Santorini Private Highlights Tour & Wine Tasting with local guide

If you’re visiting Santorini for the first time and want more than just postcard-perfect photos, this Private Highlights Tour with Wine Tasting might be exactly what you need. It promises a curated experience, blending iconic sights with local stories and even a taste of Santorini’s renowned wines—all in about five hours.

What we truly love about this tour is its personalized approach. Led by a knowledgeable local guide, you’re not just another passenger on a bus—you’re exploring at your own pace, with insider tips and plenty of chances to ask questions. Plus, the inclusion of wine tasting at a unique winery adds a delicious local touch.

One potential consideration is the tour’s busy schedule—covering multiple stops in a limited time means some sites might be brief, but that’s part of its charm if you’re short on time.

This experience suits travelers who want to see the best of Santorini without the hassle of self-planning, especially those who appreciate local insights and authentic scenery. It’s perfect for first-timers, couples, or small groups looking for an engaging, value-packed half-day adventure.

Key Points

• Personalized Experience: Private tour led by a local guide ensures tailored attention and insider knowledge.
• Iconic and Hidden Spots: Combines must-see locations with less crowded, off-the-beaten-path views.
• Cultural & Historical Insights: Learn about Santorini’s past, architecture, and island life from your guide.
• Wine Tasting Included: Sample four local wines at a boutique winery, a highlight for wine lovers or those curious about Greek viticulture.
• Convenient & Comfortable: Air-conditioned private transportation with hotel pickup adds to the ease.
• Great Value for a Short Visit: Covers multiple highlights in just five hours, ideal for cruise passengers or short stays.

A Deep Dive into the Santorini Highlights Tour

The Itinerary: A Balance of Iconic Sights and Cultural Gems

Starting right from your pickup, the tour’s itinerary is designed to give a well-rounded glimpse of Santorini’s landscape, history, and local flavor. It’s a carefully curated route that balances photography opportunities with storytelling.

Red Beach kicks things off with its striking volcanic-red sands. It’s one of the most photographed spots on the island, thanks to its unusual color and dramatic cliffs. Reviewers mention that the beach’s access can be tricky due to landslides since 2013, so don’t expect to be able to lounge here—it’s more about the view and photo ops. The 25-minute stop allows enough time for a quick look and a few pictures, with free admission, which adds value.

Next up is Perissa Black Sand Beach, the island’s longest stretch of shoreline. Its crystal-clear waters and volcanic sands provide a relaxing vibe, perfect for a quick dip or just soaking in the scenery. This area also offers a glimpse into the ancient Christian roots of Santorini, with remnants of Saint Irene’s church, making it a mix of natural beauty and cultural history. A 30-minute stop here offers a laid-back break, and again, no admission fee.

Moni Profitis Ilias is the highest point on the island, perched atop Mount Profitis Ilias. The monastery offers panoramic views that are beyond breathtaking—think miles of whitewashed buildings, the caldera, and the Aegean Sea stretching to the horizon. The 20-minute stop is brief but enough to capture sweeping vistas. Visitors mention how this high vantage point is a highlight for its stunning scenery and peaceful atmosphere.

Pyrgos, with its labyrinth of narrow streets and medieval architecture, is a favorite among reviewers. It’s one of the least spoiled by mass tourism, maintaining its authentic charm. Exploring its Venetian castle ruins and hidden passages makes for a memorable wander. The 45-minute visit allows enough time to soak in the atmosphere and view the island from different angles. Those who visited appreciated how Pyrgos feels like a step back in time with its medieval vibe and less crowded streets.

Moving on to a cultural stop at Art Space Winery, you’ll appreciate the blend of art and wine. This unique space, carved within pumice rock chambers, has been a creative hub since 1999. You’ll see contemporary Greek artworks, and better yet, sample four different local wines in a setting that’s both artistic and traditional. Reviewers praise the tasting experience, especially the chance to try high-quality wines and learn about Greek winemaking techniques. The 1 hour 15 minutes here is a perfect break from sightseeing and a highlight for wine aficionados.

The Three Bells of Fira are iconic—famous for their blue dome and charming bells, perched above the caldera. The short 15-minute stop offers postcard-worthy views and photos, with no entrance fee. Guests love the picturesque setting, especially as a quick photo stop before heading to Oia.

Finally, the tour concludes in Oia, the quintessential Santorini village. Its white houses, blue domes, and narrow alleys are legendary. Reviewers highlight how Oia’s beauty is enhanced by its cliffside location and unique architecture. The 45-minute stop gives enough time to wander, take photos, and soak in the romantic atmosphere. It’s a fitting way to end a busy but memorable day.

What Makes This Tour Stand Out?

From the glowing reviews, a few things become clear. Guides like Elias and Theo are repeatedly praised for their knowledge, friendliness, and flexibility. Guests appreciate how guides go above and beyond, helping with photos and accommodating special requests. Several reviewers mention how they felt more like exploring with a friend rather than a typical tour guide, which adds to the authenticity.

The wine tasting is consistently highlighted as a major plus—sampling four local wines in a setting that combines art and tradition. This experience isn’t just about the drinks; it’s also about understanding Greek winemaking methods and enjoying high-quality products.

The value for money appears excellent, especially considering the private transportation, the expert guiding, and the comprehensive itinerary. Tour prices are $178.22 per person, which seems reasonable given the personalized experience and included highlights. Many guests mention that they felt they saw most of what they wanted in a short timeframe, making it ideal for cruise passengers or those with limited time on the island.

Transportation and Comfort

The use of air-conditioned private vehicles is consistently appreciated. It not only ensures comfort in Santorini’s often hot weather but also allows for a flexible, tailored schedule. Pickup service adds a layer of convenience, especially if your hotel or cruise port is centrally located.

Guests often mention how guides are punctual and accommodating, helping to customize the day based on mobility needs or personal interests. The private aspect means you won’t be stuck in a large group, and the guide can adapt the pace—crucial if some spots are more appealing or if you need a rest.

Timing and Duration

The tour lasts approximately five hours, which is just enough time to cover several key locations without feeling rushed. For those on cruise ship excursions, this is a perfect snapshot of the island’s highlights. Reviewers note that with this schedule, you get to see a mix of iconic sights, cultural spots, and a taste of local life, all within a manageable timeframe.

Practical Concerns and Tips

Since the tour covers multiple sites, wear comfortable shoes and bring sun protection. The stops at beaches are brief and mainly scenic, so don’t expect a full beach day. The winery experience, with its art gallery, offers a chance to relax and enjoy some local flavors, but plan your day accordingly if you want more time exploring the villages.

Be mindful that some popular photo spots, like the Blue Domes in Oia, tend to get crowded, as noted by reviewers. Your guide’s knowledge of lesser-known vantage points can help you avoid the crowds and still get stunning shots.

Who Should Book This Tour?

This private tour is ideal for travelers seeking a comprehensive, personalized experience of Santorini, especially those with limited time on the island. It’s perfect for first-timers wanting to see the main highlights while gaining local insights, or couples and small groups who prefer a more intimate exploration. If you love wine, art, and scenic viewpoints, this tour hits all those marks.

It’s less suitable for travelers who want a full day of beach lounging or those with mobility issues, given the walking involved and the brief stops. However, with its flexible, private format, it can accommodate different needs if discussed beforehand.

The Sum Up

This Santorini Private Highlights Tour & Wine Tasting offers a well-balanced mix of scenic beauty, cultural insight, and authentic local flavor—all wrapped up in a private, comfortable setting. The knowledgeable guides, especially Elias and Theo, are praised for their friendliness and deep knowledge, making the experience more engaging and personal.

The inclusion of a curated wine tasting in an artistic winery adds a delightful, savory touch that many reviewers found memorable. Covering at least five key sites, the tour provides excellent value for its price, especially considering how much ground you’ll cover in just five hours.

For those short on time but eager to see the island’s essence—without feeling rushed—this tour is a fantastic choice. It suits travelers who want to avoid large group tours, enjoy local stories, and capture stunning photos in less crowded spots.

Overall, it’s a thoughtfully curated experience that balances sightseeing, cultural learning, and indulgence—a true taste of Santorini’s soul.

Frequently Asked Questions

Is this a private tour?
Yes, this is a private experience only for your group, ensuring personalized attention and flexibility.

What is included in the price?
The price includes private transportation, bottled water, four local wines for tasting, and all the stops listed in the itinerary.

How long does the tour last?
The tour lasts approximately five hours, providing enough time to visit multiple highlights comfortably.

Are there any admission fees?
Most stops, such as beaches and Pyrgos, are free. The winery experience is included in the price and includes the wine tasting. Moni Prophet Elias and other sites are also free to visit.

Can I customize the tour?
Yes, reviewers mention that guides are accommodating and adaptable, with some stops being flexible based on your interests or mobility needs.

What should I bring?
Comfortable shoes, sun protection, and perhaps a camera for all those scenic views and photo opportunities.

Is this suitable for cruise passengers?
Absolutely. Many reviews highlight how this tour is perfect for short port visits, offering a comprehensive look at Santorini’s highlights within the limited time.

In summary, this private highlights tour with wine tasting provides a balanced, authentic, and enjoyable way to experience Santorini’s beauty and culture, making it a worthwhile investment for your visit.