The 10 Wine Tours in Sintra That Earn Their Price

1.From Lisbon: Sintra, Pena Palace & Wine Tasting Small-Group Tour

★★★★★★★★★★5.0 · 252 reviews · 9 hours (approx.) · from $81Our pick

Review of Lisbon’s 9-hour small-group tour to Pena Palace, Sintra, Cabo da Roca, Cascais, and a Colares wine tasting.

“Unfortunately, this tour didn’t meet my expectations. Our guide, David, was quite disengaged—there were no introductions or ice breakers, and he didn’t speak to me at all throughout the day. The experience also felt rushed, with only 10 minutes at Cabo da Roca and just 30 minutes in Cascais. For the price, I expected a more interactive and well-paced tour. I’ll now have to book another tour or revisit Cascais on my own to make up for the rushed experience.”

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2.Lisbon: Sintra, Coast and Wine Small-Group Day Tour

★★★★★★★★★★4.8 · 83 reviews · from $90

See Pena Palace, Sintra, Cascais, Cabo da Roca, and a Colares wine estate on a small-group Lisbon day tour for $90.

“Pedro is an excellent tour guide and would take another tour with him. His explanation of all the sites we visited was above of what we had expected. We learned a lot about the history behind all of the construction of the palace and other sites. And his tour was a lot of fun.”

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3.Lisbon: Arrábida & Sesimbra Tour – Wine, Nature & Beaches

★★★★★★★★★★5.0 · 82 reviews · 8 hours (approx.) · from $102

Explore Arrábida, Sesimbra beaches, Cabo Espichel, Azeitão wine country, local sweets, cheese, and Atlantic views on an 8-hour Lisbon tour.

“We booked this day trip expecting a bus group tour, but to our surprise (and luck!) we ended up being the only couple that day. It turned into a private adventure, and we couldn't have asked for a better guide than Leo. Leo was absolutely amazing-knowledgeable, friendly, and genuinely passionate about sharing the history and culture of the region. What made the day truly special was that he took us to some off-the-beaten path spots we would've never discovered on our own. These hidden gems gave us such a unique perspective beyond the typical tour sites, and we felt like we were experiencing the area more authentically. (The Meme's were…”

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4.Full-Day Private Sintra Tour with Wine Tasting and Pena Palace

★★★★★★★★★★5.0 · 67 reviews · 8 hours (approx.) · from $253

Explore Sintra, Pena Palace, Colares wine country, Cabo da Roca, Moorish Castle, and Cascais on a flexible private day from Lisbon.

“Jose was a terrific guide! Our private tour was on 13 May. He got us to the palace at opening and we had a wonderful, unrushed informative tour...and the weather was perfect! We opted to walk up and down from the palace rather than the bus. Made it very enjoyable for us. Lunch was at an out of the way place on the beach...delicious and beautiful setting. Colares wine tasting and visit to see where the grapes grow was very interesting. We really enjoyed our day with Jose, and would tell you to request him from Lisbon on Wheels through Viator. Thank you Jose!!”

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5.Sintra: Full-Day Tour from Lisbon with Wine Tasting

★★★★★★★★★★4.8 · 58 reviews · 8 hours · from $247

Explore Sintra, Pena Palace, Cabo da Roca, Cascais, and a local wine tasting on a flexible private day tour from Lisbon.

“We had the most amazing day. Picked up on time and driven from Lisbon to Sintra via a beautiful pastry shop, Cascais, Cabo de Roca, shopped at the most incredible farmers market, the fruit was the freshest I have ever tasted, visited a winery and tasted and purchased some delicious local wines, walked the streets of Sintra, visited Quinta da Regaleira it is BEAUTIFUL i wish we could have stayed longer and then Pena Palace which was out of this world. Our driver, Jose, was an incredible human! Full of life and information and was super funny! Also looks like a Portuguese George Clooney hahaha. The price of this tour…”

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6.Sintra Cascais (Wine and Tapas) 4X4 Land Rover Panoramic Private Tour

★★★★★★★★★★5.0 · 36 reviews · 8 hours (approx.) · from $313

Review of a private Sintra and Cascais 4x4 tour with wine, tapas, coastal views, hotel pickup, and flexible stops.

“Our guide Raul was exceptional. His knowledge of Portuguese history was so helpful and made the tour so much richer. Going off road to see the breathtaking views of the Atlantic exceeded expectations. Highly recommend this tour!”

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7.Sintra: Sunset Hike, Tapas & Wine at Secret Beach

★★★★★★★★★★5.0 · 29 reviews · 5 hours · from $73Best value

Hike from Cabo da Roca to a secret Sintra beach for sunset, Portuguese petiscos, wine, and a classic convertible Jeep ride.

“Even though our original itinerary of hiking to the beach was rained out, I'm glad I kept our booking as we still had a fabulous day exploring the secret side of Sintra and the Coast.”

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8.Sunset Hike, Tapas & Wine at Secret Beach

★★★★★★★★★★5.0 · 28 reviews · 5 hours (approx.) · from $95

Hike from Cabo da Roca to Ursa Beach, watch the Atlantic sunset, share Portuguese tapas and wine, then visit Cascais by open Jeep.

“Our sunset hike ended up being rained out but Flamingo made it so easy for us to adjust our plans. We ended up doing the Sintra Jeep safari and had an absolute blast. Our guide Bruno was so much fun to spend the day with.”

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9.Half-Day Tour in Cascais / Sintra with Brunch and Wine Tasting

★★★★★★★★★★5.0 · 25 reviews · 5 hours (approx.) · from $84

Explore Cascais and Sintra’s coast with brunch at a windmill, Cabo da Roca, sandy-soil vineyards, and a local wine tasting.

“We, had a very pleasant day. We got to see some beautiful sites. We had a great brunch in a garden at Moinho Dom Quixote. The food was delicious and the view spectacular. We then journeyed up the coast towards Sintra. Our guide was friendly, accommodating and knowledgeable. We stopped at few touristy spots for pictures and finished up at a small local winery which was excellent.”

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10.From Lisbon: Sintra, Pena Palace, Cascais and Wine Tasting

★★★★★★★★★★4.8 · 21 reviews · from $387

Explore Pena Palace, Cabo da Roca, Cascais, and Colares wine cellars on an 8-hour guided day trip from Lisbon.

“I can only recommend this tour. With Barbara as tour guide it was a lot of fun, so again a big thank you. She explained everything very well and the day was one of the best. It is best to take a jacket because it can be cool on the mountain. The views were amazing.”

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