Wine country · LISBON VINEYARD TOURS
Lisbon has vines on three sides: Setúbal for muscat, Sintra’s hills for the odd cool-climate estate, the Alentejo for reds. The 15 below are priced and clear about how far each one drives.
Spend eight hours exploring Sintra with a local guide, visiting Quinta da Regaleira and Pena Palace, descending the 27-meter Initiation Well, and enjoying free time for lunch, pastries and shops. Shared and private options are available, with guides in five languages.
“Everything was great! Our guide, Carlos, was knowledgeable, helpful and very friendly! We enjoyed our time immensely!”
Spend about eight hours exploring Sintra with a guide, visiting mystical Quinta da Regaleira, colorful Pena Palace, and Sintra’s historic center. The tour runs in English, usually in groups of eight or fewer, though larger vehicles can occur. Guides such as Leonor, Andreia, and Jesus are praised for lively storytelling.
“A couple of the places we wanted to see were closed due to fires, but we still got to see two other palaces.”
Spend a full day with a local guide visiting Sintra, Quinta da Regaleira, Pena Palace, Guincho Beach, Cascais, and Estoril. The air-conditioned ride saves you from Lisbon’s hills and winding roads. Choose an option with entry tickets, or arrange admission with your guide on the day.
“Very cool trip. Easy going and nice for a solo traveler. Easy meet up spot, our guide was friendly and had great knowledge.”
Travel privately from Lisbon to Setúbal for three winery visits, or two tastings with a traditional lunch in Palmela. Meet guides such as Ricardo, Rodrigo, or Vasco, taste 7 to 10 wines, and compare historic producers with small family cellars. Hotel, Airbnb, and cruise-port pickup are available.
“Vasco was very pleasant, easy to talk to and informative about different wines and vineyards. He was very knowledgeable about the wine regions. Would highly recommend this tour”
Agnes and Paolo lead a 5.5 to 6-hour small-group trip from Lisbon to Quinta da Regaleira, Sintra, Cabo da Roca, Guincho Beach, and Cascais. Expect a guided visit to Regaleira, coastal viewpoints, free time in Sintra, hotel pickup, and a comfortable minivan, with the entry ticket and lunch extra.
“Agnes and Paolo went above and beyond to make our tour perfect. We learned so much, we saw so much. I truly cannot recommend booking this tour enough, it was the perfect way to see the areas surrounding Lisbon!”
Spend about eight hours exploring Sintra’s Pena Palace, the mysterious gardens and Initiatory Well at Quinta da Regaleira, Sintra village, and Cabo da Roca. Transport, water, insurance, and a guide are included, but palace tickets, Regaleira admission, lunch, and gratuities cost extra.
“A great well-paced day without rushing and still seeing everything and all perfectly guided by one of the best guide’s I’ve ever had, Renata!! A wonderful experience and I could not imagine a better guide. Definitely worth it.”
Travel from Lisbon in a small air-conditioned vehicle with an English-speaking guide such as Sergey, Dimitri, or Lucia. See Pena Palace, Regaleira’s Initiation Well, Sintra, Cabo da Roca, Cascais, and Estoril in about 9 to 10 hours. Bring sturdy shoes, a warm layer, and money for lunch and entrance tickets.
“This tour was a fun learning experience. The tour guide was very knowledgeable and a pleaseure to spend the day with. The sites were awesome and happy we did this tour”
Spend 7 to 9 hours exploring Setúbal and Arrábida with a private guide such as João, Nuno, Diogo, or Miguel. Visit three wineries, taste Moscatel and Azeitão cheese, tour a tile workshop, browse Livramento Market, and add Sesimbra Castle or Cristo Rei.
“We had a great time on the wine tour with Joao! We went in March for my mom's birthday and he made her feel special every step of the way, whether it was a cake or bottle of wine. Thank you for treating her so well, we won't forget it!”
Spend nine hours exploring Sintra, Pena Palace, Quinta da Regaleira, Cabo da Roca, Cascais, and Estoril in a small van group of up to eight. Guides such as Sergey, Dimitri, Nelson, and Lucia lead the day in several languages. Admission tickets and lunch cost extra.
“We are a family of 6 and this trip was simply spectacular! It was well organized, the sites were gorgeous and our guide Sergei could not have been better. If you are considering booking do it now! You do not want to miss this tour.”
Travel from Lisbon in a comfortable van with up to eight people, visiting Boca do Inferno, Cascais, Guincho Beach, Cabo da Roca, Sintra, Quinta da Regaleira and Pena Palace. Guides such as Rafael, Guilherme and Bruno lead the day in English, Portuguese or Spanish.
“Rafael was a great guide and we really enjoyed our tour!”
Escape Lisbon in a private-group van with a local guide such as Jaime, Bruno, or Miguel. Visit Pena Palace, Sintra, and Quinta da Regaleira, then follow the coast to Guincho Beach and Cascais. Bring breakfast, walking shoes, and advance palace tickets.
“I had the pleasure of doing a day trip to Sintra area with Bruno, and I can confidently say he is the most knowledgeable guide I’ve ever met. His deep understanding of Portuguese history, dates, discoveries, and cultural stories truly brought the trip to life. Our tour included visits to Sintra, Pena Palace, Quinta da Regaleira, and Cascais, and Bruno’s insights made each location even more fascinating. He shared interesting anecdotes and historical details that I wouldn’t have discovered on my own, making the experience incredibly enriching. Bruno’s passion for Portuguese history and his ability to convey that knowledge in an engaging way made the trip unforgettable. I highly recommend…”
Travel in a small English-speaking group from Lisbon to Azeitão, Arrábida, Sesimbra, and Cristo Rei. Visit a traditional tile workshop and two family wineries, taste seven wines with local cheese and pastry, and enjoy a relaxed seaside lunch stop.
“It was great, I really enjoyed discovering the less touristy places around Lisbon. Our guide was really professional, kind and told us great stories. I strongly recommend this tour to anyone who is interested in more than just the obligatory sites.”
Travel from central Lisbon across the April 25 Bridge for a small-group day in Azeitão, Arrabida, and Sesimbra. Visit a tile workshop, stop at coastal viewpoints, taste seven wines at two family wineries, and finish at Cristo Rei with guides such as Lilly, Carolina, Kat, or Tania.
“hidden gem locations. Knowledgable and so friendly guides. Wouldn't hesitate to do more tours with this company.”
Travel from Lisbon to the Setúbal wine region with a guide such as Pedro, Ana, Marco, or Fernando. Visit two wineries, often José Maria da Fonseca and Bacalhôa, taste up to five wines, and compare old cellars with modern production.
“We had a great morning with Pedro on this tour. He was on time, pointed out sights along the way and took great care of us. The wineries that we visited were interesting. Wines that we tasted were excellent and we bought a few bottles at an excellent price. I would definitely recommend this tour with others.”
Travel from Lisbon to Sintra for a private four-hour tour of the village and Quinta da Regaleira. Your guide, possibly Marco, David, Diogo, Luis, Anna, or Gonçalo, leads you through the palace, gardens, tunnels, and famous initiation well, with pickup and drop-off at your address.
“The well was exceptional. It's a masterpiece. Sintra itself is a masterpiece. This is a cant miss. Our guide was very knowledgeable about the whole area. We did a 4 hrs tour and it felt quicker because of all the sites we went to. It started off Foggy when we left Lisbon but cleared up when we got Sintra. We would go back for sure, so much to see.”
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