Wine Tasting Tours in Santorini: Our Top 5

1.Top Sights Day Trip, Wine Tasting, & Oia Sunset

★★★★★★★★★★4.6 · 2,492 reviews · 9 hours · from $61Our pick

Spend nine hours touring Santorini by coach with an English-speaking guide. Visit Profitis Ilias, Pyrgos, Emporio, and Perissa Black Sand Beach, taste three local wines, then watch sunset in Oia. Guides such as Mary, Yanis, Kim, and Yannis are known for lively island stories and helpful photo stops.

“Our tour guide Mary, was very knowledgeable about the island of Santorini, providing a lot of interesting information. Our bus driver George was amazing, driving the large comfortable bus along the winding, narrow roads. I highly recommend this tour, if you want a good overview of Santorini.”

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2.Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset

★★★★★★★★★★5.0 · 1,715 reviews · 4 hours (approx.) · from $181Top rated

Visit three Santorini wineries, taste 12 local wines, and pair them with cheese, cold cuts, olives, and bread. Your guide, possibly Elena, Angelo, Marina, Kristina, or Giannis, explains the island’s volcanic soils and basket-trained vines. Choose the sunset option for reserved terrace seating and the full sunset at Santo Wines.

“We had an awesome experience at the 3 wineries! Elena was a wonderful host, and explained the history and information of each individual wine well. Our favorite winery was the second stop (Gavalas Winery) it was more traditional, and we really enjoyed their wine. Santo Wines has the best scenic areas, while Estate Argyros had beautiful views of their vineyards. A must-do activity while you’re in Santorini!”

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3.Santorini Highlights Small-Group Tour with Wine Tasting option

★★★★★★★★★★5.0 · 699 reviews · 5 to 7 hours (approx.) · from $102

Explore Santorini in a minivan with a local guide and a maximum of 12 people. The route includes Oia, Pyrgos, Prophet Elias Monastery, Emporio, and Red Beach, with an optional four-wine tasting at Artemis Karamolegos Winery. Guides such as Yota, Penny, and Will are praised for local insight and crowd-smart routing. Cruise passengers should plan carefully for the cable car.

“We booked the Santorini Highlights Small-Group Tour with Argyros Travel during our stop in Santorini and it was the perfect day. From start to finish, the experience was seamless, fun, and incredibly memorable. Our guide, Penny, was exceptional. She was knowledgeable, friendly, and had a fantastic strategy for navigating the beautiful but crowded streets of Oia. She got us quickly to all the important photo spots, ensuring we got those iconic pictures without getting lost in the crowds. And we have to mention her hidden talent—Penny is an amazing photographer! She generously took pictures for our entire group, capturing fantastic shots we never would have gotten on our own. A…”

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4.Guided Tour to 3 Wineries with Wine Tastings

★★★★★★★★★★4.8 · 693 reviews · 4.5 hours · from $176

Spend 4.5 hours visiting three Santorini wineries, chosen from five estates including Argyros, Art Space, Anhydrous, Venetsanos, and the Wine Museum. Your English-speaking guide handles the driving while you taste 12 wines, sample cheese and olives, and learn why Assyrtiko, Nykteri, and Vinsanto define the island.

“Really good tour learned about the variety of wines on the island and how they are produced. Good variety of wines to taste with nibbles of delicious cheeses and olives. Our tour guide Muriel was full of knowledge with a small group made it more personal.”

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5.Wine Tasting Tour to 3 Wineries with Transfer

★★★★★★★★★★4.7 · 455 reviews · 3 hours · from $174

Spend three hours visiting three Santorini wineries with transfers, tastings, snacks, and a short wine lesson. The route may include Canava Roussos, the Koutsoyannopoulos Wine Museum, Venetsanos, or Aroma Avlis. Guides such as Chrisa, Nikitas, Maria, and Georgia explain local grapes, winemaking, and island history in Greek or English.

“We had a great time on this tour! Our guide, Eleni, explained a lot about the history of winemaking on Santorini and plenty of other facts about different areas of the island as we were going from place to place. Each winery gave a unique insight into their history and their process, as well as some of the challenges the industry is facing, and of course, about the wines we were sampling! At each winery we tried a white, a red or rose, and a dessert wine, each of which had their own character. And as a final bonus, the views of the caldera from Venetsanos winery are incredible!! We…”

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