Our review of the Private Tour: Great Wines and Famous Towns of Santorini offers a detailed look into a carefully crafted experience designed for those eager to blend sightseeing with wine tasting. Priced at around $527 per person and lasting roughly 6 hours, this private tour provides a personalized way to see some of the most famous sights on the island while savoring its renowned wines. It includes hotel pickup, air-conditioned transport, visits to picturesque towns like Oia, stops at iconic churches like the Blue Domed “Three Bells of Fira”, and tastings at two local wineries, culminating in a delicious, freshly prepared lunch at one of these wineries.
Two things I particularly like about this experience are the intimate nature of the private tour and how it balances stunning views with authentic wine experiences. Having a dedicated guide means you get tailored insights about each spot, plus the flexibility to linger or move on at your own pace. The tour’s focus on white and dessert wines reflects Santorini’s unique vineyard offerings, which is a delightful change from the typical reds many visitors expect. Also, the inclusion of a local lunch served during wine tastings elevates the experience, making it feel relaxed and indulgent.
A possible consideration might be the price point—at over $500 per person, it’s on the higher end for a half-day experience. This cost reflects the level of personalization, quality transportation, and the access to exclusive wine tastings. If you’re a wine enthusiast or prefer tailored, small-group experiences with expert guides, this tour offers excellent value. However, travelers on tighter budgets might explore group tours or self-guided options, which can be more affordable but less intimate.
Key Points

- Personalized Experience: Being a private tour makes it ideal for those who want flexibility and a more intimate encounter.
- Expert Guides: Guides like Elena and Stefanos are praised for their knowledge, adding depth to the sightseeing and tasting.
- Stunning Photo Stops: Highlights like Oia, the Three Bells of Fira, and Mt. Profitis Ilias offer breathtaking views and photo opportunities.
- Authentic Wine Tasting: Visiting two wineries with four wines each gives a good taste of Santorini’s famed whites and dessert wines.
- Delicious Local Lunch: Enjoying a meal paired with wine at a winery adds a relaxed, authentic touch.
- Comfort and Convenience: Modern Mercedes-Benz minivans and hotel pickup make the day stress-free, especially on a hilly island.
In-Depth Review of the Santorini Wine and Town Tour

If you’re after a way to see Santorini that marries iconic sights with the island’s world-famous wines, this private tour hits the mark. It’s designed for those who appreciate comfort, personalized service, and authentic flavors. Starting at 9:30 am, your day begins with pickup from your hotel, Airbnb, or even the cruise port cable car—an especially thoughtful touch if you’re arriving by cruise and want to avoid the hassle of navigating the island’s slopes yourself.
The first stop is Oia’s main street, a postcard-perfect setting where white buildings spill into narrow alleys, and the sea provides a shimmering backdrop. While the hour here is brief—just enough for a walk and some photos—it’s a highlight for many. The reviews echo this sentiment, with visitors describing it as “stunning” and “breathtaking.” The next stop, the Three Bells of Fira with its iconic blue dome church, offers another quick but picture-worthy moment—perfect for snapping memorable photos.
Moving on to Profitis Ilias Monastery, located at the island’s highest point, gives you sweeping views of the caldera and beyond. Spending about 30 minutes here allows for some peaceful moments and impressive vantage points. According to reviews, guides like Marina excel at providing engaging insights during these stops, enriching your understanding of each site’s significance.
The focus then shifts to wine tasting—the core of this experience. Visiting Hatzidakis Winery for an hour, you’ll sample four different wines, enjoying the expertise of your guide as you learn about Santorini’s unique winemaking traditions. Then, at Anhydrous Winery, another four wines are paired with a delicious, freshly served local lunch during the tasting. Guests say this meal, often described as “fabulous” with paired wines, adds a special, relaxed vibe to the day.
The wine tastings are a highlight, especially if you’re a fan of whites and dessert wines—these are what Santorini is known for. Guides like Stefanos, who has a background in enology, are praised for their detailed knowledge, combining education with a friendly approach. The reviews mention that the wines are genuinely enjoyable, and the pairing with local food makes for a memorable culinary experience.
Transportation is in a modern, air-conditioned Mercedes-Benz minivan, which makes the often hilly and winding roads of Santorini a comfortable ride. This is especially important when exploring with a small group or private guide, as it ensures comfort and convenience. The tour’s duration balances sightseeing and tasting well, giving you ample time to enjoy each stop without feeling rushed.
While this experience comes at a premium, the value lies in its personalized service, expert guiding, and the access it provides—especially since it’s a private tour, meaning you’re not sharing the experience with strangers. It’s best suited for travelers who prioritize quality and authenticity over budget, particularly those interested in wine, photography, and relaxed sightseeing.
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Who Will Love This Tour?

This experience is perfect for wine lovers, those who appreciate tailored, private adventures, or travelers eager to combine iconic sights with tasting Santorini’s special wines. If you enjoy good food and beautiful views, the lunch and stops at classic towns like Oia will satisfy. It also caters well to those who want to avoid the crowds, as the private nature means a more relaxed and unhurried day. If you’re traveling with family or a small group, this set-up offers a very intimate way to enjoy Santorini.
However, if your main goal is a deep dive into the island’s history or a budget-friendly experience, you might find this tour somewhat expensive. The focus here is on comfort, quality, and a personal touch, which adds to the overall value but may be more than some travelers need.
Frequently Asked Questions
What is included in the tour price?
The $527.34 per person fee includes pickup and return from your hotel, Airbnb, or cruise port, all transportation in a modern air-conditioned vehicle, guided sightseeing of key sights, private wine tastings at two wineries, and a local lunch served during the wine tastings.
How long does the tour last?
It lasts roughly 6 hours, from around 9:30 am start until late afternoon. The timing allows for sightseeing, wine tastings, and a relaxed lunch.
Are there any restrictions on the wines served?
Yes, the wines are mainly whites and dessert wines, which are typical of Santorini. The tour is a great way to learn about local wine varieties, but if you only drink red wine, this might not be your ideal experience.
Is the tour suitable for those with mobility issues?
Parts of Santorini are built on slopes and include pedestrianized areas. Pickup points are set near accessible locations, but some walking might still be necessary.
Can I cancel this tour if my plans change?
Yes, you can cancel up to 6 days in advance for a full refund. Cancellations within 6 days are not eligible for a refund, so plan accordingly.
Is this a group tour?
No, this is a private experience, so only your group will participate, ensuring personalized attention and flexibility.
What should I wear or bring?
Comfortable shoes for walking, sun protection like a hat and sunscreen, and your camera for those stunning views and photo ops are recommended.
Can I customize the itinerary?
Since it’s a private tour, some flexibility is possible. Your guide can tailor certain stops or focus areas based on your interests, within the time frame.
The Final Word

This Private Wine and Towns Tour of Santorini offers an elegant balance of sightseeing, wine tasting, and local cuisine, all delivered with expert guidance. It’s crafted for travelers who want a personalized, relaxed day that showcases the best of the island’s visual and culinary delights. While the price might be higher than a typical group tour, the added comfort, exclusivity, and quality make it well worth considering—especially if you’re a fan of wine and picturesque towns.
If you’re looking for an experience that combines the magic of Oia’s architecture, Santorini’s breathtaking vistas, and the chance to taste some genuinely good wines, this tour hits the right notes. It’s a memorable way to see the island at your own pace, with the added bonus of expert insights and a delicious local meal. Perfect for lovers of good wine, beautiful scenery, and personalized service.
Additional Resources and Similar Experiences

If you find this tour appealing but want to explore other options, consider similar experiences like a sailing catamaran cruise, a volcano hot springs tour, or a small-group wine tasting tour which also focus on the island’s natural beauty and flavors. These experiences also emphasize quality and small-group intimacy, giving you a well-rounded view of what Santorini has to offer.
This private tour of Santorini’s great wines and famed towns is a well-rounded, authentic way to enjoy the island’s highlights while indulging in its world-class wines. Whether you’re celebrating something special or just want a memorable day exploring this iconic Greek island, it delivers value, comfort, and genuine local flavor.
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