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Wine Tasting & Winery Tours

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Our most recommended Cyclades Wine Tasting & Winery Tours

Santorini: Highlights Tour with Wine Tasting & Sunset in Oia

1. Santorini: Highlights Tour with Wine Tasting & Sunset in Oia

Embark on a full-day guided tour of Santorini's highlights. Visit the iconic blue-domed churches of Oia, admire the views from Profitis Ilias, and relax on the shores of Perissa Beach before some well-deserved wine tasting. After pickup from your hotel, board the luxury coach and drive to Profitis Ilias, the highest point on the island. Take in an incredible panorama of the entire island of Santorini, and the stunning deep blue color of the Aegean Sea while learning about the island´s fascinating volcanic history. Wander around the courtyard of the 18th-century monastery that sits on top of the mountain. Then visit the Saint Nektarios chapel and enjoy the tranquility of your surroundings. Continue to the village of Pyrgos, a hidden gem of Santorini. Wander through its winding alleys and immerse yourself in its traditional atmosphere. See typical houses, blue-domed churches, and quaint shops. Walk up to its imposing castle for beautiful vistas of the surrounding area. The next stop is Emporio, where you will join a guided walk and visit the small Venetian fortress. Feel like you’re on the set of Mamma Mia as you discover the many doorways, windows, alleys, and arches of this picturesque medieval village. Continue to Perissa Beach, also known as Black Beach. Here, there will be plenty of free time to go swimming in the sea or have lunch at one of the Greek tavernas facing the beach. Take the opportunity to taste local Santorinian wine, one of the most famous products of the island. Learn about the winemaking process and enjoy a private wine tasting session of 3 wines made of local grape varieties. In the early evening, arrive at the cliff-top village of Oia with its famous blue-domed churches. Embark on a guided walk from Saint George's Church in the most peaceful part of Oia. Learn about Oia´s glorious maritime past and admire elegant captains' mansions and cave-like houses along the way. Once at the bustling castle area, enjoy some free time to take some photos, shop, or have a relaxing drink. Finally, watch an incredible sunset before meeting up with your guide opposite Platsani Church. Board the bus for a relaxing evening journey with drop-off back at your hotel.

Santorini: Three Wineries and One Brewery Tour with Tastings

2. Santorini: Three Wineries and One Brewery Tour with Tastings

Firstly we will see a local brewery “Crazy donkey”, “Yellow donkey” and the “Red donkey” and will taste 3 different local beers. Our next stop will be a traditional winery "Art Space" located in a picturesque little village of Exo Gonia, its secrets hidden among volcanic stones. This winery named “Best winery of Greece” and its cellars are located under the ground in a cave. After we will visit the Argyros Estate. This sleek estate offers a fully modern aesthetic while adhering to traditional methods of wine production, such as using mules to plow the fields and using grape byproducts to enrich the soil. A Cliffside winery with a remarkable view of Caldera will be our last stop, followed, of course, by wine tasting. The Venetsanos winery will inspire you to take many pictures as you admire the incredible sunset!

Santorini: Wine Museum Tasting & Entry with Audioguide

3. Santorini: Wine Museum Tasting & Entry with Audioguide

Head to a winery with a difference—the Santorini Wine Museum and family winery in one. Benefit not only from a wine tasting, but also a visit to the museum in the old cellars to learn more about Santorini’s wine traditions. Explore the wine museum, a carved labyrinth contained inside a 300-meter long cave eight meters below the ground. Check out historical exhibits and get a glimpse of what life was like as a winemaker on a Greek island from the 1600s onwards, including peeks at rare machinery and tools  Enjoy the museum for 40 minutes with an audio guide available in 14 languages or guidebook available in 22 languages.  Then head to the winery of the Koutsoyannopoulos family, who offer 4 generations of winemaking knowledge. Be treated to an hour-long tasting, with 4 of the best wines made at the winery in a specially made wine-tasting area.  Taste wines such as an Assyrtiko (white), an Orange Wine (white), an Ambelones (red) and a Kamaritis (dessert red wine) to delight your taste palettes.

Mykonos: Winery Vineyard Experience with Food & Wine Tasting

4. Mykonos: Winery Vineyard Experience with Food & Wine Tasting

Visiting the beautiful Greek wineries is a wonderful experience and a dream come true for most of us. If you really want to enjoy the local amenities and locations, as well as some great wine, all you have to do is to enroll in our tour. We will explore our local winery and we will make it easy for you to see where the Greek wine comes from and you can even check it out and enjoy it on your own. It’s a very distinctive experience and one that will push the boundaries, delivering some resounding benefits and results every time. The commitment is to value and quality, and you will be heavily impressed with the results and the entire process in a professional way. Our tour is taking 2 hours, it will guide you through the olive grove and then it will bring you at the vineyards. Here you get to see exactly how wine is made and you get to enjoy and cherish it in a way that’s very different and fun all the time. It’s a very nice idea to be able to see the old school, historical locations and the type of activities that people have been doing for millennia with little to no changes. It’s really exciting and a great way to gain an insight into the old days. Once that is done, you will go outside with the group and you will stay together for a little bit. You get to enjoy some very tasty mykonian appetizers and you get to listen to some traditional music.

Santorini Wine Roads: Tour of 3 Wineries with a Sommelier

5. Santorini Wine Roads: Tour of 3 Wineries with a Sommelier

Explore three estate wineries on this wonderful small group 'Santorini Wine Roads' package tour with a maximum of 10 participants. Accompanied by the accomplished sommelier, Vaios Panagiotoulas, and his team, you will learn about the soil and microclimate, the indigenous grape varietals and cultivating techniques, and more – all tailored to your level of wine knowledge – as you sip on dry white wines. Moving from one winery to the next, you also have a chance to see the biggest part of the island, pull over to visit a vineyard, and see how the vines are grown in the kouloura method for protection from the strong winds and harsh summer sun. Enjoy a unique tasting of distinctive volcanic wines in the wineries. 

Santorini: Wine Tour with Sunset in Oia

6. Santorini: Wine Tour with Sunset in Oia

Start your tour with a visit to Venetsanos Winery, which is located in the most breathtaking location, offering incredible views over the caldera and volcanic islands. Have the chance to discover its unconventional structural design, constructed from above and moving downwards before tasting three of its exceptional wines. Continue with the wine museum in Mesa Gonia and get a glimpse of what life was like as a winemaker here. This one-of-a-kind museum happens to be nestled in a cave, a natural labyrinth eight meters below ground and 300 meters long, twenty-one years of hard work of the Koutsogiannopoulos Family. Learn about the stages of the winemaking process including ploughing in the vineyards, and then harvesting, stomping, and weighing of the grapes, about the range of machinery necessary to make wine all the way through to what is used today. Refresh your palate by tasting the family's renowned volcanic wines. Your last stop will be Oia and Sun Spirit Bar, one of the best places to watch the sunset. Relax and enjoy your wine in this idyllic space, as you watch the sunset deep into the sea.

Naxos: Naxos Town Food Tour with Included Tastings and Wine

7. Naxos: Naxos Town Food Tour with Included Tastings and Wine

Immerse yourself in the culture of Naxos through its cuisine on this guided food tour. Walk through quaint old alleyways and aromatic markets while sampling some local treats. Meet your guide in front of the town hall to start your tour. Walk through the narrow alleys of the Venetian Old Town on your way to the local food markets. Pass by colorful fruit stands and take in the bustle of the marketplace. Catch the scent of herbs and spices wafting from the food stalls. Stop and sample some local delicacies. Savor some Naxian cheese with a glass of wine. Try a traditional potato dish and a variety of phyllo pastries. Learn about the local food, culture, and history from your guide. Finish off your tour at the foot of the Temple of Apollo, where a stunning Aegean sunset awaits you.

Santorini: Private Highlights Tour by Minibus

8. Santorini: Private Highlights Tour by Minibus

Make the first stop of the tour at Santorini Caldera and learn all about the details of its formation. Then, continue through the scenic countryside to the village of Oia, the most photographed location in Santorini. Also visit the village of Imerovigli, situated on a higher cliff with an incredible view. Next, make a short stop in Firostefani to see the famous Blue Dome Church, the subject of so many Santorini postcards. Continue to the peak of Prophet Ilias, the island’s highest mountain, standing 2,000 feet above sea level. Next on the itinerary is a visit to the village of Megalochori or Pyrgos. You can then take an optional stop at Akrotiri Archaeological Site if you want to explore the excavations. Also, you can choose an optional winery visit to Estate Argyros or Venetsanos Winery, to taste the local wine.

Santorini: Traditional Sightseeing Bus Tour with Oia Sunset

9. Santorini: Traditional Sightseeing Bus Tour with Oia Sunset

Explore Santorini on a full day sightseeing tour by bus. Learn about the island's history and visit traditional villages. Stop at volcanic beaches and experience an Oia sunset. Tour Itinerary • Akrotiri excavation site: guided tour in this Minoan Bronze Age settlement buried by volcanic ash in the 17th century BC • Emporio village: Explore this quaint village with hilltop windmills, fortified medieval castles and centuries-old churches • Perissa Beach: Enjoy free time for lunch and a swim at the island's most popular black sand beach • Santorini Winery: Tour a traditional winery and taste Santorini’s distinctive wines • Profitis Ilias: Visit the island’s highest peak and admire views from the agricultural plains to the hilltop village of Oia • Oia sunset: Enjoy free time to experience a Santorini sunset at the most-photographed place in Greece

Milos Island: Archaeology & Culture Tour

10. Milos Island: Archaeology & Culture Tour

Meet first outside the Ancient Theater of Milos. Begin your exploration of Milos Island by visiting Papafragas, a cluster of deep-sea inlets and sea caves. Discover the ancient settlement of Phylakopi at the base of a ravine that was shaped by volcanic activity. Learn more about this site which played a crucial part in the pre-history of the Cyclades and remained an active settlement until 1000 BC. Continue with a short drive to Sarakiniko, an inlet of pure white rock formations sculpted by volcanic eruptions. Take a walk down the inlet so you can experience this one-of-a-kind beach and take some fantastic photos. Travel along the northern coast towards picturesque Plaka and its cobbled streets and alleys. Explore a classic Cycladic “Chora” with white stone houses and bougainvillea. Walk through the village to admire its traditional architecture and its stunning view of the sea from the veranda of Panagia Korfiatissa, a beautiful 19th-century church. Taste some homemade sweets at the village’s famous local pastry shop, at your own expense. Stop on the outskirts of Trypiti and stroll towards the recently restored marble Roman Amphitheater. Admire the views of this site from above and see seven entire seat rows with a lovely view of the bay.

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What people are saying about Cyclades

Overall rating

4.8 / 5

based on 999 reviews

Andreas and Natalia were great. This tour is perfect way to see Santorini and feel like you saw all of the island. Going first thing in the morning allows you to go see Oia before the cruise ships arrive. It’s so nice to have Andreas drive & Natalia describe what you are going to see. One of our favorite parts was going to Art Space Winery https://artspace-santorini.com/. The tour is so interesting and learning about how the grapes grow and how they make their wines while strolling through the art is very cool. We finished with lunch at the Black Sand Beach Perissa. Very neat to see. For a family of 4-6, this is the best bargain in Santorini. I would recommend to people going to Santorini their first and additional times.

The tour was fantastic. It was so nice learning about the history of the island and seeing some really beautiful and unique villages that we wouldn't have otherwise. I taste of real Santorini away from all the tourists for some of the stops was excellent!

Very informative, pleasant and fun. Delicious food and Chris was a great chef/teacher. Stavros was excellent. Highly recommend this outing

Very well organized and knowledgeable guide, highly recommended, covered a lot of places in a day.

We just loved the wine tour with Dora. Perfect beginning of our holiday. Highly recommended.