Santorini Highlights and Wine Tasting Private Tour

If you’re planning a trip to Santorini and want to see the best of this stunning island without the hassle of big tour groups, the Santorini Highlights and Wine Tasting Private Tour might be just what you’re looking for. With a five-hour journey in a comfortable Deluxe Minibus, you’ll visit iconic spots, enjoy breathtaking views, and indulge in local wines—all with a knowledgeable guide by your side.

What really appeals to us about this tour is how it combines the essential sights with a personal touch. You get the flexibility and intimacy of a private experience, plus insights that you wouldn’t get on a crowded bus. Another highlight is the wine tasting at Venetsanos Winery, which adds a flavor of authenticity and relaxation to your day.

Of course, no experience is perfect for everyone. The main consideration here is the price point—at over $600 for up to four people, it’s not cheap, but when you consider the private guide, the transport, and the wine tasting included, it can be seen as good value for a special day. This tour suits couples, friends, or small families wanting an in-depth, personalized look at Santorini’s most photogenic spots.

If you’re after a well-rounded, flexible tour that covers the island’s must-sees without the fuss of large groups, this one is definitely worth considering. Now, let’s unpack what makes it tick, what you can expect, and whether it’s the right fit for your Santorini adventure.

Key Points

• Personalized experience: Private tour with only your group, avoiding crowds.
• Comprehensive itinerary: Combines iconic sights with cultural and scenic stops.
• Expert guide: Knowledgeable local guide sharing stories and insights.
• Includes wine tasting: At Venetsanos Winery, providing a relaxing break.
• Perfect for small groups: Up to four people, offering intimacy and flexibility.
• Good value for what’s included: Transport, guide, wine tasting, and all fees covered.

What to Expect from the Santorini Highlights and Wine Tasting Private Tour

This tour is designed as a full but relaxed exploration of Santorini’s most memorable spots in about five hours. It’s ideal if you want to get a sense of the island’s beauty, culture, and flavors without spending all day on a bus or in crowded groups. Plus, since it’s private, you can tailor the experience a bit with your guide.

The Itinerary in Detail

Stop 1: Oia – The Photographic Heart of Santorini

Your day kicks off in Oia, often called the most picturesque part of the island. We love how this spot combines traditional architecture with jaw-dropping views of the caldera. It’s the place where many photographers and painters find inspiration, and it’s easy to see why. The narrow streets and whitewashed buildings are pretty much postcard-perfect.

You’ll have about an hour here, which is enough to soak in the scenery, snap photos, and maybe grab a coffee or a quick snack. The beauty of a private tour is that you can spend more or less time here depending on your interests.

Stop 2: Imerovigli – The Blue Dome and More

Next, a quick stop in Imerovigli offers a chance to see the iconic Blue Dome Church, a favorite subject for anyone wanting that quintessential Santorini shot. This village is known for its stunning vistas and peaceful vibe. Even a brief stop here lets you appreciate the island’s volcanic landscape.

Stop 3: Megalochori – Charming Village Life

Then, your guide takes you through Megalochori, a quieter, authentic village. Walking along its narrow streets, you’ll see how locals live and maybe spot some traditional tavernas or artisan shops. It’s a good contrast to Oia’s tourist-heavy feel and offers a glimpse into everyday island life.

Stop 4: Monastery of Profitis Ilias – Panoramic Views

Heading up to Mt. Prophet Elias, the highest point of the island at about 2,000 feet, is a highlight. The view here is spectacular—360-degree vistas of Santorini, the Aegean Sea, and the neighboring islands. Inside the Greek Christian monastery, you’ll find ornate details and a peaceful atmosphere, perfect for some reflective moments or photos.

Stop 5: Venetsanos Winery – A Taste of Santorini

No trip to Santorini is complete without sampling its wines. At Venetsanos Winery, you’ll learn about local winemaking traditions and taste a selection of authentic wines. The setting is as impressive as the drinks—overlooking the caldera, it’s a relaxing spot to unwind and savor the flavors of Santorini’s volcanic soils.

Stop 6: Perissa Black Sand Beach – Unique Coastal Scenery

Finally, you’ll visit Perissa’s Black Sand Beach, a dramatic stretch of volcanic pebbles and deep blue waters. Even if you don’t plan to swim, the scenery alone is worth the stop. It’s a quiet place to take photos and appreciate the island’s volcanic origins.

What We Loved About This Tour

Knowledgeable guides are a standout feature, according to reviews that praise the guide’s language skills and storytelling ability. One review calls the guide “the best on Santorini,” highlighting their knack for sharing engaging tales and insights that enrich the experience. This personal touch really makes a difference, especially when exploring sites with historical or cultural significance.

The views and scenic stops are another highlight. From Oia’s stunning sunset views to the panoramic mountain vistas, this tour delivers picture-perfect moments at every turn. It’s obvious that a lot of thought went into selecting stops that showcase the island’s natural beauty.

The wine tasting experience at Venetsanos Winery receives high praise as well. Tasting local wines with a backdrop of caldera views is a memorable way to connect with Santorini’s culinary culture. The tasting is included in the price, making it an excellent value for wine lovers.

Considerations and Drawbacks

While this tour offers a lot, it isn’t the cheapest option out there. At over $600 for four people, it’s an investment, but for many, the private nature, guided insights, and included tastings justify the cost. Keep in mind that the tour lasts around five hours, so it’s a relatively full schedule—be prepared for some driving and walking.

Also, the itinerary is quite packed, which might mean less flexibility if you want a more leisurely pace or to linger longer at specific spots. However, the private setup does let your guide customize a bit based on your interests.

Who Is This Tour Best For?

This experience is perfect if you’re seeking a tailored, intimate exploration of Santorini’s highlights. It suits couples, small groups of friends, or small families wanting to see the key sights comfortably. If you’re interested in local culture, stunning views, and good wine, this tour hits all those marks.

It’s especially good for travelers who prefer guided insight rather than wandering alone, and those who value comfort and convenience. Since the tour covers diverse locations—from villages to mountain peaks—it appeals to those who want a well-rounded glimpse of the island in a manageable timeframe.

Final Thoughts

All in all, this private tour offers a balanced mix of scenic beauty, cultural insight, and tasty indulgence. While it comes at a higher price, the personalized service, expertly chosen stops, and included wine tasting make it a compelling choice for travelers who want a convenient, memorable day on Santorini.

If you’re after a more exclusive experience that avoids the crowds and provides meaningful storytelling along with stunning views, this tour checks many boxes. It’s a solid pick for those who want to maximize their time and come away with a richer understanding of what makes Santorini so special.

FAQ

Is this tour suitable for families with children?
It’s not specifically marketed as family-friendly, but small children who are comfortable with car rides and walking might enjoy the experience. Keep in mind it’s a cultural and scenic tour, not a kid-focused activity.

How long does the tour last?
Approximately five hours, which is enough time to see the key sites without feeling rushed.

What’s included in the price?
The price covers guide services, all fees and taxes, transportation in an air-conditioned vehicle, bottled water, and the wine tasting at Venetsanos Winery.

Can I cancel the tour?
Yes, you can cancel for free up to 24 hours before the scheduled start time, receiving a full refund.

What is the size of the group?
This is a private tour for up to four people, ensuring a personalized experience.

Does the tour include meals?
No, lunch or dinner is not included, so plan accordingly.

Are there any additional costs?
Not if you stick to the planned stops. However, personal expenses like souvenirs or extra drinks at the winery are on you.

Is pickup included?
Yes, pickup from your accommodation or a designated spot is offered.

Is the tour suitable for people with mobility issues?
Most sites involve walking and some uneven surfaces, so consider mobility needs before booking.

What makes this tour stand out from others?
The private, personalized approach combined with expert guides, scenic stops, and wine tasting makes it a well-rounded and memorable experience.

Whether you’re after iconic views, cultural insights, or a glass of local wine, this private tour offers a thoughtful way to explore Santorini’s highlights. It’s an experience designed for those who want comfort, a bit of luxury, and meaningful storytelling—all wrapped into a manageable five hours.