My Lisbon Holidays

The trip was wonderful. Planning was as I requested. Joao was available to help me when I couldn’t locate a guide at a meeting point or had to change an arrangement. Outings were fantastic. Warren, was our guide for the Lagoa Fogo hike and he was a kind, knowledgeable, generous human being and guide. IPA, for the bike tour was fantastic. We visited a local cheese shop/restaurant in Furnas and ate cheese chocolates that were delicious. Patrick took us off roading in Sete Cidades in an open vehicle (highly recommended) and he was an excellent driver and source of local info. We saw dolphins and whales on the whale watching tour and the boat ride was fun. Unfortunately, we contracted a stomach bug that the locals are also getting and that they think arose from a bacteria in the usually very drinkable water (unsure where) although some think it was a virus. Who knows? We had to miss our canyoning experience which was unfortunate. Next time. Furnas is one of my favourite places. It’s so lush. We walked on a lava sand beach at Praia de Fogo. Gorgeous. And the geothermal ocean pool at Ponta de Feraria was possibly one of the most incredible places in the world. Kimkim helped me plan a wonderful vacation and supported us throughout the vacation. Thank you to Joao. Much appreciated.

Activity Reviews

Sete Cidades by Jeep - A Half-Day Off-Road Tour

the Azores

Quality of Experience

Guides, Drivers and Staff

Transport

Guided Hike in São Miguel

the Azores

Quality of Experience

Warren is very easy going and loves his work.

Guides, Drivers and Staff

Whale-Watching in São Miguel

the Azores

Quality of Experience

Guides, Drivers and Staff

Good commentary during excursion.

Transport

Furnas Valley Bike Tour

the Azores

E bikes were fun and made the sites easier to access. Roads are dirt and can be steep. Stops to places were explained well by IPA, our guide. Cheese restaurant and tasting of local cheeses was a wonderful.

Quality of Experience

My

Guides, Drivers and Staff

Transport

Joao D. and the My Lisbon Holidays team are absolutely amazing. Joao is incredibly knowledgeable, resourceful, easygoing, funny and just an all-around pleasure to work with.

With only about three weeks’ notice, he planned an unforgettable nine-day trip to Portugal for me, my wife, and our teenage daughter, including stops in Madeira, Porto, and Lisbon. Everything was incredibly well thought out. The hotels were perfect, the details were thoughtful, and every experience and restaurant he recommended was right on point.

One of the absolute highlights was our day trip to Sintra. We had asked Joao to arrange a local guide for us, and we were so pleasantly surprised when Joao himself showed up to be our guide! He knows the area incredibly well, and hearing his personal stories about growing up there, along with the history and local insights he shared throughout the day, made the experience truly special. The whole family agrees he made the difference from a great trip to a spectacular one.

From start to finish, the entire trip was seamless, thoughtful, and memorable. We can’t recommend Joao and My Lisbon Holidays highly enough, and we will absolutely be working with him again the next time we return to Portugal.

We travelled Portugal from Porto to the Algarve and back to Lisbon between 7 and 24 August 2026 — eighteen days, eleven hotels, and a route that took us from the vineyards of the Douro to the cliffs at Cabo de São Vicente and the vast headlands of Cabo da Roca, the westernmost point of continental Europe. It was a birthday gift for my partner, which meant the pressure to get it right was entirely self-inflicted and entirely real :). João and the KimKim team delivered something better than we'd imagined.

On João
What sets João apart is that he plans like someone who actually knows the country rather than someone reading it off a map. The roadbooks weren't generic — they were routed with real thought about where the light falls, where the crowds are at 9am versus 3pm, and where you should slow down. The N222 between Régua and Pinhão came with a simple instruction: take it slowly and stop often. He was right. Small notes like that appeared throughout, and they were consistently correct.
He was also honest in a way that's rare in travel planning. When something in the Arrábida was likely to be chaotic in August, he said so and suggested skipping it. When a stop was worth an extra hour of driving, he explained why. That kind of candour builds trust fast.

The hotels — and three in particular
The accommodation selection was the strongest part of the trip. Every single property was chosen with a clear reason behind it, and several were genuinely extraordinary.
Quinta de la Rosa in the Douro was the emotional heart of the trip. Two nights on a working family estate that's been in the same hands since 1906, perched above the river, with the pool looking out across terraced vineyards. It doesn't feel like a hotel — it feels like being let into somewhere private.
Heritage Avenida Liberdade gave us central Lisbon done properly — an 18th-century townhouse on the grandest boulevard in the city, with Bairro Alto and Chiado on foot. The Petite Pool and a perfect gym after a long day of walking Belém was a small mercy we appreciated more than expected.
Santiago de Alfama was the perfect final night. A restored 15th-century building tucked into Alfama's cobbled lanes, eight minutes from São Jorge Castle, with the Tagus in view. After two and a half weeks of driving, arriving somewhere that quiet and that beautiful for the last night was exactly the right note to end on.
Special mention about: Montebelo Mosteiro de Alcobaça, a five-star hotel built inside a UNESCO monastery, with an indoor pool set among original medieval pillars — surreal and wonderful. Fortaleza do Guincho, a 17th-century cliffside fortress with the Atlantic crashing below and a Michelin-starred kitchen. Pousada Sagres, positioned on Ponta da Atalaia with sunsets that genuinely stopped any conversation.

The activities - perfectly planned and flexible.
The Douro day was close to perfect: a tasting and picnic at Quinta da Rôeda in the morning, then a private boat out of Pinhão in the late afternoon. Our skipper was wonderful — he found us a quiet stretch of river and let us swim right there, surrounded by terraced vineyards rising on both sides and the light going gold on the water. Floating in the middle of that landscape is the single image we'll carry longest from the whole trip.
The Lagos coastal cave tour with BlueFleet was the other. Threading through the grottoes at Ponta da Piedade in the morning, the golden cliffs and the water impossibly clear. Worth every minute of the early start.

The logistics
Airport transfers at both ends, every hotel confirmed, parking notes for each stop — including which car parks to use and roughly what they'd cost. The trip ran without a single logistical problem across eighteen days and eleven properties. That is not luck.

Would we book again?
Without hesitation. We layered our own restaurant bookings on top of KimKim's framework, and having that framework solid meant we could spend our energy on the fun decisions rather than the boring ones. João built us a route that was ambitious without being exhausting, and beautiful without being too obvious. And gave us a true taste pf Portugal from north to the south and back.
If you're planning Portugal — particularly if you want the Douro and the southwest coast done properly as well as all super tips on Lisbon and Porto — talk to João. And we are looking froward to the next one :)

Hotel Reviews

Quinta de la Rosa

Pinhão

Quinta de la Rosa in the Douro was the emotional heart of the trip. Two nights on a working family estate that's been in the same hands since 1906, perched above the river, with the pool looking out across terraced vineyards. It doesn't feel like a hotel — it feels like being let into somewhere private. Dinner at Cozinha da Clara on the estate was one of our best meals of the eighteen days.

Authenticity & Character

Location

Staff

Cleanliness & Comfort

Heritage Avenida Liberdade

Lisboa

Heritage Avenida Liberdade gave us central Lisbon done properly — an 18th-century townhouse on the grandest boulevard in the city, with Bairro Alto and Chiado on foot. The Petite Pool after a long day of walking Belém was a small mercy we appreciated more than expected.

Authenticity & Character

Location

Staff

Cleanliness & Comfort

Santiago de Alfama - Boutique Hotel

Lisbon

Santiago de Alfama was the perfect final night. A restored 15th-century building tucked into Alfama's cobbled lanes, eight minutes from São Jorge Castle, with the Tagus in view. After two and a half weeks of driving, arriving somewhere that quiet and that beautiful for the last night was exactly the right note to end on.

Authenticity & Character

Location

Staff

Cleanliness & Comfort

Activity Review

Private Boat Tour in the Douro River

Portugal

The Douro day was close to perfect: a tasting and picnic at Quinta da Rôeda in the morning, then a private boat out of Pinhão in the late afternoon. Our skipper was wonderful — he found us a quiet stretch of river and let us swim right there, surrounded by terraced vineyards rising on both sides and the light going gold on the water. Floating in the middle of that landscape is the single image we'll carry longest from the whole trip.

Quality of Experience

Guides, Drivers and Staff

Transport

We had an amazing experience working with Tiago on our trip to Portugal! He made the entire planning process smooth, seamless, and completely stress-free. Every detail of our trip ran like clockwork, from getting picked up from the airport to the hotel accommodations and tours. Tiago was incredibly responsive (even with daily questions we asked him over whatsapp during our vacation), listened to exactly what we wanted, and delivered a perfect vacation. I will definitely book with Kimkim (specifically with Tiago) again and highly recommend his services!"

Our guided trip through Portugal was truly unforgettable. We traveled from Porto to the Douro Valley, Évora, Lagos in the Algarve, and finally Lisbon. Each destination offered something unique, from breathtaking landscapes and historic cities to charming villages and beautiful coastlines.

The hotels were all four- and five-star properties, each with its own character. Every hotel was comfortable, clean, and staffed by friendly, welcoming people. Our favorite was Quinta do Pego in the Douro Valley. The peaceful setting, surrounded by vineyards, and the spectacular views overlooking the Douro River made it an incredibly special place to stay. Our dinner here was exceptional!

One of the highlights of our trip was having lunch each day with our guide, Tiago. Rather than stopping at tourist restaurants, he introduced us to locally owned restaurants that reflected the true flavors of Portugal. Every meal became an opportunity to learn more about Portuguese cuisine, wines, traditions, and history.

One memorable stop was the beautiful hilltop village of Monsaraz in the Alentejo region, overlooking the Guadiana River. Another favorite was a small family-owned restaurant tucked away in the basement of an old building in Guimaraes. These are the kinds of places we never would have found on our own, and they became some of our favorite memories.

Walking through the historic streets of Porto and Lisbon was another highlight. We wandered along centuries-old cobblestone streets, explored magnificent churches, castles, and palaces, and enjoyed spectacular views of rivers, beaches, and the Atlantic Ocean. Everywhere we traveled, we gained a deeper appreciation for Portugal's rich history and culture.

The Portuguese people were incredibly warm, welcoming, and proud of their country. Their kindness made us feel at home throughout our journey.

This trip exceeded our expectations in every way. It was the perfect combination of history, culture, incredible food and wine, stunning scenery, and authentic local experiences. We returned home with wonderful memories and a genuine appreciation for Portugal. We would highly recommend this trip to anyone wanting to experience the true beauty and hospitality of Portugal.

Tiago was an exceptional guide—knowledgeable, patient, and passionate about sharing Portugal’s history, culture, and traditions. His thoughtful planning and genuine love for his country made this trip even more meaningful.

Hotel Reviews

Quinta do Pego

Tabuaco

Quinta do Pego was, without a doubt, one of the highlights of our trip. With only ten rooms, the hotel has an intimate, peaceful atmosphere that makes it feel like a private retreat in the heart of the Douro Valley. Our room was spacious, beautifully appointed, and exceptionally comfortable. The bed was one of the most comfortable we slept in during our travels, and the bathroom was equally roomy and well designed. Both breakfast and dinner were outstanding, but dinner was especially memorable. Enjoying an exceptional meal while overlooking the breathtaking Douro Valley, the vineyards, and the Douro River made for an unforgettable evening. The views from the dining room are simply spectacular. The large swimming pool was another favorite. Poolside service was effortless—just ring a bell, and within minutes a staff member would arrive to take your order and return promptly with drinks. It was a wonderful touch that made relaxing by the pool even more enjoyable. The combination of outstanding hospitality, exceptional food, luxurious accommodations, and breathtaking scenery made Quinta do Pego one of our favorite hotels in Portugal. We would gladly stay here again and highly recommend it to anyone visiting the Douro Valley.

Authenticity & Character

Outstanding staff, exceptional food, and breathtaking views!

Location

In the heart of Douro Valley this hotel had exceptional views.

Staff

The staff was attentive, friendly, and genuinely committed to providing excellent service. During our stay, there was a brief interruption in the water service. The staff responded immediately, working diligently until the issue was completely resolved. Their professionalism and dedication were truly appreciated..

Cleanliness & Comfort

From the beautifully manicured grounds to the immaculate interior, every detail of the hotel reflected exceptional care and attention.

MouraSuites Hotel

Largo da Porta de Moura, 7000-647 Évora, Portugal

Our stay at the MouraSuites Hotel in Évora was comfortable despite the small room size. The king-size bed was a positive surprise, and the room was cozy even though we didn't have much space to move around. Having a pool right outside our door added to the convenience, and the staff treated us wonderfully. While the room was a bit snug, it was typical for Europe, and the overall experience was pleasant.

Hotel Lisboa Plaza

Lisbon

We truly enjoyed this boutique hotel. The staff was exceptionally nice and friendly. The room was comfortable it would have been nicer to be a bit larger space for our suitcases but we managed. The cleaning staff amazed us by cleaning our room everyday while we were at breakfast❣️

Authenticity & Character

Location

We were able to walk to nearby restaurants, shops and touring the parts of the city without a taxi or uber.

Staff

We were treated very nice by the entire staff at Hotel Lisboa. We especially enjoyed Thomas sending us off with a cheer for Lisbon’s Sporting team which we became fans of while visiting Lisbon and Portugal.

Cleanliness & Comfort

Mercure Porto Centro Aliados

Porto

When we arrived, we were greeted very cordially with the hotel employees. The room was exceptionally clean and comfortable. We really enjoyed coming back to the hotel after touring the city and able to relax by the pool and enjoy a drink at the patio bar. The breakfast was exceptional as well!

Authenticity & Character

Location

It was a perfect location for us as we could walk to almost all the areas of interest. There is a gelato restaurant across the walk way from the entrance of the hotel! Was a favorite spot for us to end the day with a sweet treat.

Staff

Cleanliness & Comfort

The room and bed were clean and comfortable.

Belmar Spa & Beach Resort

Lagos

Our stay at the Belmar was exceptional. The room was very nice. It was clean and roomy. The bed was very comfortable. We enjoyed sitting on the patio and enjoying the view of the pool and the access to the bar near by as well as an easy walk to the beach.

Authenticity & Character

Location

Easy access to the beach.

Staff

Cleanliness & Comfort

Activity Reviews

Óbidos visit

Portugal

Our visit to the medieval town of Óbidos was one of the highlights of our trip. Walking through this beautifully preserved walled town felt like stepping back in time. The panoramic views of the town and the surrounding countryside were well worth the climb. We enjoyed strolling the charming cobblestone streets, browsing the many unique shops, visiting beautiful churches.. Our favorite was Livraria de São Tiago, a remarkable 12th-century church that has been transformed into a bookstore. A must do when visiting Óbidos is sampling the town's famous Ginjinha drink. Ginjinha a delicious cherry liqueur they serve in a traditional small chocolate cup. It was a fun and uniquely Portuguese experience. Before leaving, we also admired the impressive 16th-century Aqueduto da Usseira, another reminder of Óbidos' rich history.

Quality of Experience

Our experience was amazing and what made our experience was the friendly and enjoyable people we met along our travels, the beautiful views of Portugal the wine country hills and valleys, the cobblestone streets, ancient buildings, churches and castles. The history and gastronomy of Portugal. And just experiencing the things we don’t have where we live and being able to experience the things that existed centuries ago and today in Portugal. We got to experience a lot of Portugal from Porto to Douro to evora, Algarves and Lisbon and we look forward to returning to Portugal again!

Guides, Drivers and Staff

We were fortunate to have several guides during our trip, and every one of them was exceptional. Our first guide, Manuel, took us on a walking tour of Porto on our first full day in Portugal. He was friendly, engaging, and shared the city's history while showing us many of Porto's most beautiful sights. What we appreciated most was how thoughtful he was. As we walked through the city, he pointed out landmarks that would help us find our way back to our hotel later. Knowing we had a tile-painting class that evening, he also made a point of showing us exactly where it was located during our tour. Those small gestures made us feel comfortable and confident exploring Porto on our own. Every guide we met throughout our journey was knowledgeable, personable, and passionate about sharing Portugal's history and culture. Our main guide, Tiago, traveled with us for nine days, and by the end of the trip, he truly felt like family. His knowledge of Portugal's history, architecture, gastronomy, wine, and local traditions was remarkable, and he shared it in a way that was both fascinating and easy to understand. More than anything, Tiago's warmth, sense of humor, and genuine care for our group made this trip extraordinary. He introduced us to wonderful local restaurants, hidden gems, and experiences we never would have discovered on our own. He made us feel less like tourists and more like friends experiencing his beautiful country alongside him. Tiago is truly one of a kind. His passion for Portugal and his dedication to creating an unforgettable experience made this trip more special than we could have imagined. We left Portugal not only with incredible memories but also feeling that we had gained a lifelong friend.

Transport

Transportation throughout our trip was excellent. We traveled in a spacious, comfortable van that provided plenty of room for the four of us and made even the longer drives enjoyable. We were continually amazed by Tiago's driving skills. He expertly navigated the narrow streets of Portugal's historic towns and cities and somehow managed to park the large van in places we would have thought impossible. When parking wasn't nearby, he would conveniently drop us off at our destination and then pick us up afterward, making every excursion easy and stress-free. His thoughtfulness and attention to detail made us feel like VIPs throughout our journey. We never had to worry about transportation or logistics, allowing us to simply relax and enjoy the beauty of Portugal.

Portuguese Cooking Lesson

Portugal

The Portuguese Cooking Lesson in Lisbon was a fantastic experience! The chef was incredibly friendly and organized. We participated in preparing a full meal and dessert, including a potato mix soup, roasted chicken, carrot salad, and a delightful meringue dessert. Although I wished we could have tried making the pastel de nata for dessert, the entire experience was enriching. We sat together around a big table, enjoying the delicious meal and getting to know the other participants. Adding wine and cheese tasting to the activity elevated the entire experience. It was fun, educational, and absolutely delicious.

Exceeded our Expectations!

Our initial interactions with Joao were easy -- his responsiveness to our wishes was prompt and thorough. Each guide on the various islands Pico, São Jorge, Terceira, and Faial knew their territory and shared so much expertise with us. They flexed when asked and went out of their way to accommodate us, adding side trips as time allowed. Even our driver Jorge surprised us with hand-wrapped souvenirs! Would use Kim-kim again in a heartbeat. Thank you so much.

Hotel Reviews

As Casas da Riberia Grande

Ribeira Grande

Definitely liked this locale. It was a bit challenging to get responses since the main hotel was in another spot and the corner apartment was noisy. It was clean and spacious enough for a couple.

Authenticity & Character

The nearby square was charming, and it was near places where we could eat and walk.

Location

Noisy corner

Staff

Didn't really have much interaction since the main hotel was in another place.

Cleanliness & Comfort

Comfortable and clean. Some of the kitchen amenities were not there, although there were instructions that they were. Notheing major.

Pico Studios

Madalena

Well-located, relatively quiet, and clean.

Authenticity & Character

It was fine. There is a problem with the name of one of the rooms, which could be offensive to some people.

Location

Liked the proximity to the ferry, the square, restaurants, and coffee shop.

Staff

Not much interaction with staff.

Cleanliness & Comfort

Clean and comfortable overall. We had lots of extra space. The fan in the bathroom was very annoying, and it was attached to the light switch.

Azores Book Hotel

Angra do Heroísmo

This was the winner hotel of our trip! It was very interesting and just an enjoyable place to stay!

Authenticity & Character

Great character with the book theme.

Location

Ok, down the hill from the town -- in walking distance though.

Staff

Staff was very accommodating. A young waitress in the kitchen, having been asked for non-dairy options for coffee, proactively brought out some when we got to breakfast! Lots of people, but she remembered. Impressive. The breakfast buffet was great!

Cleanliness & Comfort

Clean and very comfy.

Hotel Do Colégio

Ponta Delgada

Nice to see a different side of the island. Like all our stays, this was clean and comfortable.

Authenticity & Character

Location

Great locale. Fun place to walk around and great restaurants.

Staff

Informative, respectful, and, of course, kind.

Cleanliness & Comfort

Clean and comfortable.

Activity Reviews

In the Shadow of the Giant: A Half-Day Guided Tour of Pico

the Azores

This one was difficult. In hindsight, going from the airport to a tour was not the best call. It was windy and cold, and I personally wasn't dressed warmly enough, so I spent more time in the van than outside looking at things. Our guide was very good and tried to be as accommodating as possible.

Guides, Drivers and Staff

He was kind, respectful and very knowledgable.

Transport

Roomy van and our guide was a safe driver.

Faial from Coast to Crater: A Full-Day Guided Discovery

Portugal

Our guide Pedro was exceptional! He was a great fit for our group since we shared many perspectives on ecology and the environment. He gave us a bonus experience to meet his mother and see her garden and the project he was working on. It totally enriched our trip!

Quality of Experience

Pedro's passion for the environment and for his work.

Guides, Drivers and Staff

Safe driver and seeing his home project and meeting his mother was such a bonus.

Transport

We saw a lot and it definitely felt like a perspective that was real. . .not a canned tour.

São Jorge Flexible Explorer - Full-Day Guided Tour

Portugal

Once again, as with the previous tours, we had a guide who was passionate and knowledgeable about the environment and the history. He kept us engaged the entire trip.

Quality of Experience

It was a diverse tour, we again were invited into our guide's home to sample liqueurs made by his wife. A sense of being truly welcomed.

Guides, Drivers and Staff

Knowledgeable, with a great sense of humor and clear pride in his work.

Transport

Safe and easy.

Between the Lava and the Sea - A Half-Day Guided Wine Experience on Pico

Pico Island

Weather-wise, Pico was a bit more welcoming on this half-day tour. We had the same guide as on our first half-day and we had a good sense of his style. The tour was not private, however, and it seemed a bit awkward for the man who did not know us or the guide. Our guide handled things really well in any case.

Quality of Experience

Some of this was repetitive, but we enjoyed the wine tasting.

Guides, Drivers and Staff

He was very adept at creating cohesion in the group.

Transport

Good driving.

Half-Day Hiking Activity in Terceira

Portugal

This was by far the most physical day of the trip. Our guide was so responsive and good overall that we gladly hired him on for the rest of the day.

Quality of Experience

What a treat, he really knew what he was doing, appreciated the varied flora and paid good attention to our comfort/safety while hiking.

Guides, Drivers and Staff

Great guide!!

Transport

Safe and took us to varied terrain.