If you’re looking to see Santorini beyond the typical crowds and snapshots, a private tour might be just what you need. We’ve come across this Private Santorini Island Tour with Winery Lunch offered by Wineland Santorini, and it looks like a lovely way to enjoy the island’s highlights without the hassle of big group tours. Whether you’re celebrating something special or just want a relaxed day soaking in stunning views, this experience promises a good mix of sightseeing, local flavor, and comfort.
What really caught our eye are two things: first, the fact that it’s a private tour, which means your group gets undivided attention and a tailored experience. Second, the inclusion of a delicious winery lunch with local wines—because who doesn’t want to pair beautiful scenery with good food and drink? That said, it’s worth noting that the tour is around five hours, so it’s a fairly packed half-day, which might feel quick if you’re keen to explore every corner. Also, at over $300 per person, it’s definitely an investment, but from the reviews, it seems to be well worth it if you value comfort and personalized attention. This tour is best suited for travelers who appreciate a curated experience, enjoy scenic drives, and want a taste of local wine without the stress of planning.
Key Points

- Private and personalized experience, avoiding crowded group tours.
- Includes a scenic drive with expert guide tailored to your interests.
- Highlights some of Santorini’s most iconic spots like Oia and the Blue Dome Church.
- A generous winery lunch with local wines enhances the day’s enjoyment.
- Flexible pickup and drop-off, making logistics easier.
- A solid choice for those valuing comfort and local flavor over extensive sightseeing.
Discovering Santorini’s Top Sights with Ease

When it comes to exploring Santorini, the highlight is often the breathtaking scenery—something this tour captures well. Starting with the Three Bells of Fira, you’ll get a quick but stunning stop where the views of the blue-domed church against the sea are postcard-perfect. It’s an ideal spot for photos and soaking in the classic Santorini charm. It’s a short stop, about 30 minutes, but enough to feel the magic of the place.
Next, the tour takes you to Oia, perhaps the most famous village on the island. Known for its legendary sunset views and charming streets, spending an hour here means you’ll get a good feel for the town’s unique vibe. While you might not catch the sunset during this morning or midday trip, it’s still a chance to wander around, admire the blue-domed churches, and enjoy the atmosphere without the evening crowds.
The winery visit to Domaine Sigalas is the tour’s highlight for many. Here, you can enjoy a three-course lunch paired with local wines, including a glass of dessert wine. Many reviews praise the quality of the food and the wine selection, making this a real treat. Plus, the fact that the lunch is included in the price really adds value. You get to relax and savor the flavors without worrying about finding a restaurant yourself.
Following the vineyard, you’ll head to Red Beach, where the striking reddish cliffs are a sight to behold. It’s a quick 30-minute stop, but one that gives you a snapshot of Santorini’s volcanic landscape. The scenery here is vivid and unlike anything you’d see elsewhere, a reminder of the island’s volcanic origins.
Finally, a stroll to Perissa Black Sand Beach rounds out the day. The contrast of black sand and turquoise sea makes for a memorable experience. It’s a short, 30-minute visit, perfect for a quick walk and some photos.
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The Experience and Its Benefits

The strength of this tour lies in its personalized approach. Since it’s private, your group sets the pace, and the guide can tailor the experience a bit, focusing on what interests you most. From the reviews, it’s clear that knowledgeable guides like Yannis can make all the difference—sharing insights, answering questions, and customizing stops.
The scenic drive around the island offers plenty of opportunities to enjoy the landscape. Since transportation is in an air-conditioned vehicle, you won’t be tired or overheated, which is especially important in the warmer months. The five-hour duration allows enough time to see key sights without feeling rushed, but you should be prepared for a fairly full schedule.
A big plus is the lunch at a renowned winery, which reviewers consistently praise for its quality. The pairing of local food with regional wines, including a glass of dessert wine, elevates the experience from simple sightseeing to a more immersive taste of local culture.
What Could Be Better?
While the tour covers many highlights efficiently, some travelers might find the pace a bit swift, especially if they want to linger longer at each site. The stops are relatively short, so for those who enjoy wandering or taking extensive photos, it might feel rushed. Plus, the price point of around $312 per person is on the higher side, but the inclusion of lunch, private transportation, and a personalized guide help justify the cost.
Who Will Love This Tour?
This experience would suit travelers who prefer a relaxed, curated day rather than navigating the island independently. It’s perfect for first-timers wanting a broad overview or anyone short on time but eager to see the highlights comfortably. Given the focus on scenic stops, nice views, and wine, it appeals to those looking for a mix of culture, landscape, and local flavors. It’s also ideal for travelers who enjoy private, intimate experiences rather than large, noisy groups.
Practical Details

The tour begins in Fira and includes hotel pickup and drop-off, making the day hassle-free. Since it’s private, only your group participates, which adds a layer of comfort and flexibility. The tour lasts about five hours, making it a good half-day option, especially if you plan other activities later in the day.
Booking well in advance (typically around 127 days ahead) is recommended, as this tour is popular and tends to fill up quickly. The cost of $312.24 per person reflects a premium experience, justified by the personalized service, included meals, and access to top sights.
If weather conditions aren’t ideal, the tour provider offers a full refund or alternative arrangements, which is always reassuring for travelers worried about weather disruptions.
If wine interests you, we've examined these other wine experiences in Santorini
- Santorini Sunset Wine Tour with Santo Winery Views
- Santorini Wine Stories: Sunset Tour with Tasting & Dinner
- Santorini Highlights Small-Group Tour with Wine Tasting option
- Experience Santorini: Wine Tasting Small Group Tour
- Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset
- 3 Wineries wine tasting & Greek Meal -Food and Wine pairing
FAQ

Is hotel pickup included?
Yes, the tour offers hotel pickup and drop-off, making the logistics easy.
How long does the tour last?
It runs for about 5 hours, which is enough to cover the main sights comfortably.
Are meals included?
Yes, a three-course lunch at a renowned winery with local wine and dessert wine is included in the price.
Can I customize the stops?
Since it’s a private tour, your guide can tailor the experience to your interests, within the main itinerary.
What are some of the main sights I’ll see?
You’ll visit the Three Bells of Fira, Oia, Domaine Sigalas winery, Red Beach, and Perissa Black Sand Beach.
Is this tour suitable for families?
While it suits most travelers, it’s geared more toward those interested in sightseeing and wine; families with young children should consider pacing.
What’s the cancellation policy?
You can cancel for free up to 24 hours before the tour, ideal if your plans change unexpectedly.
How much does it cost?
The tour costs $312.24 per person, which covers transportation, guide, and lunch.
Private Santorini Island Tour with Winery Lunch
“The Santorini Island tour was a great way to see the island from the comfort of an air conditioned vehicle with an expert guide. Yannis was very kn…”
Final Thoughts

If you’re after a personalized way to experience Santorini’s highlights without the hassle of planning and navigating, this private tour with a winery lunch offers a lot of value. The stops are thoughtfully chosen, the scenery stunning, and the included meal a real bonus. It’s an excellent option for travelers who appreciate comfort, expert guidance, and a taste of local culture, especially if you’re happy to invest a bit more for a more intimate experience.
While it’s a fairly full schedule, the freedom of a private tour means you can enjoy each stop at your own pace—if you’re someone who values quality over quantity in sightseeing, you’ll find this a worthwhile choice. Just remember to book early, come prepared for a busy but rewarding day, and enjoy the beautiful landscapes and flavors of Santorini.
Whether you’re celebrating, relaxing, or simply want a smooth way to see the best of Santorini, this tour checks many boxes. It’s a solid option for those who prioritize comfort, personalized service, and local experiences in one package.
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More Santorini experiences we've covered
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- Santorini: 4hr Small Group Caldera Hike from Fira to Oia
- All of Santorini in 6 hours (private)
- Santorini: Caldera Private Power Catamaran Cruise
- Private Tour: Great Wines and Famous Towns of Santorini
- Santorini: Private Custom Island Guided Tour 3 – 5 hours
- Santorini: Catamaran Cruise with Fresh Meal & Open Bar
- Private Santorini Island Tour with Winery Lunch
- Half Day Easy and Fun Taste of Santorini
- Private Boat tour with snorkeling & Sea Caves
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