Santorini Highlights Tour with Wine Tasting option

Santorini’s charm is undeniable, with its iconic blue domes, dramatic cliffs, and historic sites. While many travelers dream of exploring this Greek island, doing so independently can be overwhelming given its winding roads and popular spots. That’s where the Santorini Highlights Tour with Wine Tasting steps in—offering a well-organized, small-group experience that combines sightseeing, history, and a taste of local wines.

From what we’ve gathered, this tour is praised for its knowledgeable guides, stunning panoramic views, and excellent value for what’s included. You get to cover many of the island’s most famous spots without the stress of planning or driving. The optional wine tasting adds a delicious local flavor, making the day even more memorable.

That said, it’s a fairly full itinerary—so if you’re after a super relaxed, unstructured day, this might feel a bit rushed. But if you’re eager to see the highlights with expert guidance, this tour hits the sweet spot. Perfect for first-timers, small groups, or anyone short on time but wanting a rundown.

Good To Know

• Small-group experience ensures personalized attention and a comfortable pace.
• Expert guides enhance your understanding of Santorini’s history and culture.
• Stunning views and photo opportunities at Oia, Pyrgos, and other scenic stops.
• Optional wine tasting at a renowned winery showcases local volcanic flavors.
• Full-day options include visits to Akrotiri Excavations, Red Beach, and Emporio Village.
• Convenient transportation and hotel pickup make logistics effortless.

You can check if your dates are available here:

A Deep Dive into the Santorini Highlights Tour

The Overall Experience

This tour promises a comprehensive yet manageable overview of Santorini’s most celebrated sights. Whether you choose the classic 4.5-hour tour or the full-day 7-hour adventure, you’ll be looked after by a professional tour leader and a comfortable, air-conditioned vehicle. The small group size—typically 6-12 guests—means more interaction, fewer crowds, and space to ask questions or soak in the views at your own pace.

One thing that stands out from reviews is how guides like Sofia, Nikolaos, and Kostas elevate the experience. Guests consistently mention their knowledge, friendly approach, and ability to personalize the tour—sometimes improvising to suit specific interests, especially if they have just a short time or particular focus.

Itinerary Breakdown

Pickup and First Stops

Starting with your pick-up from one of 15 locations across Santorini, the tour is designed for maximum convenience. The journey begins with a scenic drive, giving you a taste of the island’s diverse landscapes before reaching the first major stop—Oia.

Oia: The Icon of Santorini

Expect about 75 minutes exploring Oia’s iconic whitewashed streets, blue-domed churches, and spectacular caldera views. Guests love the chance to take magazine-worthy photos and enjoy some free time to shop or grab a coffee. As one reviewer noted, “Sofia was an incredible guide. We really enjoyed our evening with her. She got to know all our names, shared great bits of information, and even recommended a great restaurant to us!”

Prophet Elias Monastery: Panoramic Views

Next is a guided tour and photo stop at the Prophet Elias Monastery, perched at the island’s highest point. Here, the views stretch across the volcano, and visitors often comment on how this stop feels like a snapshot of the whole island in one glance.

Pyrgos Village: Medieval Charm

A one-hour visit to Pyrgos allows you to wander its narrow alleys, enjoy scenic vistas, and absorb an authentic vibe away from crowds. Reviewers mention that guides like Kostas or Nikolas make this stop particularly engaging, sharing insights into the village’s history and architecture.

Additional Highlights for Full-Day Tour

For those opting for the full-day experience, the itinerary includes:

• Akrotiri Excavations: The ancient Minoan city buried by volcanic ash offers a glimpse into Santorini’s deep past. Entry costs an additional €20, but many find the site well worth it. Reviewers say their guides tailor the experience, often sharing fascinating facts about the ruins and volcanic history. One guest shared, “Our guide was very knowledgeable and went out of her way to ensure we saw everything of interest even if it wasn’t on the official list.”

• Red Beach: Known for its striking volcanic cliffs, Red Beach is a must-see for its vivid colors and dramatic setting. You’ll enjoy photo opportunities and a taste of volcanic nature.

• Emporio Village: This medieval-style village with its Venetian castle offers a peaceful walk through history. Reviewers highlight that wandering here feels like stepping back in time, away from the tourist crowds.

Wine Tasting: A Local Flavor

Adding wine tasting for €20 per person is a highlight for many guests. The tasting typically takes place at a renowned winery with views over the island or caldera, allowing you to sample volcanic wines while soaking in the scenery. Multiple reviews praise guides like Sofia for their local knowledge and the quality of the wines, which showcase Santorini’s volcanic terroir.

More Great Thing To Do Nearby

Transportation and Group Size

Travel logistics are seamless. The tour includes hotel pick-up and luxury transportation. Guests often mention how comfortable and clean the vehicle was, making the long drives between stops enjoyable rather than tiring. The small group size fosters a relaxed atmosphere, allowing for personal interactions and easier photos.

Duration and Flexibility

• The Classic Tour lasts about 4.5 hours, perfect if you’re on a tight schedule.
• The Full-Day Tour runs up to 7 hours, ideal for those who want a more immersive experience.

Most travelers find the timings flexible, with departures available throughout the day. The tours operate in all weather conditions—so don’t forget your sunhat or raincoat depending on the forecast.

The Value for Money

At first glance, the price might seem high, especially considering optional extras. But when you factor in hotel pickup, luxury transportation, expert guides, entrance fees, and the opportunity to visit multiple major sites comfortably, the cost is justified.

Guests like Annette appreciated that their private tour experience, especially when it was a last-minute booking, felt personalized and stress-free. The reviews highlight how guides go beyond just showing sights—they share stories, suggest photo spots, and tailor the experience, making every euro count.

The optional wine tasting at €20 is seen as a worthwhile addition considering its quality and the ambiance of the setting. It’s a chance to relax and enjoy some of the island’s best volcanic wines, often paired with stunning sunset views.

What Travelers Should Know Before Booking

• Comfortable shoes and sun protection are essential, as walking and outdoor exposure are involved.
• The tour operates rain or shine, so dress accordingly.
• Children are welcome but must be accompanied by an adult—note that some walking is involved.
• Pets, smoking, and unaccompanied minors are not permitted.
• Pickup is from various locations, but if you’re arriving via Fira’s Old Port, you’ll need to meet at the cable car top station or the new port.

Final Thoughts

This tour offers a balanced blend of scenic beauty, historical insight, and local flavors. It’s especially suited for first-time visitors who want to see the highlights without feeling rushed, and for those who appreciate knowledgeable guides who make every stop meaningful.

The small group setting and luxury transportation make for a comfortable experience, while the optional wine tasting adds a delightful local touch. Reviewers consistently praise the friendly guides and the stunning viewpoints, making this tour a practical choice for maximizing your time on Santorini.

If you’re after a well-organized, engaging, and picturesque day that blends history, views, and a taste of local wine, this tour hits all the marks. It’s particularly valuable for travelers who want a structured yet personal experience, guided by experts passionate about sharing their island.

FAQ

How long does the tour last?
The Classic Tour runs about 4.5 hours, while the Full-Day Tour extends to around 7 hours, depending on the stops and pace.

What is included in the price?
Your price covers hotel pickup, transportation in a comfortable air-conditioned coach, a local tour leader, bottled water, taxes, and fees. Entrance fees to sites like Akrotiri are optional and not included (€20), and wine tasting costs €20.

Can I customize the tour?
While the itinerary is fixed, guides often tailor the experience based on group interests, especially if you book privately or have specific priorities.

Is this tour suitable for children?
Children are welcome but must be accompanied by an adult. Be aware that there’s some walking and outdoor exposure involved.

What should I bring?
Comfortable shoes, sun protection (hat, sunglasses, sunscreen), a camera, and possibly a jacket for cooler evenings or weather changes.

Are there any physical limitations?
The tour involves some walking and standing, so it’s not ideal for those with back problems or mobility issues. Wheelchair users might find it challenging.

What if it rains?
The tour operates rain or shine, so dress accordingly. Some sites may be more enjoyable in good weather, but guides will adapt the experience.

How do I confirm pickup details?
After booking, you’ll receive contact information for your guide or the tour operator, who will confirm your pickup location and time. If you’re not reachable, you can meet at a central point outside the Fira bus station.

In short, the Santorini Highlights Tour with Wine Tasting offers a well-rounded, engaging day on the island. It’s a fantastic way to see the best sights, learn about the history, and indulge in local wines—all without the hassle of planning and navigating on your own. Whether you’re a first-timer or returning visitor, this tour promises a memorable slice of Santorini’s magic.

You can check if your dates are available here: