun to travel with and extremely knowledgeable about the history of all places en route! We never felt rushed and had the perfect amount of time at each town. And when we arrived in Nazare, he assisted us in checking in to our next hotel and orienting us to other aspects (restaurants, etc). Again, we chose not to return to Lisbon. When we eventually return to Lisbon, we will definitely be reaching back to Luis!Great tour to Obidos, Fatima, and Nazare

Yousef🇰🇼 Kuwait

(About local Miguel )

19 June 2025

Miguel was really informative, friendly and easy going, it was a really excellent experience. he took us Sintra for the palce and then site seeing in Cascais.Friendly and passionate

Philip

(About local Luis)

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

Carol

(About local Luis )

15 June 2025

Luis did a wonderful job keeping us informed and meeting us in a timely manner. Saw so many churches and beautiful sights, such as the Sao Roque, the Gloria elevator, the Se church, church of St. Dominic, history of the area, the plazas, the people and Porteguese rulers. We passed by so many areas and learned so much! Also had time for a water break, cherry liquor (ginjinha), and custard pastries! It was so worth doing, I highly recommend.wonderful day in Lisbon!

Ryan🇺🇸 United States

(About local Veerle)

15 June 2025

Veerle was the perfect guide for our group! Be prepared, Lisbon is extremely hilly and Veerle will make sure you see all of it...if you are fit and adventurous! 😄Exceptional tour and guide!

Kathy

(About local Francisco)

15 June 2025

Francisco was an amazing tour guide. He was professional, knowledgeable, attentive, and informative. He customized our itinerary based on our wants, introduced us to local restaurants and wineries off the main tourist routes, and flexed each day based on the changes to the weather. I would highly recommend Francisco and Week Break Tours. I will definitely be using him again on my next visit to Lisboa.Francisco was an Amazing Tour Guide!

Steve🇺🇸 United States

(About local Alexandru)

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

Maureen

(About local Miguel )

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

alexschuster

(About local Luis)

9 June 2025

Wir haben die Tour mit Luis am ersten Tag unseres Urlaubs gemacht. Es war ein perfekter Einstieg! Tolle Tipps, Einblicke in die Geschichte, usw. Danke für diese schöne Erfahrung!Perfekter Einstieg

Katy🇺🇸 United States

(About local Luis )

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!

Karien🇧🇪 Belgium

(About local Veerle)

8 June 2025

Ik koos voor Veerle als gids op onze 1ste dag Lissabon omwille van haar 3-taligheid, haar sympathieke uitstraling! Veerle weet veel over de historie van Lissabon en bracht haar verhalen vol passie. Ze toetste ook af wat ons als toerist in Lissabon interesseerde: monumenten,locale food spots, handel, parken, verschillende regio’s Alfama, Baixa, Sintra,… Transport (metro, taxi, Uber, Tuktuk, Tram28, fietsverhuur in Lissabon en wat zijn de prijzen. Kortom 3 uren stadstour met Veerle was aangenaam en zeer leerrijk! Stadstour Lissabon met gids Veerle

Kees

(About local Veerle)

8 June 2025

Veerle heeft de voorbereiding van ons dagprogramma en de ontmoetingsplek perfect geregeld. Veerle reageerde snel en goed op onze vragen vooraf over bijvoorbeeld tips restaurants. Dat was heel fijn. Veerle was netjes gekleed en we vertrokken op tijd via de trein naar Sintra. Vanaf het begin tot het einde was ons contact met Veerle prettig en relaxed. Veerle is een open mens en oprecht belangstellend. Zij vertelde ons veel waardevols over Portugal, Lissabon, Sintra en de mensen die daar wonen. We hebben een prachtige dag met haar beleefd en we bevelen haar als gids zeker aan. Een eerlijk oordeel geven over de prijs/kwaliteit verhouding vinden we lastig. Een dagtour met een privé gids was voor ons namelijk de 1ste keer. Wat ons hierbij zou helpen is een specificatie van de opbouw van de totaalprijs van 400 euro. Bijvoorbeeld de verhouding tussen de overheadkosten en het salaris van Veerle.Een prettige gids met waardevolle info

Deanna

(About local Francisco)

8 June 2025

Highly recommend tour with Francisco. He was very knowledgeable, had great recommendations for our group, took us to the best coffee/pastry shops and we had a great time touring the castle at Sintra and shopping at the nearby shops. This was our favorite tour on our vacation/cruise. Will definitely book another tour with Francisco the next time we are in Lisbon.Highly Recommend

Karen🇺🇸 United States

(About local Miguel )

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

Koert

(About local Luis)

4 June 2025

It was a perfect experience. A lot of pertinent information and a charmful person.Perfect Guide

Suzanne

(About local Alexandru)

2 June 2025

Thank you Suzanne!Alex was a wonderful tour guide. He was easy to talk with, knowledgeable about Portugal and the areas we visited, and has a great sense of humor! Alex was very accommodating regarding different locations for us to visit, choosing a location for lunch wh

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!

John

(About local Francisco)

26 May 2025

Francisco was great. Gave us some good recommnedations on what to see and how to navigate the crowds. Turned out to be our favorite tour of our trip. He was very knowledgable and did a great job of keeping the day interesting without it feeling oerwhelming. He recommended a luncheon place that turned out to be the best meal of the trip. No language issues. Nice vehicle for the four of us.The favorite Tour of our trip

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

Jesse

(About local Alexandru)

20 May 2025

Alexandru was great, very knowledgeable and informative. The tour of Sintra was thorough and the drive on the north coast was excellentamazing day

Stephanie🇺🇸 United States

(About local Luis)

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!!!

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