Santorini Highlights Tour with Wine Tasting option

If you’re planning a trip to Santorini and want a way to see the island’s most stunning sights without the hassle of navigating yourself, the Santorini Highlights Tour with Wine Tasting offered by Argyros Travel could be just what you need. With a solid 4.9-star rating based on 67 reviews, this tour promises to hit all the key spots in a manageable timeframe, making it perfect for those on a tight schedule or anyone who prefers a structured, guided experience.

What we love about this tour is how it combines breathtaking views, historical insights, and authentic local flavors. The small group size ensures personalized attention from guides like Sofia, Kostas, or Nikolas, who are often praised for their passion and extensive knowledge. The optional wine tasting adds a relaxed, indulgent touch that showcases Santorini’s volcanic wines—an experience we think many travelers will appreciate. A possible consideration is that the tour involves some walking and standing, so comfortable shoes are a must.

Whether you’re new to Santorini or seeking a well-rounded introduction, this tour is especially suited for travelers who want a mix of sightseeing, culture, and local flavor without feeling rushed.

Key Points

• Expert Guides: Guides are often highlighted as knowledgeable, personable, and passionate about sharing the island’s stories.
• Flexible Options: Choose between a short Classic Tour or an extended Full-Day Tour to suit your available time.
• Stunning Stops: Visit top sights like Oia, Pyrgos, Akrotiri, Red Beach, and Emporio Village.
• Authentic Experiences: Enjoy insightful commentary, scenic views, and an optional wine tasting to indulge your senses.
• Comfort & Convenience: Small groups (6-12 guests), luxury transportation, hotel pick-up, and a well-organized itinerary.
• Authentic Local Flavor: Learn about Santorini’s history, architecture, and wine, offering a genuine taste of the island.

You can check availability for your dates here:

An In-Depth Look at the Tour Experience

The Itinerary Breakdown

The tour begins with convenient hotel pickup from over 15 locations, ranging from the airport to popular resorts and towns like Oia and Kamari. This makes it easy to join without extra logistical stress. After a brief coach ride, you’ll start exploring Santorini’s iconic sights.

Strolling Through Oia

The first major stop is Oia, famous for its whitewashed buildings and blue-domed churches. Guides often take you on a guided walk, sharing stories behind the architecture and offering plenty of opportunities for photos. Reviewers mention guides like Sofia, who are excellent at snapping pictures and giving insightful commentary. Free time allows you to wander at your own pace, perhaps grabbing a coffee or small snack in the village.

Scenic Drive to Prophet Elias Monastery

Next, a short drive takes you to Prophet Elias Monastery—the island’s highest point. The stop offers panoramic views of Santorini’s caldera and surrounding islands. Guides typically provide context about the monastery’s history and significance, making it a worthwhile photo and reflection stop.

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Exploring Pyrgos

A visit to Pyrgos introduces travelers to a well-preserved medieval village. Here, the walking is gentle but involves some uphill paths, so comfortable shoes are essential. Reviewers highlight the charming streets, scenic vistas, and the chance to learn about local architecture and history. A dedicated hour lets you soak in the atmosphere, take photos, and perhaps visit a local café.

Extended Highlights (Full-Day Option)

For those taking the 7-hour tour, the adventure continues with visits to Akrotiri Excavations, where ancient ruins reveal Santorini’s past (entrance not included, approx. 20 EUR). The Red Beach, with its volcanic cliffs and striking red sands, offers a dramatic backdrop for photos and leisurely exploration.

The tour also includes a stroll through Emporio, a medieval village with a Venetian castle, providing a glimpse into traditional island life away from more touristy spots.

Wine Tasting

An optional wine tasting session (additional 20 EUR) is a highlight for many. Set at a renowned winery, you’ll sample Santorini’s volcanic wines—think crisp whites and robust reds—that reflect the island’s unique terroir. Reviewers like Laura and Marina praise guides such as Sofia for making the tasting engaging and personal, often with insider tips on wine pairings and local vineyards.

Transportation & Group Size

The entire experience is conducted in an air-conditioned coach with small groups of just 6-12 guests, which enhances comfort and interaction. Many reviews emphasize how this setup allows for more personalized guidance and easier conversations with the guide.

Guide & Personal Touches

Tour guides consistently earn top marks for their enthusiasm, knowledge, and friendly approach. From sharing historical facts to giving local recommendations, guides like Nikolas and Kostas make the experience feel tailored and authentic. Reviewers mention how guides went above and beyond, even improvising to show guests things not on the official itinerary, or helping capture perfect photos.

Practical Considerations

• The tour lasts between 5.5 to 7 hours, depending on the option chosen.
• Comfortable shoes, sun protection, and a camera are essentials.
• The tour operates in all weather conditions, so dressing appropriately is wise.
• Included is hotel pick-up, bottled water, taxes, and fuel surcharge—offering good value for the comprehensive experience.
• Extra costs include the wine tasting (20 EUR) and Akrotiri entrance fee (20 EUR) if you opt for the full-day.

Authentic Experiences Backed by Review Insights

Many travelers have shared that the guides make or break the tour. For example, Joanne praises her guide for excellent photography, while Annette appreciated the flexibility and personal touch from her guide Jacob, especially as the only participant on her private tour. This small-group or private experience often results in more tailored sightseeing, with guides willing to adjust the schedule based on your interests.

Reviewers also mention the quality of transportation — fresh, clean vehicles that add to the comfort of the day—and appreciate the timing and logistical planning that ensures smooth transitions between stops.

The wine tasting at a renowned winery is frequently described as a relaxing, flavorful highlight. Some reviewers also love the stunning views from different vantage points, especially during sunset or at the high vantage points like Prophet Elias Monastery.

Overall Value

Considering the included transportation, expert guides, multiple key sites, and optional wine tasting, this tour offers solid value. It’s particularly recommended for travelers who want a comprehensive yet relaxed overview of Santorini without feeling overwhelmed or rushed.

Who Will Love This Tour?

This experience is ideal for those who appreciate local culture, scenic beauty, and a touch of luxury. It suits first-time visitors eager to tick off major sights in a manageable day, or anyone who wants an insider’s perspective on Santorini’s history and flavors. The small group setting and knowledgeable guides make it perfect for travelers who value personalized attention and authentic insights.

If you prefer a flexible, engaging, and well-organized tour that balances sightseeing with relaxation, this is a strong choice. It’s also a good pick for those interested in wine, photography, and local stories.

FAQ

How long is the tour?
The tour lasts between 5.5 and 7 hours, depending on whether you choose the Classic or Full-Day option.

Are hotel pickups included?
Yes, hotel pickup is included from over 15 locations, which makes starting the day easy and stress-free.

What is included in the price?
The price covers transportation, a local guide, bottled water, taxes, and fees. Extras like wine tasting (20 EUR) and Akrotiri entrance (20 EUR) are paid separately.

Can I customize the tour?
While the itinerary is set, guides are known for being flexible, especially in private tours, and can sometimes adjust based on your interests.

Is this tour suitable for children?
Children must be accompanied by an adult, and some walking is involved, so comfortable shoes are recommended. It’s not suitable for people with back problems or wheelchair users.

What should I bring?
Bring comfortable shoes, sunglasses, sun hat, camera, sunscreen, and a jacket just in case.

Is the tour available in languages other than English?
The tour is conducted in English, and guides are often very fluent and engaging.

What if I have a delayed flight?
The tour is flexible with cancellation up to 24 hours in advance. If you’re delayed, contact the provider for rebooking options.

Can I join the tour if I’m staying outside the pickup zones?
Yes, there’s an alternative meeting point at the top station of the cable car or the new port. For those not responding to emails, the central meeting point outside the Fira bus station is also available.

The Santorini Highlights Tour with Wine Tasting offers a well-rounded, fun, and educational way to see the best of this iconic island. With expert guides, scenic stops, and the option to indulge in local wines, it balances sightseeing with authentic local experiences. The small-group format ensures personalized attention, making it perfect for travelers seeking comfort, insight, and memorable moments.

This tour is especially suited for first-timers or those who want a structured yet flexible introduction to Santorini. If you’re after views, culture, and a taste of local wine without the stress of planning every detail, this experience hits the right notes. Just remember to wear comfortable shoes and bring your camera—many stunning photo opportunities await.

Whether you’re short on time or want a comprehensive day tour, this excursion delivers a satisfying glimpse into Santorini’s beauty, history, and flavors—all with a friendly, knowledgeable guide leading the way.

You can check availability for your dates here: