Santorini: Highlights prive tour & wine tasting-local guide

Santorini: Highlights Private Tour & Wine Tasting—A Deep Dive into the Heart of the Island

If you’re visiting Santorini and want more than just postcard-perfect photos, this private half-day tour offers a personalized look at both the famous sights and hidden gems. For $169 per person, you get about 5.5 hours of exploring with an experienced local guide who handles everything from pickups to insider insights. You’ll visit iconic spots like Oia and Fira, along with off-the-beaten-path views, and finish with a tasting of four local wines in a historic winery.

What we love about this experience? First, the personalized approach—your guide, Elias, makes sure the tour is tailored to your pace and interests. Second, the combination of culture, scenery, and a genuine taste of Santorini’s wine scene keeps the day well-rounded and memorable.

One consideration? Since entry to the prehistoric city of Akrotiri costs extra (around €12), it’s not included in the tour, so if that’s a must-see, plan accordingly.

This tour is perfect for travelers seeking an authentic, flexible experience that blends sightseeing, local culture, and wine in a private setting—especially if you want a guide who genuinely connects and shares local secrets.

Key Points

Personalized experience with a local guide who tailors stops to your interests
Includes wine tasting with 4 glasses in a highly traditional winery
Flexible itinerary options to prioritize what you want to see
Comfortable transportation in an air-conditioned vehicle with pickup and drop-off at your preferred location
Opportunity to learn about Santorini’s history and culture from a knowledgeable local
Affordable value for a private, curated experience

You can check availability for your dates here:

A Closer Look at the Santorini Private Tour & Wine Tasting

When planning a trip to Santorini, most travelers are drawn to its stunning views, famous villages like Oia and Fira, and its legendary sunsets. But many also want a deeper, more personal experience—something that allows you to step away from the crowds and really get to know the island. This private tour hits that sweet spot, offering a blend of must-see sights, local insights, and a taste of Santorini’s renowned wines.

Cost and Duration
At $169 per person, this tour represents good value for a private experience that includes transportation, a knowledgeable guide, and a wine tasting. The 5.5-hour schedule provides enough time to see key highlights without feeling rushed—perfect for those with limited time but big ambitions to explore.

What makes this tour stand out? Two key features. First, the personalized approach. Elias, the guide, is praised for his enthusiasm and ability to customize stops, making the experience feel natural and tailored. Second, the local wine tasting—a highlight that introduces you to Santorini’s unique viticulture, with four glasses of local wine in a historic setting. This isn’t just a quick sip; it’s a deeper dive into the island’s wine culture.

Potential Drawback
If visiting the prehistoric city of Akrotiri is a priority, note that entry isn’t included in the tour price. You’ll need to budget an additional €12. Also, since the tour is private and flexible, it’s best suited for travelers who appreciate tailored experiences over a strict schedule.

Who should consider this tour?
It’s ideal for first-time visitors craving an authentic local touch, couples looking for a romantic overview, or small groups wanting a private, relaxed day. If you value depth, comfort, and local connections, this tour offers a well-balanced mix.

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What’s on the Itinerary?

The Pickup — Starting the Day Right

With 15 pickup locations including major spots like Oia, Kamari, Port of Santorini, and the Airport, the tour offers flexibility to pick a convenient meeting point. The tour begins with a warm welcome from your English-speaking driver in an air-conditioned vehicle, which is a relief after a morning under the Mediterranean sun.

Visit Iconic and Hidden Spots

The tour promises visits to all the must-see sites. Expect to see some of Santorini’s most photographed locations, such as the charming villages and scenic viewpoints. The guide is eager to reveal the island’s secrets, sharing stories and history that aren’t always in the guidebooks.

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Off-the-Beaten-Path Views

What truly sets this tour apart are the stunning, lesser-known viewpoints. Reviewers mention discovering “stunning off-the-beaten-path views,” which means you won’t just be stuck in crowded tourist spots. These hidden vantage points add a special touch, making your photos and memories more unique.

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The Wine Experience

The highlight for many is the visit to an iconic winery and Art Space Wine Museum. Here, you’ll taste 4 glasses of local wines, each representing different varietals of Santorini’s volcanic terroir. The setting is both historic and artistic, offering insight into the island’s rich viticultural tradition. One reviewer called their experience “treated like royalty,” emphasizing the quality and intimacy of the tasting.

Customization and Flexibility

Perhaps the biggest perk is the ability to choose destinations or alter the schedule based on your preferences. Whether you want more time in Oia for wandering or a quick photo stop, your guide, Elias, is happy to accommodate.

What to Expect from the Guide and Transportation

Elias emerges as a standout guide, with reviews praising his enthusiasm, professionalism, and local knowledge. Travelers appreciated how he tailored the tour and went out of his way to make up for delays caused by cruise tendering backups. His promptness and friendly demeanor help create a relaxed, enjoyable atmosphere.

Transportation is in an air-conditioned vehicle, essential for comfort during the warm Greek days. Pickup and drop-off at your hotel or preferred location add convenience, removing the stress of navigation or parking.

The Experience Beyond Sightseeing

This isn’t just about ticking off boxes. It’s about learning, tasting, and feeling connected to Santorini. The guide encourages questions about the island’s history, culture, and local life—“ask us anything” is their motto.

The wine tasting is a significant part of the experience, providing a sensory connection to the island’s volcanic soil and winemaking traditions. Most visitors find the 4 glasses of wine a generous and delightful journey into Santorini’s unique terroir.

The flexibility to customize stops makes the experience more meaningful. Whether you’re craving a photo stop at a specific viewpoint or want to explore a particular village longer, your guide’s local connections help make that happen.

Deep Dive into the Itinerary

First Stop: The Pickup

Starting from 15 possible locations, the tour is designed for maximum convenience. Think of it as a personal chauffeur service that begins your Santorini adventure on your terms.

Visiting the Not-to-Miss sights

The tour covers all the “must-see spots,” including picture-perfect villages and scenic overlooks. We loved the way the guide introduces the history behind each location, helping us understand what makes each place special.

Hidden Gems and Scenic Vistas

Beyond the popular photo spots, you’ll visit less crowded viewpoints that reveal spectacular views of the caldera, sea, and island’s architecture. These quieter spots allow for better photos and more relaxed moments.

The Art Space Wine Museum and Winery

The highlight is the wine tasting in a setting steeped in local tradition. The winery has a long history and offers a taste of Santorini’s volcanic terroir. It’s a real treat to sample 4 different wines while soaking in the artistic ambiance.

Flexibility and Personalization

One reviewer appreciated how Elias tailored the tour when they were running late due to cruise schedules. This personal touch is rare and adds significant value, making the experience feel truly customized.

Authenticity and Value

For a relatively modest price, you get a personal guide, customizable stops, luxurious transportation, and a quality wine tasting. The reviews consistently praise Elias’s knowledge and friendliness — he’s a real asset that elevates the experience into something memorable.

Considering the cost of private tours that include transport and guide services, this experience offers excellent value. Plus, the flexibility to choose and change destinations means you’re not locked into a rigid schedule, allowing you to savor Santorini at your own pace.

Who Will Love This Tour?

This experience suits travelers seeking personalization and authentic insights. Perfect for small groups, couples, or solo travelers who want a relaxed, tailored day. If you’re a wine lover, the tasting component adds a special touch—especially in a setting that combines history and artistry.

It’s especially good if you want to avoid crowded tour buses and prefer the comfort of your own schedule, yet still enjoy expert local guidance. If you’re interested in learning about Santorini’s history and sampling its best wines, this tour will meet your expectations.

The Sum Up: Who Should Book This Tour?

If you’re after a well-rounded, personalized experience that combines sightseeing, culture, and wine in one relaxed outing, this private tour delivers. The excellent guide, Elias, ensures your day is both informative and fun, making it feel like exploring with a knowledgeable friend.

It’s a perfect fit for those who want to see the island’s highlights but also uncover some of its secrets without the stress of large groups or rigid schedules. If you’re traveling as a couple, family, or small group and enjoy flexibility and authenticity, this tour offers a wonderful way to spend half a day in Santorini.

For travelers who value local insights, scenic views, and delicious wine, it’s a smart choice that balances value and experience—leaving you with not just photos, but stories and flavors to remember.

FAQ

Is transportation included in the tour? Yes, transportation in an air-conditioned vehicle is included, with pickup and drop-off at your chosen location.

Can I customize the stops? Absolutely. The guide is happy to adjust the itinerary based on your interests or time constraints.

How many wines are tasted during the tour? Four glasses of local wines are included, served at a traditional winery and art space.

Is the entry to Akrotiri included? No, entry costs about €12 and is not part of the tour price.

What should I bring? Bring sunglasses, a sun hat, a camera, and sunscreen. No food or littering is allowed in the vehicle.

Is this a private tour? Yes, it’s a private experience designed for your small group or family.

What languages are spoken? Guides speak Greek and English.

How long is the tour? The experience lasts roughly 5.5 hours.

What if I need to cancel? You can cancel up to 24 hours in advance for a full refund.

Who will be my guide? Elias is the guide praised in reviews for his enthusiasm, local knowledge, and personalized approach.

In sum, this private tour of Santorini offers an authentic, flexible, and enjoyable way to explore the island’s most beautiful sights and flavors. It’s perfect for those who want a meaningful connection with the place, guided by someone who truly cares about sharing its secrets.