Private Tour: Great Wines and Famous Towns of Santorini

Discover Santorini’s top towns and wines on this private 6-hour tour, featuring scenic stops, wine tastings at two wineries, and a delicious local lunch.

Exploring Santorini’s Charm with the Great Wines and Towns Tour

If you’re considering a way to soak up some of Santorini’s best sights and flavors without the hassle of planning, this private tour focusing on great wines and famous towns might just be your perfect day. We haven’t taken it ourselves, but it’s clearly crafted for travelers who love a mix of stunning scenery, local culture, and good wine — all in a comfortable, personalized setting.

Two things that immediately caught our eye about this experience are the carefully curated stops at iconic towns like Oia and Fira, plus the chance to enjoy wine tastings at two well-regarded wineries. Plus, the inclusion of a local, freshly prepared lunch adds a lovely touch that makes the day feel complete. The only thing to consider? If you’re not a fan of wines, especially whites or dessert wines, this might not be your best fit. But if you’re curious about Santorini’s viniculture or want an easy way to explore without the stress, this tour is worth thinking about. It’s best suited for those who appreciate a relaxed day out with plenty of sights, good food, and wine.

Key Points
Personalized experience: Private tour means no crowded groups, more flexibility.
Scenic stops: Capture the beauty of Oia, Fira, Pyrgos, and the panoramic views from Mount Profitis Ilias.
Wine tastings: Enjoy four wines at each of two wineries, with expert-guided tasting sessions.
Local lunch: Savor a freshly prepared meal paired with wines, enhancing the tasting experience.
Comfort & convenience: Transportation is in a modern, air-conditioned Mercedes-Benz minivan, with hotel pickup and drop-off.
Focused on whites/dessert wines: Geared towards those who enjoy these vintages, but might not appeal to red wine fans.

A Closer Look at What the Tour Offers

Private Tour: Great Wines and Famous Towns of Santorini - A Closer Look at What the Tour Offers

This six-hour journey kicks off around 9:30 am, giving you plenty of time to experience the varied charms of Santorini without feeling rushed. From the very start, the focus is on comfort and ease: hotel pickups are included, as are transfers in a sleek Mercedes-Benz minivan. Whether you’re staying in Oia, Fira, or somewhere central like Pyrgos or a nearby Airbnb, the pickup will set the tone for a smooth day.

The Itinerary — What You’ll Actually Do

Oia’s Main Street

Private Tour: Great Wines and Famous Towns of Santorini - Oias Main Street

Your day begins in the world-famous Oia, famous for its white buildings with vibrant blue domes and breathtaking views of the Aegean Sea. We love the idea of a leisurely exploration here, wandering along cobbled streets, stumbling across hidden corners, and snapping photos of the iconic castle ruins. With an hour to explore, you’ll get a taste of Oia’s charm without feeling overwhelmed. It’s a perfect place to start, setting a relaxed tone for the day.

The Three Bells of Fira

Private Tour: Great Wines and Famous Towns of Santorini - The Three Bells of Fira

Next, a quick stop at the Blue Domed Church of Fira, a picture-perfect spot that’s practically postcard material. This stop is about 20 minutes, just enough time for some iconic shots and to appreciate the vibrant blue against the white architecture.

Monastery of Profitis Ilias

Private Tour: Great Wines and Famous Towns of Santorini - Monastery of Profitis Ilias

From there, the tour heads to the highest point on the island, the Monastery of Prophet Elias, offering sweeping views of Santorini and beyond. This 30-minute stop is ideal for panoramic photos and soaking in the island’s landscape. It’s a quiet moment to breathe in the views and capture some memorable images.

Wineries — The Heart of the Tour

Private Tour: Great Wines and Famous Towns of Santorini - Wineries — The Heart of the Tour

The real highlight for many will be the two winery visitsHatzidakis Winery and Anhydrous Winery. At each, you’ll enjoy tastings of four different wines, with knowledgeable guides explaining the nuances of each. The wines are mainly whites and dessert wines, which are typical of Santorini’s volcanic terroir. Several reviews highlight how engaging and knowledgeable the guides are, making the tastings both educational and fun. One reviewer praised their guide’s deep wine knowledge, describing the experience as “fantastic.”

At Anhydrous Winery, the tour gets even better with a local, freshly prepared lunch served alongside the wine tasting. This isn’t just a snack — it’s a thoughtfully prepared meal that complements the wines, making the experience more immersive. The reviews mention the quality of the wines and the deliciousness of the food, often paired with the picturesque setting of the winery.

What to Expect During the Tour

Private Tour: Great Wines and Famous Towns of Santorini - What to Expect During the Tour

The transportation aspect is key in a place like Santorini, where many sites are on slopes or pedestrian-only streets. The use of a modern, air-conditioned vehicle makes the time spent traveling between sites comfortable and stress-free. The tour is private, so you’ll be with your group only, which means more personalized attention from your guide.

The timing is well-structured — about an hour in Oia, 20 minutes at the church, 30 minutes at the monastery, and two winery visits of about an hour each, including the lunch. This pacing keeps things relaxed but efficient, giving you enough time to enjoy each stop without feeling rushed.

The Value of the Experience

Private Tour: Great Wines and Famous Towns of Santorini - The Value of the Experience

At $527.34 per person, this tour isn’t exactly bargain-basement. But considering it covers all transportation, guided tastings at two wineries, a local lunch, and the convenience of hotel pickup and drop-off, many reviewers feel it offers good value. The success of the tour hinges on the guide’s knowledge and the quality of the wineries visited, both of which are consistently praised.

What the Reviews Say

Private Tour: Great Wines and Famous Towns of Santorini - What the Reviews Say

Travelers rave about the friendly, knowledgeable guides, with one describing their guide as “fantastic — engaging, fun, and very knowledgeable.” Others have appreciated how smoothly everything runs, from booking to the actual experience. Many are particularly pleased with the wine tastings, noting the wines are good quality, and the pairing with local food elevates the experience.

A few reviews mention that the tour is most suitable for those who enjoy white and dessert wines, which aligns well with Santorini’s production. If you’re a red wine drinker, you might find the selection limited, but for most, the tasting experiences are a highlight.

Practical Tips

  • The tour starts at 9:30 am, so plan your morning accordingly.
  • Pickup details might vary if your accommodation is on a slope or pedestrian-only area; you’ll be advised of a nearby meeting point if necessary.
  • Remember, gratuities are optional but appreciated for guides who make the experience memorable.
  • The tour is suitable for most travelers, but if you’re not a fan of wine, this might not be ideal.
  • Since the wines are mainly whites and desserts, red wine lovers might find the selection limited.

Who Is This Tour Best For?

This experience is ideal for wine enthusiasts eager to learn about Santorini’s unique vintages, as well as those who want a comfortable way to see some of the most scenic parts of the island. If you’re traveling with a partner or small group who enjoy good food, wine, and beautiful views, this will likely tick all your boxes.

It’s also perfect if you prefer a private, relaxed-paced day without the crowds, and if you’re happy to spend a good chunk of time sampling wines and munching on delicious local dishes.

Final Thoughts

All in all, this tour offers a well-rounded glimpse into Santorini’s stunning towns and acclaimed wineries. The combination of scenic viewpoints, engaging guides, and quality tastings makes it a solid choice for those who want a taste of everything without the hassle of planning multiple activities. It’s a comfortable way to explore the best of what Santorini has to offer, especially if you’re keen on wine and picturesque towns.

While it’s a bit on the pricier side, many guests have found it worth the splurge, especially considering the personal touches and expert guidance. If you’re looking for a day that balances sightseeing, wine, and good food, this private tour is a very appealing option.

Ready to Book?

Private Tour: Great Wines and Famous Towns of Santorini



5.0

(9)

100% 5-star

“Our tour guide Marina provided us with an unforgettable day on the beautiful island of Thira. It was the perfect blend of history, views, food and …”

— A Tripadvisor Reviewer, May 2025

FAQ

How long does the tour last?
The tour is approximately 6 hours long, starting around 9:30 am and ending in the early afternoon, allowing plenty of time for sightseeing and tastings.

Is hotel pickup included?
Yes, pickup and drop-off from your hotel, Airbnb, or cruise port cable car are included, making it easy to start your day without extra planning.

What wines will I taste?
Most wines served are whites and dessert wines typical of Santorini’s production. The tour includes tastings of four wines at each winery.

Can I participate if I don’t speak English?
The guide speaks English, so language shouldn’t be a barrier. The reviews note no language issues.

Is this tour suitable for families?
It’s mainly geared toward adults who enjoy wine and sightseeing. If your family includes children, keep in mind that the focus is on wine tastings.

What should I wear?
Comfortable clothing and shoes are best, especially since you’ll be exploring towns and scenic viewpoints. Sun protection is also recommended.

Are meals included?
Yes, a local, freshly prepared lunch is served at one of the wineries during the tasting.

Can I cancel if my plans change?
Yes, cancellations are fully refundable if made at least 6 days in advance. Within six days, the policy varies, so plan accordingly.

If you’re after a relaxed, personalized day exploring Santorini’s towns and wines, this tour offers a wonderful way to indulge in the island’s highlights without the stress of self-organizing. Perfect for a small group or couples seeking a memorable experience.