Santorini: Private Island Tour with Lunch at a Famous Winery

Exploring Santorini with a private tour that combines scenic sightseeing, authentic local flavors, and personalized attention sounds like a dream, right? While I haven’t personally booked this exact experience, the details paint a clear picture of a well-rounded, value-packed way to see the island.

What makes this tour stand out? First, the flexibility to personalize your itinerary—whether you want to hang out in Oia’s postcard-perfect streets or explore Megalochori’s charming alleys. Second, the inclusion of a delicious, three-course lunch at a renowned winery with wine tasting, offering a true taste of Santorini’s viticulture scene. Lastly, the expertise of guides who are not just friendly but knowledgeable, making the experience both fun and informative.

A possible consideration? Since the tour is private and tailored, it might feel a bit pricier than group options, but the personalized service and curated experience often justify the extra cost. It’s best suited for travelers who value comfort, flexibility, and authentic experiences over a cookie-cutter approach. Perfect for couples, small groups, or anyone looking for a relaxed yet immersive day.

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Key Points

Tailored experience that you can customize based on your interests.
Includes a gourmet winery lunch, with wine tasting and a three-course meal.
Private group ensures personalized attention and flexibility.
Guides are knowledgeable and friendly, enhancing your understanding of Santorini.
Convenient hotel pickup and drop-off streamline your day.
Ideal for those seeking a relaxed, authentic look at Santorini.

You can check availability for your dates here:

An Introduction to the Experience

This private Santorini tour offers a chance to see the island’s most captivating sights without the rush of large bus groups. Designed for those who want a relaxed pace and personal attention, it combines scenic drives, cultural sights, and culinary delights.

What really draws travelers to this experience? It’s the blend of flexibility—you’re not locked into a rigid schedule—and the chance to indulge in a legendary local wine. Plus, it’s perfect if you want to explore iconic spots like Oia and Megalochori while also discovering hidden gems and beaches.

One thing to consider is that the tour’s duration is around five hours, which is enough time to soak up the highlights but still leave room for spontaneous stops or extra personal touches. This experience suits travelers who prefer a curated, intimate tour with a touch of luxury and gourmet flavor.

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What to Expect from This Private Santorini Tour

Customizable Itinerary and Flexibility

The beauty of this private tour is that it’s not a one-size-fits-all. You choose where to start—either in the lively village of Thera or the picturesque Oia—and the guide will craft a route that matches your interests. Whether you want to focus on scenic views, local villages, or beaches, your guide adapts accordingly.

Iconic Villages and Views

Most travelers love the chance to see Oia’s stunning caldera vistas. As one reviewer pointed out, the views here are “breathtaking,” and the opportunity to photograph the sunset or stroll through charming streets is a highlight.

Another recommended stop is Megalochori, a traditional village with narrow alleys and classic Cycladic architecture. It’s a quieter alternative to the tourist-heavy Oia, offering authentic local vibes and perfect photo ops.

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Beaches and Unique Landscapes

The tour may include visits to the red and black beaches, with the distinctive volcanic sand. These beaches provide a striking contrast to the typical Mediterranean coastline and are great for photos or a quick dip if time permits.

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The Winery Lunch Experience

The highlight for many is the visit to ANHYDROUS Cellar Door, where you get to enjoy a delicious three-course meal paired with local wines. The lunch is more than just a meal; it’s a chance to savor authentic flavors while enjoying beautiful vineyard surroundings. The wine tasting session that accompanies lunch usually lasts about an hour, giving plenty of time to appreciate local varieties and learn about Santorini’s wine-making traditions.

Guide and Tour Dynamics

Guides are described as friendly, knowledgeable, and attentive, eager to answer questions and tailor the experience. This personal touch makes a big difference—you’re not just a passenger but an active participant in discovering the island.

Logistics and Convenience

The tour includes hotel pickup and drop-off, which is a major plus given Santorini’s steep, narrow streets. Keep in mind that access might be limited in some locations, but guides will coordinate the best possible pickup points close to your accommodation. The tour lasts five hours, giving enough time to see a variety of sights without feeling rushed.

Deep Dive into the Itinerary

Pickup and Starting Point

You can choose between two pickup locations: Thera or Oia. Starting in Thera makes sense if you’re staying in the main town and want a comprehensive tour, while Oia offers early access to some of the most scenic views. The flexibility allows travelers to maximize their time and minimize transit.

Visit to ANHYDROUS Cellar Door

This stop is the heart of the wine experience. The visit includes wine tastings and the opportunity to learn about Santorini’s unique viticulture, which is heavily influenced by volcanic soil. Guests raved about the wine selection, praising the quality and local flavor—some even said the wine tasting was a highlight of their trip.

Lunch and Wine Tasting

The three-course lunch paired with a bottle of wine and a glass of dessert wine is an indulgent treat. Guests consistently complimented the quality of the food and wine, remarking that the meal felt both authentic and refined.

Returning to Your Drop-off Point

You’ll be dropped back at your chosen location, with the guides making sure you’re comfortable and have all the information you need for the rest of your day. Some guests noted that the tour’s flexible nature meant they could extend their stay in certain spots afterward.

Practical Details and Pricing

The tour costs about $282 per person, which, considering the private nature, personalized service, and included lunch and wine tasting, offers solid value. It’s especially appealing for travelers who prefer to avoid large groups and want a more tailored experience.

The five-hour duration strikes a good balance—long enough to see key sights and enjoy the meal without feeling exhausted. Plus, the flexibility to check availability and reserve without immediate payment adds to the convenience.

Why Choose This Tour?

This experience is perfect for those who value customization and want to avoid cookie-cutter tours. It’s ideal for romantic couples, small groups, or anyone craving a relaxed, authentic, and scenic day. If you’re passionate about local wine and want to see a mix of famous sights and hidden gems, this tour ticks all those boxes.

It’s also well-suited for travelers who prefer a comfortable, private environment with knowledgeable guides. The inclusion of lunch and wine tasting adds a gourmet touch, making it suitable for foodies and wine enthusiasts alike.

The Sum Up

This private Santorini tour offers a thoughtful, balanced way to explore the island’s highlights with personal attention and local insights. The combination of scenic villages, distinctive beaches, and a gourmet winery experience makes for a memorable day.

While it might be a bit pricier than group alternatives, the value lies in the flexibility, quality of guides, and tailored approach. If you’re seeking a relaxed, immersive day with authentic flavors and stunning views, this tour really delivers.

It’s best suited for travelers who want a more intimate experience, appreciate good wine, and prefer to customize their sightseeing. The included lunch and personalized service make it a worthwhile splurge for a special day in Santorini.

FAQ

Is hotel pickup included?
Yes, the tour includes hotel pickup and drop-off in Santorini. Guides will coordinate the best possible pickup points near your accommodation.

Can I choose where to start the tour?
Absolutely. You can select either Thera or Oia as your starting point, allowing you to tailor the experience to your plans.

What’s included in the lunch?
You’ll enjoy a three-course meal at a renowned winery, accompanied by a bottle of wine and a glass of dessert wine.

How long is the tour?
The tour lasts approximately five hours, giving plenty of time to see sights and enjoy the meal without feeling rushed.

Is this a group or private tour?
It’s a private, tailor-made experience, perfect for small groups or couples seeking personalized attention.

What language guides are available?
Guides speak English and Greek, ensuring clear communication and local insights.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund, offering flexible planning.

This private tour captures the essence of Santorini—stunning scenery, authentic flavors, and personable service. It’s a fantastic choice for those who want to see the best of the island at their own pace, with a touch of luxury.