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Discover the charm of Santorini with this guided tour exploring Pyrgos, a local winery, and Oia’s iconic blue-domed streets—perfect for culture and wine lovers.
Exploring Santorini: Pyrgos, Winery & Oia – A Detailed Review
Thinking about a tour that combines the best of Santorini’s culture, scenery, and wine? This 4-hour private experience from NST Santorini Tours ticks those boxes beautifully. It’s designed for those who want a well-rounded taste of the island’s highlights without feeling rushed, all while enjoying the comfort of a luxury vehicle. With a focus on authentic sites, local wine, and stunning vistas, this tour offers a refined way to experience some of Santorini’s most iconic spots.
One of the things I love about this tour is how it balances culture with scenic beauty. You’ll visit historic Pyrgos, wander through Oia’s postcard-perfect streets, and sample volcanic wines that tell the story of the island’s unique viticulture. The inclusion of a knowledgeable local guide makes a real difference in understanding the sites beyond surface level.
That said, a potential consideration is the limited time at each stop—with only an hour at each major site, you’ll want to keep expectations realistic about how deep you can go into each location. But if you’re after a taste of everything, this is a strong choice.
This tour suits first-time visitors, wine enthusiasts, or anyone wanting a flexible, stress-free way to see Santorini’s highlights with a touch of local flavor. It’s especially ideal for those who appreciate a private, relaxed experience with personalized insights.


This tour begins in Thera, where your guide will meet you and whisk you away in a luxurious vehicle. The first stop is Pyrgos Kallistis, a charming medieval village that feels like stepping back in time. With its tiny white houses and striking blue-domed churches, Pyrgos offers a glimpse into Santorini’s traditional architecture. Your guide will lead a walk through the village, pointing out its narrow alleys and historic buildings, making the 1-hour visit both relaxed and informative.
Next, you’ll head to the 16th-century Monastery of Prophet Elias, perched at 565 meters above sea level. This monastery isn’t just a religious site; it’s a vantage point that offers sweeping panoramic views of the island, the caldera, and the surrounding volcanic islets. A highlight here is sampling local delicacies prepared by monks—an authentic touch that adds flavor to the experience, quite literally. The scenic vistas make it worth the effort to climb up, and the historical aura is palpable.
After soaking in Pyrgos and the monastery, the tour takes you to a popular local winery. This isn’t just about tasting wine—you’ll learn about Santorini’s volcanic terroir and how it shapes the distinctive flavors of their wines. The mini tutorial provided during the tasting helps even novices appreciate what makes volcanic wines special. Expect to sample a variety and hear insights from your guide about the island’s long-standing wine tradition. Julien’s review highlights how well-organized this part of the tour is, with the guide, Catherina, making sure everyone feels comfortable and engaged.
Finally, your last stop is Oia, famous worldwide for its stunning sunsets and iconic blue-domed churches. Your visit here isn’t just about snapping pictures; it’s about wandering marble alleys, discovering local art galleries and jewelry shops, and soaking in the picturesque views over the caldera. The hour spent here is perfect for capturing some postcard-worthy photos, enjoying a leisurely stroll, or simply relaxing with a drink as the light changes.
The tour concludes back in Thera, leaving you with a well-rounded impression of Santorini’s cultural, scenic, and vinicultural highlights—all in one manageable package.
Wine enthusiasts might appreciate these other Santorini tasting experiences

What makes this experience stand out is the combination of culture and scenic beauty in a compact time frame. The inclusion of Pyrgos, a less touristy yet historically rich village, rounds out the typical Santorini experience. The visit to Prophet Elias Monastery not only provides incredible panoramic views but also an authentic sense of the island’s spiritual history.
The wine tasting is particularly noteworthy. The fact that it’s led by an experienced local guide ensures you go beyond just sipping wine—you understand its significance, the volcanic soil, and the local traditions. Julien’s review praises Catherina’s ability to adapt to a mixed group, from teens to seniors, which speaks to the guide’s skill and the tour’s flexibility.
Transportation in a luxury vehicle enhances comfort, especially during the warm Greek sun, and the small-group or private format makes the experience feel exclusive and personalized. The total cost of $274 per person might seem high for a 4-hour tour, but considering the curated stops, private vehicle, expert guide, and the inclusion of wine tasting, it offers good value for those seeking a premium, authentic experience.
It’s important to note that lunch isn’t included, so plan accordingly if you want a meal during or after the tour. The flexible booking and cancellation policy add to the overall convenience, especially if your plans are still fluid.
This experience is ideal for travelers who want an intimate and insightful overview of Santorini’s most iconic sites without the hassle of navigating on their own. If you love history, scenic views, and wine, you’ll find plenty to enjoy here. It’s perfect for those who appreciate a personalized guide, small groups, and a relaxed pace.
It’s also well-suited for visitors interested in local culture and traditions, especially since the tour includes a visit to a monastery run by monks. If you’re short on time but want a comprehensive snapshot of the island’s highlights, this tour packs a lot into just four hours.
How long is the tour?
This experience lasts approximately 4 hours, but check specific availability for starting times.
Is the tour private or in a group?
It’s a private tour, or you can opt for a small group. The reviews mention a Mercedes bus for up to 16 people, ensuring a cozy experience.
What languages are available?
Guides speak English, French, Greek, German, Italian, and Spanish.
What’s included in the price?
Wine tasting, a knowledgeable local guide, and luxury transportation are included. Lunch is not included.
Are there any extra costs?
Not explicitly mentioned, but you might want to budget for personal purchases or additional snacks if desired.
Can I cancel the tour?
Yes, you can cancel up to 24 hours in advance for a full refund.
Is this suitable for children or seniors?
Yes, the reviews mention a diverse age group, and the guide adapts accordingly, making it suitable for families and seniors.
What should I wear?
Comfortable shoes for walking, sun protection, and a camera are recommended.
“We spent a wonderful day with our guide Catherina. The friendliness and smile of our guide made the excursion smooth and enjoyable. We did well wit…”
This Santorini tour offers a thoughtfully curated experience that combines historic villages, breathtaking views, and local wines—all in a comfortable, private setting. It’s particularly good for travelers who want to avoid the crowds yet still see the highlights, while gaining insights from knowledgeable guides. The inclusion of Pyrgos and Prophet Elias monastery provides cultural depth, and the wine tasting adds a sensory delight.
While the limited time at each stop means you won’t explore every detail, the tour’s well-paced nature ensures you leave with a meaningful impression of Santorini’s character. If you’re seeking a relaxing, high-quality introduction to this stunning island, this tour is a solid choice. It balances value with genuine experiences, making those four hours feel well spent.
In summary, this tour is best for culture lovers, wine enthusiasts, and anyone wanting a private, scenic, and informative snapshot of Santorini’s highlights. For travelers craving a personalized touch and authentic sights, it delivers on both counts.
[Related experiences]
– Santorini Highlights Tour with Wine Tasting & Sunset in Oia
– Full-Day Santorini Bus Tour
– Small-Group Sightseeing with Local Guide