Exploring Santorini: Private Island Tour with Lunch at a Famous Winery

If you’re dreaming of wandering through the stunning landscapes of Santorini, a private island tour that combines sightseeing with a wine tasting and a lovely lunch might just be your ideal way to spend a day. While I haven’t tried this specific experience myself, I’ve looked into it carefully and can tell you it offers a nice balance of personalized exploration and local indulgence.
What caught my eye are the flexibility to choose your sights—the tour is tailor-made to your preferences—and the inclusion of a renowned winery lunch that highlights the island’s best offerings. That said, a quick thing to keep in mind is that the tour lasts about five hours, which is perfect for a relaxed yet rundown, but it might be a bit quick if you’re someone who loves to linger at every spot.
This experience genuinely suits travelers who want a personalized, intimate day on Santorini—whether you’re a couple, a small group, or a family with older children. It’s not a big bus tour; instead, it’s about enjoying the island at your own pace, guided by knowledgeable locals.
You can check availability for your dates here:Key Points
- Tailor-made experience that lets you choose your desired sights on Santorini
- Includes a scenic drive, highlights like Oia, Megalochori, and the beaches
- Enjoy a three-course meal paired with local wines at a famous winery
- Private group with hotel pickup and drop-off for ease and comfort
- Knowledgeable guides who are friendly and attentive to your questions
- Duration of 5 hours — perfect for a relaxed exploration without feeling rushed
Prefer personalized experiences? Here are other private options we've covered in Fira
A Closer Look at the Tour Experience

Setting Expectations and Flexibility
One of the things I really appreciate about this tour is that it’s completely private and customizable. Unlike large group excursions that follow a set itinerary, this experience adapts to what you want to see and do. Whether you’re eager to explore the iconic village of Oia with its stunning caldera views, or prefer wandering the traditional streets of Megalochori, your guide will tailor the route accordingly.
Your guide is described as friendly, knowledgeable, and capable, ready to answer questions and share insights about the island’s history, culture, and local stories. This personal touch can make your experience feel more authentic and relaxed, compared to the rushed feel of bigger tours.
The Itinerary: What You’ll Likely See
The tour begins with a convenient hotel pickup, which is a real plus given Santorini’s steep and narrow streets—parking can be tricky, and the hassle-free pickup saves you from navigating it yourself. They offer two pickup locations: Thera or Oia, which are among the most popular spots for travelers.
Your first stop might be either Thera or Oia, depending on your preferences and where you’re staying. Both are iconic, but Oia, with its famous caldera views and charming alleys, is a common choice for many.
Next, you’ll visit the ANHYDROUS Cellar Door for the highlight of the day: wine tasting paired with a delicious three-course lunch at the winery. The fact that the lunch includes a bottle of wine and a glass of dessert wine shows they aim for a relaxed, indulgent experience. The wines are described as some of the island’s finest, and the setting at the winery adds a delightful touch of local craftsmanship.
Finally, the tour concludes with drop-offs at your original pickup points, making it easy to plan your next adventure or relax back at your hotel.
More Great Tours NearbyWhat’s Included and What It Means for You
For $282 per person, you get hotel pickup and drop-off, a guided tour around the island, and the winery lunch. That’s quite a package, especially considering the personalized nature of the experience. The lunch alone sounds substantial—a three-course meal with wine is a nice way to savor local flavors without worrying about finding a good spot on your own.
The tour is also flexible in terms of timing—check availability to find a starting time that suits your plans. Since it’s a private experience, you won’t be stuck with strangers, which can make conversations more meaningful and the day more tailored to your interests.
If wine interests you, we've examined these other wine experiences in Fira
The Value of a Private Tour
While the cost might seem significant, it’s worth considering what you’re getting: a personalized, flexible experience with a guide who truly understands the island. You’re not constrained to a set route or a large group; instead, you’ll have the freedom to explore what interests you most. Plus, the scenic drives and views at each stop add to the value, especially for those who want to see Santorini without the rush or crowds.
What Travelers Say

The reviews highlight the guides’ knowledge and friendliness as a standout feature, which makes sense given the focus on personal attention. Many appreciate the opportunity to customize the tour, making it feel more like a day out with friends than a generic outing.
The winery lunch is frequently praised for its delicious food and excellent wines, with visitors noting that the setting is particularly charming. Some mention that the stunning views of Oia and the caldera from various vantage points are unforgettable.
A couple of reviews note that parts of Santorini are built on steep streets, which is why the hotel pickup is especially helpful—it’s a logistical detail that significantly enhances comfort and convenience.
Who Is This Tour Best For?

This private tour is particularly well-suited for travelers who value customization and comfort. If you’re someone who prefers to avoid crowded group tours and wants to explore at your own pace, this experience aligns well with those needs. It’s also great for wine lovers eager to sample local varieties in a picturesque setting.
Families with older children might enjoy the relaxed pace and personalized approach, though it might not be ideal for very young children due to the walking and driving involved. If you’re visiting Santorini for a relaxing, intimate experience with a focus on scenery, culture, and flavors, this could be a perfect fit.
The Sum Up

All in all, this private Santorini tour with a winery lunch offers a thoughtful way to experience the island’s highlights in comfort and style. The ability to customize your itinerary, combined with expert guidance and a delicious meal, makes it more than just a sightseeing trip—it’s a chance to savor Santorini on your own terms.
For travelers who want to see the best of Santorini without feeling rushed or lost in crowds, this experience strikes a good balance. The inclusion of local wines and a scenic setting elevates it from a simple tour to a memorable indulgence. Just keep in mind the five-hour duration and the need to choose what sights matter most to you.
If you’re looking for a relaxed, personalized adventure that combines sightseeing with tasting some of the island’s best wines and food, this private tour could be just what you need.
Santorini: Private Island Tour with Lunch at a Famous Winery
FAQ

Is this tour suitable for families?
While no specific mention of children is made, the private and flexible nature might suit families with older children who enjoy sightseeing and wine tasting. However, the steep streets and driving might not be ideal for very young kids.
What are the pickup locations?
You can be picked up from either Thera or Oia, depending on your preference or hotel location.
How long is the tour?
The tour lasts approximately 5 hours, making it a manageable way to see key sights without a full-day commitment.
What’s included in the price?
The price includes hotel pickup and drop-off, a guided island tour, a three-course winery lunch with wine, and wine tasting.
Can I see specific sights?
Yes, the tour is customizable, so you can choose to visit places like Oia, Megalochori, or beaches based on your interests.
Is transportation provided between stops?
Yes, transportation is included within the private vehicle used for the scenic tour.
How flexible is the schedule?
You can check availability for different start times, and the guide will tailor the itinerary to your preferences.
What kind of guide will I have?
Expect a knowledgeable, friendly guide fluent in English and Greek, attentive to your questions and interests.
Is there a cancellation policy?
Yes, you can cancel up to 24 hours in advance for a full refund, offering some peace of mind when booking.
If you’re craving a relaxed, personalized way to enjoy Santorini’s beauty, flavors, and sights, this private tour provides a lovely, tailored experience that balances sightseeing with savoring local wines and food.
You can check availability for your dates here:More Private Tours in Fira
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- Cruise-Friendly Santorini Tour: Pyrgos, Oia & Fira Gems
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