Private Tour: Great Wines and Famous Towns of Santorini

A Taste of Santorini’s Charm: Private Tour of the Towns and Wines

Imagine wandering through Oia, with its iconic white-washed buildings and panoramic views of the Aegean Sea, before stopping at two top-rated wineries to sample some of the island’s best wines—all in just six hours. This private tour, costing around $527 per person, offers a personalized experience that combines scenic sightseeing, wine tasting, and local cuisine. Led by engaging guides like Elena or Marina, you’ll explore famous towns, capture picture-perfect moments at landmarks like the Three Bells of Fira, and enjoy a delicious, freshly prepared lunch during your wine tastings.

What makes this experience especially appealing? First, the personalized attention with a private guide means your questions are answered, and your pace is your own. Second, the combination of scenic stops and wine tastings offers a balanced view of Santorini’s beauty and its renowned viticulture—something that’s hard to beat for wine lovers and sightseers alike.

A potential consideration? If you’re not a fan of white or dessert wines, you may find the selection somewhat limited, as most of Santorini’s wines are these types. Also, the tour involves some walking through hilly, pedestrianized areas, so comfortable shoes are recommended.

This tour suits travelers who want a rundown of Santorini’s picturesque towns and famous wineries without feeling rushed. It’s perfect if you enjoy learning about wine, exploring charming towns, and indulging in a taste of local flavors—all with the convenience of a private, air-conditioned vehicle.

Key Points

• Personalized Experience: Private guide ensures an intimate, flexible visit.
• Stunning Views: Stops at iconic landmarks like Oia and the Three Bells of Fira.
• Wine Tasting: Savor four wines at each of two wineries, paired with a local lunch.
• Comfort & Convenience: Modern, air-conditioned Mercedes-Benz minivan transport.
• Authentic Flavors: Focus on Santorini’s signature whites and dessert wines.
• Flexible & Private: Only your group participates, with hotel pickups included.

Exploring Santorini with a Personal Touch

This private tour offers an excellent way to get a thorough, relaxed look at some of Santorini’s most photogenic spots and taste the island’s signature wines. While many organized tours rush through sights, this experience emphasizes comfort, learning, and genuine connection with the destination.

Starting at Oia’s Main Street, you’ll have around an hour to soak in the breathtaking views of the white buildings and azure domes that make this town famous. You can stroll through narrow streets, discover hidden cafes, or just stand back and admire the sweeping vistas. We loved the way the guide pointed out details most visitors miss, like the windmills and the historic ruins of Oia’s castle.

Next, a quick stop at the Three Bells of Fira—a classic postcard spot with its iconic blue-domed church—gives you a chance to snap some memorable photos. Although brief, this stop offers a stunning view of the caldera and the island’s rugged coastline.

The Monastery of Profitis Ilias is worth the 30-minute visit for its panoramic views from the highest point on the island. Here, you’ll get sweeping vistas of Pyrgos, the surrounding islands, and the volcano, which makes it a favorite for photographers and landscape lovers.

Wine Tastings: A Highlight for Many

The true heart of this tour lies in the two Santorini wineries, Hatzidakis and Anhydrous. Each offers an hour-long tasting of four different wines, mainly whites and dessert wines, which reflect the island’s unique volcanic soil.

At Hatzidakis Winery, you’ll sample a variety of wines in a modern setting. Guests frequently praise the quality and variety of the wines, with one reviewer noting that their guide, Stefanos, had a degree in oenology, adding depth to the tasting. Many mention the generous pours and the opportunity to learn about the wine production process directly from knowledgeable guides.

Anhydrous Winery is not just about tasting—here, you’ll enjoy a delicious, freshly prepared local lunch served alongside four wines. This pairing elevates the experience, making the wine tasting more than just a sip-and-see affair; it’s a chance to savor authentic flavors paired thoughtfully with local ingredients. Reviewers have appreciated the authenticity and quality of the food and wine, often mentioning how this makes the experience feel both special and genuine.

Practical Details and What to Expect

Transportation in a modern Mercedes-Benz minivan ensures a smooth, air-conditioned ride through Santorini’s sometimes challenging terrain, especially since parts of the island are built on slopes or pedestrian-only zones. The tour begins at 9:30 am, offering a comfortable morning start, and lasts approximately six hours—ideal for those who want a full day without feeling exhausted.

Your guide will coordinate pickups from your hotel, Airbnb, or the cruise port’s top cable car station. If your accommodation is in a tricky spot, they’ll suggest a nearby meeting point, so there’s no hassle.

While the tour is primarily focused on sightseeing and wine, it’s worth noting that the wines served are mainly whites and dessert wines. This is typical of Santorini, but if you prefer red wines, keep that in mind when planning your tasting preferences.

Authentic Experiences and Honest Reviews

The reviews highlight the expertise and friendliness of guides like Elena and Stefanos, who are described as engaging, knowledgeable, and fun. One reviewer appreciated how their guide was “very knowledgeable about wine and Santorini,” which made the tasting sessions particularly enjoyable.

Multiple reviewers mention the stunning views, with one noting that the sunset wine tour was truly moving, especially paired with the white wines that the island is famous for.

Travelers also appreciate that the tour is private—only your group participates—meaning you can ask questions freely, customize your pace, and really absorb the experience.

Some guests have also enjoyed adding a sunset element if they opt for the extended tour, making it a perfect end to a day filled with beauty, good company, and excellent wine.

Who Should Consider This Tour?

If you’re someone who loves wine, enjoys picturesque towns, or wants a tailored, relaxed way to experience Santorini, this tour is a fantastic pick. It’s well-suited for travelers who appreciate authentic local flavors and scenic views without the hassle of navigating alone.

This experience works well for those who prefer a private, intimate setting and are ready to indulge in some of the best the island has to offer without feeling rushed. It’s particularly popular among couples, small groups of friends, or anyone eager to learn about Santorini’s wine culture in a comfortable environment.

However, if your main focus is on red wines or you prefer more physically active sightseeing, you might want to consider other options or customized tours.

Frequently Asked Questions

Is this tour suitable for all ages?
Most travelers can participate, especially since it’s a gentle, sightseeing-focused experience with wine tastings. However, minors would need to skip the wine part and focus on sightseeing.

How long is the tour?
It lasts approximately 6 hours, starting at 9:30 am, making it a manageable full-day experience.

Are hotel pickups included?
Yes, the tour includes pickup and return from your hotel, Airbnb, or the cruise port’s cable car station.

Is the wine tasting focused on local Santorini wines?
Yes, the wines are mainly whites and dessert wines typical of Santorini, due to the island’s volcanic soil.

Can I cancel if my plans change?
You can cancel up to 6 days in advance for a full refund, offering some flexibility if your schedule shifts.

What should I wear?
Comfortable shoes are recommended for walking through towns and uneven terrain. Dress appropriately for the weather, and bring sunglasses or hats if sunny.

Is lunch included?
Yes, a delicious, freshly prepared local lunch is served at one of the wineries during the wine tasting.

To sum it up, this private tour offers a well-rounded, relaxing way to experience Santorini’s most iconic sights and wines. It’s an excellent choice for those who value personalized attention, authentic flavors, and stunning scenery. Whether you’re a wine enthusiast or just seeking a beautiful, memorable day on the island, you’ll find this experience both enjoyable and enriching. Just remember to consider your wine preferences and walking comfort, and you’ll likely leave with a deeper appreciation of what makes Santorini so special.