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Discover Santorini's best wines on a guided tour that includes vineyard walks, visits to top wineries, and a sunset dinner with stunning caldera views.
Exploring Santorini often brings thoughts of breathtaking sunsets and iconic blue-domed churches, but this particular experience offers something uniquely appealing: a guided wine tour combined with a sunset dinner. Over approximately five hours, you’ll visit two wineries, walk through vineyards, and end the evening with a gourmet meal paired with local wines, all set against the spectacular backdrop of the caldera.
What sets this tour apart is the knowledgeable guides—many of whom are sommeliers—who make the experience both educational and fun. The scenery, especially during sunset, makes for irresistibly memorable moments. However, keep in mind that this is a group activity with somewhat limited flexibility in timing and stops. It’s best suited for those who love wine, scenic views, and a touch of luxury without the hassle of planning every detail.
We particularly appreciate the emphasis on authentic local wines like Assyrtiko, cultivated in Santorini’s volcanic soil, and the opportunity to explore the vineyards firsthand. One potential drawback? Since the tour includes multiple stops and a sunset dinner, the pace can be a little packed, so those seeking a more leisurely, unhurried experience might find it slightly brisk.
If you’re looking for an immersive, well-rounded introduction to Santorini’s wine culture, paired with one of the island’s most stunning natural spectacles, this tour could be a perfect fit.


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The tour begins with pickup from five different locations—Oia, Thera (Fira), Megalochori, Perissa, and Imerovigli—making it flexible regardless of where you’re staying. Because Santorini’s streets are steep and narrow, the tour provider emphasizes the importance of pickup, though in some cases, they may not access your exact hotel but will get close. Expect clear instructions on where to meet or wait for your guide.
The tour kicks off with a visit to Hatzidakis Winery, where you’ll be greeted by a guide who combines wine expertise with storytelling. You’ll walk among the vines and learn about the island’s pruning techniques—a hands-on experience that makes the whole process feel more real. The volcanic soil of Santorini is special, contributing to the distinctive flavor of the wines, especially the famous Assyrtiko grape.
This vineyard visit lasts about 40 minutes, during which your guide will explain how vines are cultivated here, often on steep terraces that have defied modern machinery for generations. The insights into traditional viticulture are particularly interesting, especially if you’re curious about how these methods impact the taste of the wine.
Next, you’ll visit three more wineries—Gavalas, Estate Argyros, and Art Space Winery—each offering a guided tour and a tasting session lasting around 40 minutes. These visits give you a chance to compare different styles and production methods, from small family-run cellars to larger establishments.
The reviews highlight the expertise of the guides, often described as sommelier-like, who share fascinating stories about the history and winemaking process. One reviewer, Kristen, appreciated how her guide explained the entire process, from grape harvest to fermentation, making the tasting much more meaningful. She also mentioned visiting some of the oldest wineries on the island, which added a sense of tradition and authenticity.
You’ll get to savor a variety of local wines—most notably Assyrtiko, Athiri, and Aidani—all of which thrive in Santorini’s volcanic environment. The flavors are complex, with mineral notes that reflect the soil’s character, making each sip a journey into the island’s terroir.
The last stop before dinner is at Santo Wines Winery, where you’ll enjoy a guided tour lasting about an hour. This is the most comprehensive stop, as it includes the dinner portion of the experience. The outdoor dining area offers breathtaking views of the caldera—perfect for watching the sunset unfold.
The sunset dinner is a culinary highlight. The menu features fresh, local ingredients—think seafood, tender lamb, and seasonal vegetables—crafted with a modern touch. Each course is paired with a different local wine, elevating the flavors and making the meal feel truly special, especially with the glowing sunset behind you.
The views during sunset are a major draw; many reviewers, including Kristen, mention how the scene becomes almost surreal as the sky turns orange, pink, and purple. It’s a picture-perfect moment that captures the essence of Santorini’s natural beauty.
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This tour lasts roughly five hours, with a flexible starting time depending on availability. It’s offered as a private group, which means you’ll enjoy a more personalized experience, but it’s also a shared activity, so expect a small to medium-sized group.
The tour includes hotel pickup and drop-off, a professional driver and guide, and all tastings and dinner. It does not include gratuities, so if you enjoyed the experience, tipping your guide is appreciated.
In terms of value, the price covers multiple winery visits, expert guidance, and a gourmet sunset dinner—elements that would be costly to organize independently, especially with the convenience of transport included.

We loved the knowledgeable guides—their passion and expertise really added depth to the experience. Kristen’s review mentions her guide, Katerina, as being sweet and informative, which makes a big difference when learning about wines you might otherwise overlook.
The scenic views during sunset are genuinely breathtaking. If you’re a fan of wine and stunning landscapes, this tour ticks both boxes with style. Plus, walking through vineyards gives a rare glimpse into Santorini’s agricultural traditions that many visitors miss.
On the practical side, the pick-up and drop-off service makes logistics easier, especially given the island’s steep terrain and narrow streets. The tour’s pacing ensures you get enough time at each location to appreciate the wines without feeling rushed.

This experience is perfect for wine enthusiasts wanting to deepen their understanding of Santorini’s local varieties. It’s also ideal for couples or small groups seeking a romantic evening with incredible views.
If sightseeing mixed with culinary indulgence appeals to you, and you’re comfortable with a somewhat structured schedule, you’ll find this tour highly rewarding. Keep in mind that it’s not designed for those seeking a leisurely, unstructured day—it’s a balanced blend of education, tasting, and scenic enjoyment.

This Santorini wine tour offers a well-curated taste of the island’s winemaking heritage, combined with the stunning natural beauty that makes Santorini famous. With expert guides, authentic vineyard visits, and a spectacular sunset dinner, it’s an experience that can elevate your trip and leave you with lasting memories.
While it’s a bit on the structured side, the value for the comprehensive experience—multiple winery visits, tastings, and a gourmet meal—makes it worth considering. It’s especially suited for those who want a deep dive into local wines without the hassle of organizing multiple activities.
Ultimately, if you’re after a chance to enjoy Santorini’s scenic views with a glass in hand, this tour delivers that and more, with enough insights and authenticity to satisfy even the most discerning wine lovers.

What is included in the tour?
The tour includes pickup and drop-off from select locations, an experienced guide, visits to four wineries with tastings at each, and a sunset dinner paired with local wines.
How long does the tour last?
It runs for about 5 hours, with the start time depending on availability.
Is this a private or group experience?
It is offered as a private group experience, allowing for a more personalized touch.
Are hotel pickups available?
Yes, the tour includes pickup and drop-off, though access may vary depending on your hotel’s location due to Santorini’s steep and narrow streets.
Can I cancel the tour?
Yes, you can cancel up to 24 hours in advance for a full refund.
What should I wear?
Comfortable clothing suitable for walking and outdoor dining is recommended. Bring sun protection if visiting during the day and layers for the evening.
Are dietary restrictions accommodated?
The menu features local, seasonal ingredients, but it’s best to check with the provider about specific dietary needs beforehand.
Do I need prior wine knowledge?
No, guides are there to educate and enhance your experience, regardless of your wine expertise.
Is this experience suitable for children?
It’s geared towards adults, especially wine lovers, but children are generally not the focus of this tour.