Portugal Trails
Multi-day Tours • Historical & Heritage Tours • Private Tours • Self-Guided Tours & Rentals
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9:00 AM - 6:00 PM
9:00 AM - 6:00 PM
9:00 AM - 6:00 PM
9:00 AM - 6:00 PM
9:00 AM - 6:00 PM
9:00 AM - 6:00 PM
We are a local tour operator, specialized in organizing Customized Self-Guided Tours in Portugal and Spain. Since 2009 we have been providing a unique and comprehensive set of end-to-end services with exclusive materials designed to enhance the travel experience of all those who wish to visit these countries in an independent, enriching, safe and comfortable way.
Cascais, Portugal

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Portugal Trails
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(136 reviews)
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
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1,006 reviews
Very good

Clarence B
1 contribution
May 2022
Portugal Trails was an excellent choice for us to partner with in planning our trip to Portugal. We were able to craft an itinerary together based on the locations we wanted to see coupled with their expertise and recommendations. This trip was over 2 years in the planning for us and we had to cancel the first time just before going because of Covid and travelling restrictions. We received a full refund and Portugal Trails took care of all the logistics with cancelling hotels and booked tours.
Catarina picked up our file late last year and redid the itinerary which included numerous changes along the way due to personal circumstances and she was very professional, friendly and communicated in a timely manner.
Portugal Trails took care of all the details such as booking hotels, rental car, guided tours, a Fado dinner, airport pick up and drop off. They provided us with a preloaded GPS set up day by day, and a detailed itinerary and guide book with additional suggestions that made the trip stress free.
Their choices of hotels, tour guides, restaurants, were superb. One of my daughters commented that one of her favourite memories of the trip was the breakfast options at each of the hotels selected.
I highly recommend anyone travelling to Portugal or Spain to contact Portugal Trails and allow them the opportunity to help plan with you a dream trip.
Written May 11, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Dale J
4 contributions
Sep 2022
My wife and I just finished a 36 day road trip through Portugal and Spain. Cristina Chagas from Portugal Trails worked with us via emails for about 18 months during the pandemic to organize an amazing itinerary. She was fabulous to work with and no question or request was to great or small. She was always responsive and creative regarding our requests. The trip itself was extremely well organized. Drivers arrived on time; skip the line tickets for events or attractions went smoothly; the car rental was fabulous; and hotels charming with wonderful breakfasts included. They also provide a lovely gift pack with the "roadbook". We used the 24 hour help line a few times, either to confirm a reservation or make a change, and even to help us find parking. The team was INCREDIBLE! Very helpful, each and every time we called. Sometimes we were on the road and didn't want to take the time to call the hotel to inform them of a late arrival; Portugal Trails took care of it for us. One suggestion might be to provide a more effective (or durable) binder to hold together all of the papers. and vouchers in the Roadbook. We ended up using a large plastic bag; but after about a week of being on the road, the cardboard folder that Portugal Trails uses begins to disintegrate. Otherwise, everything was incredibly well thought out. We would highly recommend this company, and especially Cristina Chagas as a travel agent.
Written October 8, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Charleston, SC14 contributions
May 2022
Our trip to Portugal was orignally slated for May of 2020, but was derailed by the Covid pandemic. Planning for the trip commenced in early 2019 when I began working with Cristina Chagas. Cristina was incredible to work with throughout the extended life of our planning process. She was always responsive, diligent and extremely helpful. She is a huge asset for Portugal Trails!!
Our 14 day tour began in Porto and we traveled throughout the country working our way south to the Algarve and concluding in Lisbon. Everything about our trip was exceptional, highlighed by our friendly and knowledgeable tour guide, Joaquim Fernandes, whose obvious mission was to please our group of 22 people to the best of his ability while concurrently providing extensive current and historical information about his native country of Portugal. Joaquim organized numerous lunches along the way that were both delicious and delightful, and he was always willing to make suggestions and recommendations about anything our group was curious about. Our bus driver, Rui, was also outstanding, and we always felt safe and relaxed in his capable and experienced hands.
All of our accomodations were tremendous, and we were fortunate to spend time in a variety of unique and historical venues such as the Vidago Palace and the Pousada Convento de Vila Viçosa. The luxurious Cascade Resort and Spa in Lagos was also a highlight of the trip!
In summation, Cristina and Portugal Trails went over and above what was expected to ensure that our trip was first class and a memory we would never forget. They succeeded in doing so, and i would highly recommend them to anyone thinking about touring Portugal.
Written June 19, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Carol R
1 contribution
Oct 2022
Just finished up a 2+ week driving vacation of Portugal and had a very good time. We stayed in six cities and the hotels were all excellent. Driving was not a problem and the GPS provided did a good job, but there were a couple of times that we had to confer with Google maps to get the right location. We did go off the planned schedules on some days, but that was our choice and we didn't regret it. We had walking tours in Lisbon, Coimbra, and Evora and all of the guides were professional and gave us really good insight into the history of the country.

Only thing that could have been improved upon here was knowledge of entry times into some of the sites. We should have done more research on our side, but with so much going on this was one thing we really didn't think about. Our driver to Sintra was able to get us a ticket to Pena Palace at an earlier stop and timed it so we didn't have to wait in line there. Guide in Coimbra also called us the night before and was able to get tickets to the Library at the University. We went to Villa Mateus, but all the tour slots were filled, so we just paid for entry to the gardens which really wasn't worth the time.

Overall PT did a great job putting this trip together as we've been trying for two years to make this happen, but COVID got in the way. Their response to emails was timely and they helped us out while over there with some requests we had. They were very good at trying to match up things to do based on our input and your driving direction, but it was very easy to go in other directions if you felt otherwise. We did meet others who were using PT and they all seemed to be enjoying themselves. You have to accept that you are on your own, but everywhere we went people were friendly and willing to share their country with you.
Written November 6, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Jim B
Sarasota, FL113 contributions
May 2022
From first contact through post trip support, Portugal Trails provided a terrific experience. They took our requests, made excellent recommendations, created a complete itinerary, made adjustments as requested and then made all of the bookings for hotels, rental automobile, restaurants, experiences, and tour guides. Plus, provided a complete tour book with all of the arrangements and vouchers. Our itinerary was stored in a GPS unit for our travels. All of this at 1/2 the price of competitors.
Then, when one of our party tested positive for COVID and one couple could not fly as scheduled, they responded with making necessary adjustments for the airport transfer, provided expert advice for managing the extended stay, and even sent a care package with free COPVID test kits so we could check before retesting at a pharmacy. A terrific system and the added personal attention and customer service makes it easy for us to say we will travel with Portugal Trails again and highly recommend.
Written June 27, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

2 contributions
Jun 2022
Portugal Trails created an 11 day tour of Portugal for a family of 6. We visited Lisbon, Porto, Evora, and Tavira. The tour exceeded our group’s expectations in multiple ways.

First of all, each of the hotels Portugal trails found for us was fantastic. They were clean, comfortable, and ideally situated to explore each city. The front desk staff at each hotel was incredibly helpful, and they exceeded the highest standards of customer service.

In addition, the guides for each walking tour were knowledgeable and entertaining. The tour of each city provided us with a great foundation for further exploration. Each tour guide altered the tour to meet the needs of our large group and willingly answered a barrage of questions with humor and insight. The information shared with us greatly increased our enjoyment of each city.

Traveling with a large party always presents challenges, but Portugal Trails' carefully constructed, thoughtful, and seamless tour eliminated any potential problems. We all look forward to returning to Portugal to discover more of this beautiful country, and will be sure to enlist these services once again, as well as recommend this organization wholeheartedly.
Written July 14, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Hank D
New Orleans, LA2 contributions
Oct 2021
I used Portugal Trails for a three week trip in October-November 2021,.......and I unconditionally recommend their program. This was my first time to Portugal, and their guidance, guides, and trip planning was wonderful. They crafted an itinerary that exactly matched what I was looking for, they booked me into perfect hotels, and they provided guides who were very personable and exceptionally knowledgeable. Cristina who worked with me was very responsive,...I had a last minute airline problem and needed the first few days restructured to accommodate this problem....and she got it done seamlessly. I feel that using Portugal trails made my trip substantially easier and more rewarding.
Written November 19, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Bozeman, MT5 contributions
Oct 2022
We have traveled with this company to Portugal and Spain. We have also referred four couples who took trips to Portugal through the Portugal Trails offering. Excellent experience for all of us.

Spain was also wonderful in every way except one. Driving. Driving in Portugal was relatively easy. In Spain the highways were fine, but the city driving was horrendous. Dropped GPS due to narrow streets, "fishbowl" craziness at massive roundabouts and flurries of distracting scooters, motorbikes and bicycles. We would not recommend traveling via auto. A better solution for the itinerary would be to see if Spain Trails would include a rail option. The Renfre trains are fast, clean and reliable, and likely not much more costly than the rental car after adding in insurance, tolls and gasoline. Plus...you can relax instead of enduring long-distance driving. Once in the cities there are ample numbers of taxis and Uber vehicles. Renfre!
Written November 6, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Minneapolis, MN36 contributions
Sep 2021
Portugal Trails offers a perfect blend of the advantages of independent travel with the convenience of local expertise and the peace of mind of a safety net. We had a pre-programmed GPS with options for each city including our pre-booked hotel, great restaurant choices, interesting sites and, in many places, convenient municipal parking lots so we did not spend a lot of time hunting for a place to park. We worked out our 2-week itinerary in advance with our patient and knowledgeable travel consultant, Cristina Chagas, who delivered a flawless product and was available instantly by phone and text for the only time we needed a little extra help to find a Porto winery. A driver met us at the airport with the GPS, a customized road book with information for each day, a bound travel guide and even a supply of Covid test kits required at the time by hotels and restaurants on weekends. We got to experience the top sites with private guides and tours that left ample time in each city to just wander about and drink in the local ambiance (and coffee or wine depending on time of day) Cristina arranged for a cooking class in a local home and even timed a local boat tour for us in Portimao at low tide so we could visit the spectacular grottos. High marks all around for Portugal, Portugal Trails and Cristina.
Written September 28, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Calgary, Canada14 contributions
Sep 2022
From the first email enquiry to the post-trip feedback my wife and I had an excellent experience with Portugal Trails thanks to Cristina Chagas and her team. We just returned from our Discovering Portugal by Train tour and couldn't be more pleased. All four hotels were wonderful. The tour guides were friendly and knowledgeable. The drivers were friendly and on time. Activities such as the Fado performance with dinner and the winery visit near Evora were fantastic. All the travel arrangements went smoothly and the travel by train was relaxing. The itinerary and roadbook provided more than enough information for us to use to plan our sightseeing and activities. When two family emergencies had threatened to postpone or cancel our trip, Cristina Chagas and Joao Silva were both extremely patient and willing to do anything they could to try and help with our tour arrangements for which I will always be grateful. If any of my family or friends are planning on visiting Portugal I will recommend that they use Portugal Trails!
Written October 3, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

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Portugal Trails (Cascais) - All You Need to Know BEFORE You Go