Custom Self-Driving Tours of Portugal

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Portugal Travel Insights

A scenic road near the village of Sintra
Map of Portugal Relaxed Self-Drive: Lisbon, Porto, Évora - 10 Days
Portugal Relaxed Self-Drive: Lisbon, Porto, Évora - 10 Days

This road trip is ideal for those who want to experience Portugal's two biggest cities and rural countryside at a relaxed pace. After strolling around Lisbon with a guide, you'll make your way north to UNESCO-listed Porto and its nearby mountains and vineyards. Finish off in the medieval town of Évora with plenty of free time to explore the Alentejo—a vast region known for olive groves, cork production, and rustic cuisine.

Porto's colorful riverfront
Portugal Relaxed Self-Drive: Lisbon, Porto, Évora & Lagos - 14 Days

This two-week Portuguese odyssey combines cities, countryside, and coast for a road trip to remember. Savor traditional cuisine in Lisbon, lose yourself in the riverside neighborhoods of Porto, explore vineyards and cork forests around Évora, and soak up some sun on the golden beaches of Lagos. Along the way, a series of guided tours introduce you to the culture and customs of each city, while plenty of downtown means you can cut loose and choose your own adventure on day trips.

Madeira's lush coastline
Map of Lisbon, Porto & Madeira - 9 Days
Lisbon, Porto & Madeira - 9 Days

This 9-day itinerary starts in Lisbon, where you'll savor local treats and traditional music as you explore the capital by foot and tram. Hit the road and head north to Porto, where world-class wine cellars and riverside views await, then hop over to Madeira to end your adventure among the verdant, volcanic landscapes of Portugal's "Island of Eternal Spring."

Take two days to explore historic Faro in Portugal's popular Algarve
Map of Portugal: The Algarve Region - 5 Days
Portugal: The Algarve Region - 5 Days

Spend five days exploring the stunning Algarve region, Portugal's southernmost area that sweeps westward to the Atlantic. You'll spend quality time in the region's two main cities—Faro and Lagos—and discover beautiful churches in Tavira, gorgeous beaches, phenomenal cliffside panoramas, and incredible food. Plus, you'll have plenty of time to lounge on the sand, cruise along the coast, and unwind amid urban charm and natural splendor.

The dramatic landscapes of the Douro Valley and its vineyards
Map of Portugal's Wine & Beaches: Porto, Douro Valley & Algarve - 9 Days
Portugal's Wine & Beaches: Porto, Douro Valley & Algarve - 9 Days

Explore Portugal from north to south on this 9-day adventure filled with wine, seafood, and astonishing scenery. Start in Porto, Portugal's second city, known for its sunsets, colorful houses, and sweet port wine. Then, spend a couple of days visiting wineries and vineyards in the beautiful Douro Valley before catching a plane to the Algarve, the southernmost region in the country. Here, a rental car will provide you the freedom to tour picturesque seaside towns at your own pace.

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Meet our Local Travel Specialists

Experienced travel agents with a passion for Portugal
Travel specialist Diana Mota
active 23 hours ago

Diana Mota

Hi! I’m Diana, and I’m passionate about experiencing new things! I’m always open to trying different stuff – waterskiing; snorkeling; diving into Latin dance classes; now I’m learning how to play...

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Travel specialist Tiago Filipe
active 49 mins ago

Tiago Filipe

I've always traveled extensively with my family and from a very early age developed a strong taste for it. Portuguese were once sailors and discoverers and I like to think of myself as one too: a...

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Travel specialist Marina Courtaut
active 3 days ago

Marina Courtaut

Can you think of a better way to live adventures than traveling? When we travel we open our minds to new experiences and learn new cultures by making the destination we visited our home for a...

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Travel specialist João Branco
active 7 mins ago

João Branco

Hey Everyone! My name is João and I am a World Passionate Traveler. Ever since I can remember I have been traveling around the world which made my academic and professional choices quite easy -...

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Trip Reviews for Portugal

The latest reviews by travelers who booked their trip on kimkim

Coraima planned an amazing honeymoon trip
Portugal | May 9 - May 21, 2026

Patrick
Patrick F.
Ashburn, VA | Reviewed on May 23, 2026
Coraima planned an amazing honeymoon trip for us in Portugal. Our guides Frederico and Alex gave us all the beauty of Sintra and ended each day with great local authentic restaurant recommendations. Sintra Marmòis Camelia is beautiful hotel that also gave us access to free live music and wine tastings at their sister hotel within walking distance.
Our time at Casa de São Domingos in Regua was wonderful. This is a beautiful place with breathtaking views everywhere you look. Vasco gave us a...
Read more

Coraima planned an amazing honeymoon trip for us in Portugal. Our guides Frederico and Alex gave us all the beauty of Sintra and ended each day with great local authentic restaurant recommendations. Sintra Marmòis Camelia is beautiful hotel that also gave us access to free live music and wine tastings at their sister hotel within walking distance.
Our time at Casa de São Domingos in Regua was wonderful. This is a beautiful place with breathtaking views everywhere you look. Vasco gave us a great tour of his family winery Quinta Barqueiros. It felt more like we were hanging out with a friend in their home who was explaining their passion and career to us than paying an overtired guide just trying to get through the day.
Lagos is beautiful and we will hopefully be able to spend more time in Algarve in the future. MN56 has it all and is right in the heart of all the action. We questioned whether we should do both the kayak and boat tour on back to back days. Do them both! Our walking food tour with Sophia was potentially the highlight of the trip. She was friendly, funny, and showed us some of the best food we have ever had.
Our cooking class with Chef Angela at Cooking Lisbon which included a trip to the market together was an unforgettable experience. I only wish we had more time to spend in Lisbon. If you’re visiting Portugal you MUST go see Fado. We had a delicious dinner accompanied by live Fado at a rustic family run restaurant called Senhora do Fado.
My wife and I are very busy and planning a trip like this isn’t something that falls in our wheelhouse. Coraima and KimKim made it so easy to take this trip. Our hotels, transfers, and daily activities were all planned and everything happened seamlessly every step of the way. The KimKim app gave us our itinerary at our fingertips and made contacting any guides, drivers, hotels, etc. foolproof.

I absolutely 10/10 recommend Coraima and KimKim for planning any travel/vacations and can guarantee we will be repeat customers.

Local specialist: Coraima Yañez

Fantastic Trip to Portugal!
Portugal | May 14 - May 21, 2026

P
Pamela M.
Newark, NJ | Reviewed on May 23, 2026
Philip was an amazing tour guide. He took us to Sintra and Cascais and was fabulous in imparting his knowledge on history and culture. He made the trip richer with his insights. We looooooved the wine tour in the Algarve. Our hotels were great and the entire trip went off absolutely seamlessly. Our trip planners and guides communicated impeccably. Everything ran like clockwork. We loved Lisbon and Lagos. The food was fantastic and we were able to work some of it off climbing many hills! Read more

Philip was an amazing tour guide. He took us to Sintra and Cascais and was fabulous in imparting his knowledge on history and culture. He made the trip richer with his insights. We looooooved the wine tour in the Algarve. Our hotels were great and the entire trip went off absolutely seamlessly. Our trip planners and guides communicated impeccably. Everything ran like clockwork. We loved Lisbon and Lagos. The food was fantastic and we were able to work some of it off climbing many hills!

Hotel Reviews
Hotel Britania Art Deco
Lisbon

Hotel was well located near the Avenida da Liberdade and the Principe Real neighborhoods. The hotel is beautiful and historic. We had to leave too early for the breakfast but they have an afternoon happy hour and the staff is lovely. We were upgraded to a spacious junior suite.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
The MN56 Hotel
Lagos

Hotel is located right in the middle of the historic part of town. It was a great location for exploring the city, accessing the marina on foot and accessing the Ponta da Piedade with a short walk. The pool was nice to have and there is a nice area to sit outside of your room. Room had ample space.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
AlmaLusa Baixa & Chiado
Lisbon

We loved the location of this hotel. The staff were extremely accommodating and left us a lovely gift every day. The only downside is that there is no common space to sit outside of your room. The breakfast was perfect and the room was small but comfortable.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Activity Reviews
Benagil Cave Visit by RIB
Benagil Cave Visit by RIB
Lagos (Algarve)

The cave was slightly disappointing. It's small and crowded with other boats inside. It was also a 30 minute speedboat ride down the coast each way and it was chilly on the ride. We enjoyed seeing other towns on the return trip as the boat went a little closer to the shore. Pretty coastal views.

Quality of Experience
Guides, Drivers and Staff
Transport
Ponta da Piedade by Boat Excursion
Ponta da Piedade by Boat Excursion
Lagos (Algarve)

This was a nice morning boat trip. The guides were great and it's a lovely cruise at a relaxed pace and the views are gorgeous. Learned a lot about the area.

Quality of Experience
Guides, Drivers and Staff
Transport
Where the Sea Meets the Vines - Winery Hopping
Where the Sea Meets the Vines - Winery Hopping
Lagos (Algarve)

This was our favorite day. We went to a small winery in an old convent. The guide was extremely knowledgeable and drove us around the property and amongst the vines to see the grapes and learn about the topography. We went to the production facility and learned about how the wine is made. The tasting room was beautiful and they had great wines and a lovely cheese plate for us. We then went to a second and larger winery with a gorgeous patio where we did the tasting outside. We tasted a number of wines and had tapas with it. The scenery is beautiful and we loved learning about wines we were unfamiliar with.

Quality of Experience
Guides, Drivers and Staff
Transport
🥾 Self-Guided Coastal Hike: Lagos Old Town to Ponta da Piedade
🥾 Self-Guided Coastal Hike: Lagos Old Town to Ponta da Piedade
Lagos (Algarve)

Cannot say enough good things about this hike. We LOVED it. We had a lovely lunch at O Camilo - make a reservation as it was crowded and there was a long wait! The path has gorgeous views. It's also great for running and we went another night for a spectacular sunset, which was a very popular time there. The stairs to Praia de Camilo were unfortunately closed, and we read that's the best place to walk down to a beach. There is another set of stairs further down the path but they do not lead to a beach. Highly recommend.

Quality of Experience
Traditional Portuguese Food Walk
Traditional Portuguese Food Walk
Lisbon

This was a great food tour. It was less walking than I had expected and didn't include any hills! The tour description said we would have 16 tastes, but we had 12. The tour also lasted 30 minutes longer than noted, but this wasn't a problem for us. Our guide was great and we saw some new areas of the city on the walk. They also accommodated non meat-eaters and non-alcohol drinkers.

Quality of Experience
Guides, Drivers and Staff
Transport
From Palaces to the Edge of Europe – Sintra & Cabo da Roca
From Palaces to the Edge of Europe – Sintra & Cabo da Roca
Lisbon

This was a great day. Unfortunately, we were not aware of how windy and chilly Sintra can be in May. We were freezing cold at Pena Palace, all of which is either outdoors or in the open. It was very different weather in Sintra than Lisbon. The town of Sintra is adorable and our tour guide, Philip, treated us to amazing pastries. We really enjoyed Quinta da Regaleira. It was warmer there and a beautiful day to walk around. We stopped at Cabo da Roca to take a quick picture, but didn't stay long as it was extremely windy. We had a nice afternoon in Cascais.

Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Coraima Yañez

Bucket List Portugal in 9 Days
Portugal | May 3 - May 12, 2026

Carmen
Carmen L.
Fremont, CA | Reviewed on May 22, 2026
This trip was a 'bucket list' adventure for my mother-in-law, who is in her late 70s and very active and engaged with the world. Adam worked with us to see and experience as much as we could in 9 days, 4 different areas, and a variety of activities. I can say without hesitation that the trip exceeded our expectations, not only because Portugal is a welcoming country with a rich and long history, but because all of our drivers, guides and accommodations were exceptional. There were 2... Read more

This trip was a 'bucket list' adventure for my mother-in-law, who is in her late 70s and very active and engaged with the world. Adam worked with us to see and experience as much as we could in 9 days, 4 different areas, and a variety of activities. I can say without hesitation that the trip exceeded our expectations, not only because Portugal is a welcoming country with a rich and long history, but because all of our drivers, guides and accommodations were exceptional. There were 2 instances when plans needed to shift or an activity was cancelled due to weather or operator reasons. The KimKim team helped us to pivot easily and refunds for cancelled activities were processed quickly and without hassle. We landed in Lisbon and trained to Porto the first day, which really helped manage jetlag and made a lot of sense for flow of travel. In Porto we had a fabulous driver (Miguel) who arranged for us to go to a fado dinner in Gaia, a little more off the beaten track. It was incredibly memorable and evocative. Our accommodation at Quinta do Vallado in the Duoro Valley was exceptional and the private wine tour with Vasco from Quinta Barquieros D'Ouro felt like the perfect way to see and learn about the wine making in this region. My favourite activity was the 2-hour cycling through vineyards. It was beautiful with stops to pick cherries from the trees. My mother-in-law was in awe of the Joanina Library in Coimbra and that experience was 100% her favourite memory. Also, it was nearing the annual party for the students of the University of Coimbra so we got to experience a small taste of their academic and social traditions. Finally, the bustle of Lisbon was a great finish, as was the day trip to Sintra and Cascais. Thanks to all the folks at KimKim and their excellent choices of guides and drivers, we had the best trip to Portugal we could imagine!

Hotel Review
Quinta do Vallado
Peso da Regua

Stunning hotel. I was expecting something traditional from the outside but it was modern and elegant on the inside. The fountains and the birdsong added to the ambiance on the balcony. The breakfasts were lovely and relaxed. A true escape in a beautiful setting.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Activity Review
Gaia Port Tasting Walk
Gaia Port Tasting Walk
Portugal

I didn't think I would really like Port wine, but after learning about it, I came home with 3 bottles. Our guide was enthusiastic and I appreciated the structure of a large, small and micro approach to port making. Definitely a must-do!

Quality of Experience
Guides, Drivers and Staff
Local specialist: Adam Gomez
Adam
Adam Gomez
Local specialist in kimkim HQ | Replied on May 22, 2026

What a wonderful review to receive, thank you, and I loved hearing that it was fantastic!!! A bucket list trip for your mother-in-law, and it sounds like Portugal delivered! 🙌

I love hearing that the fado dinner in Gaia, the Douro cycling, and the Joanina Library created such lasting memories. And we're glad the two plan changes felt smooth rather than stressful; that's exactly what we aim for.

I will make sure the team hears how much their care meant to your family. I hope to see you on another kimkim adventure! 😀

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