Exploring the Santorini Wine Tour with Sunset in Oia

If you’re considering a Santorini wine experience, this guided tour offers a solid way to taste some of the island’s most notable wines while soaking in breathtaking views, especially at sunset. We’ve looked into this tour based on plenty of reviews and detailed information, and it seems to strike a good balance between enjoyable experiences and value.
What really draws us to this tour is how it combines wine tasting at two well-regarded wineries, a visit to a fascinating wine museum, and a prime sunset spot in Oia—all in about six hours. Plus, the possibility of upgrading to a private tour adds a touch of exclusivity for those who want a more personalized experience. On the downside, some travelers feel it’s a bit pricey for what’s included, but if you’re a wine enthusiast or want a well-organized way to see parts of Santorini, it could be just right.
This tour is best suited for adventurous wine lovers who want a taste of authentic Santorini wines, history, and scenery, without the hassle of planning every detail. It’s also ideal if you’re looking for a half-day activity that combines culture and stunning views—all with the convenience of pickup and drop-off.
Key Points
- Comprehensive experience combining wine tastings, a museum visit, and sunset views
- Knowledgeable guides enhance the understanding of Santorini’s unique wines and landscape
- Great scenery at wineries and the sunset spot in Oia
- Value for money depends on your interest in wine and sightseeing
- Small group size (up to 18 travelers) for a more personal experience
- Flexible options with the possibility of a private tour
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In-Depth Look at the Santorini Wine Tour

When you book this tour, you’re signing up for a well-structured half-day journey through some of Santorini’s most interesting wine-related sites. It offers a blend of wine education, tasting, and scenic moments that many travelers find memorable. Here’s what you can expect at each stage.
Convenience and Comfort: Hotel Pickup and Group Size
The tour begins with hotel pickup, which is a huge plus if you want to avoid the hassle of arranging transport. The group size is capped at 18, which tends to strike a good balance—small enough to feel intimate, but large enough to be lively. One thing to consider is that, according to reviews, transport is well-coordinated, but some travelers have experienced minor hiccups, like missing the bus or facing crowded spots in Oia, which is common during peak cruise times.
First Stop: Hatzidakis Winery in Pyrgos
Your first visit is at Hatzidakis Winery. Located in Pyrgos Kallistis, at about 330 meters altitude, this winery is notable for its unconventional architectural design—built from above and flowing downward—which makes for a striking visual. Here, you’ll get the chance to taste three of their standout wines.
The guide explains how the volcanic soil and climate influence the grapes, which adds a layer of appreciation for the flavors in each sip. Reviewers mention the guide’s knowledge and friendly attitude make the visit even more enjoyable. One traveler called their guide “amazing, very knowledgeable and super nice,” which is a common sentiment.
Second Stop: Wine Museum Koutsogiannopoulos in Mesa Gonia
Next, you’ll visit the Wine Museum, which is unique because it’s housed in a cave—an underground labyrinth eight meters below ground. Over 21 years of dedicated work, the Koutsogiannopoulos family created an immersive experience where you learn about every stage of wine production: from vineyard ploughing to grape stomping, and machinery used then and now.
Along With the history, you’ll taste volcanic wines that are highly praised. The museum is described as a “one-of-a-kind” and “fascinating” stop, especially for those interested in the process behind the wines. The reviews reinforce that the museum tour is both educational and enjoyable, with many noting the tasting experience is excellent.
Planning evening activities? Here are other after-dark options we've examined in Santorini
- Traditional Greek Night live Music & Dinner Show in Santorini
- Santorini Luxury Catamaran Sunset Cruise with BBQ, Drink and Transfer
- Santorini Sunset Sailing Cruise: Dinner, BBQ, Open Bar, Transfers
- Romantic Sunset Catamaran Caldera Cruise incl. Meal & Drinks
- Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer
- Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset
Third Stop: Sunset in Oia at Sun Spirit Cocktail Bar
The tour’s third highlight is a relaxing stop at Sun Spirit Bar in Oia, where you can sip your wine and enjoy one of the most famous sunsets in Greece. This is often regarded as the perfect way to wind down the day, with stunning views and a peaceful atmosphere.
Reviewers consistently praise the sunset experience, with many mentioning they got a reserved spot, which saves time and guarantees a great view. One reviewer called it an “amazing sunset winery experience,” capturing how special this moment in Oia can be.
Final Stop: Sunset Viewing in Oia
Your last stop is a dedicated sunset viewing in the heart of Oia. The tour coordinates a perfect vantage point—often in the center of town—so you can watch the sky turn shades of orange and pink. This is a highlight for many travelers, especially with a glass of wine in hand.
The reviews highlight that this part of the tour is well-organized, with one traveler noting they “had a perfect spot reserved” and enjoyed the sunset with some nibbles, making it a memorable conclusion.
What’s Included and What’s Not?

The package includes hotel pickup and drop-off, so transportation logistics are covered, which is especially convenient in a busy island setting. You get a local guide, which is crucial for understanding the wines and the sites, along with around eight wine samples, including a glass to enjoy at sunset. The tour also offers group discounts and the option to upgrade to a private experience.
However, what’s not included are personal expenses, like souvenirs or extra drinks. Plus, the tour is priced at $127.72 per person, which some may feel is a bit steep considering the included activities. Reviewers point out that, while the experience is enjoyable, it’s important to weigh whether the cost aligns with your expectations, especially if you’re a dedicated wine enthusiast.
Duration and Group Size
The tour lasts roughly six hours, making it a manageable outing that leaves plenty of room for other activities. The maximum group size is 18, which helps keep the experience intimate and allows the guide to give more personalized attention.
Flexibility and Cancellation
Booking offers free cancellation up to 24 hours in advance, providing peace of mind if your plans change. This flexibility is helpful, especially in unpredictable travel times.
Authentic Feedback from Travelers

Many reviews praise the guides—describing them as knowledgeable, friendly, and funny—which elevates the experience. Guides like Lilly, Savas, and Yannis earn high marks for their engaging explanations about wine making and local history. Several comments mention how the guides made the experience memorable, adding humor and insights.
The wineries themselves are highlighted as beautiful and atmospheric, especially the underground wine museum. Several reviewers mention their enjoyment of the volcanic wines, which are somewhat unique to Santorini.
Sunset views are consistently rated as spectacular, with some guests mentioning they were able to secure a reserved spot, saving them from the usual crowds. This is a real perk, given how busy Oia can get, especially during cruise ship days.
Some Downsides Noted
A few travelers found the value somewhat questionable, feeling that the experience was priced higher than the value they received. One review mentioned the small bus size felt a bit crowded, and some noted that Oia’s crowds can be overwhelming if visiting on a busy day, which is worth considering.
Who Should Consider This Tour?

This wine tour is most suitable for adults with an interest in wine and scenic views. It’s a good pick if you want a guided, educational experience that combines tastings with cultural insights. If you’re traveling with a serious wine enthusiast, they’ll likely appreciate the detailed tastings and visits to the wine museum.
People who enjoy sunset views and photo opportunities in Oia will find this tour particularly rewarding. However, if you’re looking for a highly budget-friendly activity or prefer to explore independently, you might want to consider other options.
Final Thoughts

This Santorini wine tour offers a balanced experience of wine tasting, cultural learning, and sunset views in one package. The guides are frequently praised for their knowledge and friendliness, which can truly enhance your understanding of Santorini’s unique wines. Visiting two wineries and a wine museum provides a deeper appreciation for what makes Santorini’s wines special—thanks to the volcanic soil and climate.
While the price might seem steep to some, many reviewers feel it’s justified by the quality of the wineries, the scenic stops, and the sunset experience. It’s especially well-suited for those who want a guided, relaxed afternoon with plenty of photo opportunities and the chance to learn about local wine traditions.
If you’re after a comprehensive, enjoyable way to experience Santorini’s wines and scenery, this tour is a solid choice—just keep in mind the crowds and plan accordingly if visiting during peak times.
Santorini Wine Tour with sunset in Oia
“Only reason Im giving this 3 stars is because I think for what you get its expensive. Our tour guide, Lilly was amazing, very knowledgeable and …”
FAQ

Is hotel pickup included?
Yes, the tour includes hotel pickup and drop-off, making it a hassle-free experience.
How many wineries will I visit?
You’ll visit two wineries—Hatzidakis Winery and the Wine Museum in Mesa Gonia.
What is the duration of the tour?
The tour lasts approximately six hours, giving you enough time to enjoy each stop without feeling rushed.
Are there any age restrictions?
Yes, the minimum drinking age is 18 years old.
Can I cancel the tour if my plans change?
Yes, you can cancel for free up to 24 hours in advance.
What’s included in the price?
The price covers hotel pickup and drop-off, a knowledgeable guide, about eight wine samples, and sunset viewing at Oia.
Is the tour suitable for families?
It’s primarily aimed at adults, especially those interested in wine. But it’s fine for anyone 18+ who enjoys wine and scenic views.
What if the tour is canceled due to low numbers?
You’ll be offered a different date or full refund if the minimum number of travelers isn’t met.
Whether you’re a wine fanatic or someone looking to enjoy Santorini’s stunning scenery with a glass in hand, this tour offers a well-rounded experience. Just remember to carry your camera, relax, and savor every sip and sunset.
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