Sunset Santorini Island Tour With Wine Tasting at Santo Wines

If you’re planning a trip to Santorini and want a well-rounded, personal experience of the island’s most photogenic spots and charming villages, this Sunset Santorini Island Tour with Wine Tasting at Santo Wines might just be worth considering. This private half-day adventure promises a blend of scenic views, cultural stops, and a memorable sunset, all tailored to your pace.

What we truly appreciate about this tour is its emphasis on personalized service—you’re not just part of a large group, but with your own guide and private transportation. Plus, the chance to enjoy a first-row sunset view at Santo Wines with a glass of sparkling wine and a cheese platter definitely sounds like a highlight.

However, a potential consideration is the timing—the tour starts at 4 pm, which is perfect for catching sunset, but might feel rushed if you’re hoping for a full day’s exploration. This experience seems best suited for travelers seeking a relaxed, immersive snapshot of Santorini, especially if they want to skip the crowds and enjoy some luxurious touches.

Key Points

• Private, personalized experience with your own guide
• Includes a sunset wine tasting at Santo Wines with stunning views
• Visits iconic villages like Oia, Pyrgos, Megalochori, plus beach time at Vlychada
• Flexible itinerary allowing for a relaxed pace
• Ideal for travelers wanting a blend of scenery, culture, and wine
• Booking well in advance (about 10 days) is recommended due to popularity

An In-Depth Look at the Santorini Private Half-Day Tour

What’s Included and How It Works

This tour offers private transportation—so no sharing space with strangers—and a knowledgeable guide who’s there to bring the island’s highlights to life. Starting at 4 pm, it’s designed to give you plenty of time to soak in the breathtaking views and enjoy a leisurely afternoon. The cost of $239.56 per person might seem steep, but it includes several key features: delicious bottled water, a first-row sunset table at Santo Wines, and a cheese and cold cuts platter—all adding up to a more refined, relaxed experience.

What the Tour Looks Like

The day begins in Oia, arguably the most iconic spot on the island, famous for its whitewashed buildings and stunning sunsets. Spending about an hour here, you’ll get a solid taste of the town’s charm. The Firostefani stop offers a quick photo opportunity at the famous Blue Dome Church, a perfect shot for your travel album.

Next, you’ll explore Imerovigli, perched at the edge of the Caldera—another postcard-worthy location where light and scenery combine beautifully. It’s a brief stop, but enough to appreciate Santorini’s dramatic landscape.

From there, the tour takes you to Pyrgos, which provides sweeping views of Mt. Prophet Elias—the island’s tallest peak—and the chance to enjoy some panoramic vistas. A longer 45-minute stop here lets you really breathe in the scenery, and many find this quiet spot a nice contrast to busier villages.

Megalochori offers an authentic taste of local life. Walking through this traditional village, you’ll see its charming streets and local architecture—an excellent way to understand the island’s quieter, more genuine side.

The Perissa Black Sand Beach gives you an opportunity to relax or take a quick dip, with the added option to visit a local winery, making this stop versatile for those wanting some beach time or a sip of local wine.

The highlight? The sunset at Santo Wines. You’ll be seated at a first-row table with a view over the caldera, enjoying a glass of sparkling wine and snacks as the sun dips into the sea. It’s a serene, picture-perfect moment that many travelers cherish.

The Real Value of This Tour

What makes this experience stand out is the personalized touch—your guide, your pace, your view. The review from a past traveler highlights how Stratos, the guide, made them feel like family, which speaks volumes about the level of service. The fact that the tour is private means you can customize certain stops or linger longer if you wish.

Considering the cost, you’re paying for a luxury experience—private transport, a dedicated guide, premium sunset seating, and wine tasting. If those are features you value, you’ll find this offers good overall value, especially since it’s curated to avoid the typical crowded tourist spots.

The Itinerary Breakdown: What You Can Expect

Oia

You’ll start your adventure in Oia, quickly soaking in its world-famous views and architecture. Although only an hour here, it’s enough to snap some memorable photos and appreciate the quiet beauty of the town. This stop is perfect for those who love classic Santorini scenery.

Firostefani & Imerovigli

Both these stops are about capturing the quintessential caldera views. The Blue Dome Church in Firostefani is an iconic photo spot, and Imerovigli’s vantage point provides dramatic scenery. You’ll get around 30 minutes at each, enough to enjoy the scenery and take pictures.

Pyrgos

A highlight for many, Pyrgos offers a less touristy, more local vibe. The panoramic vistas of Mt. Prophet Elias make this a memorable stop. The 45-minute duration ensures you have time to explore the charming streets and take in the views.

Megalochori

Walking through this village feels like stepping back in time. It’s a peaceful, authentic spot that allows you to see how local residents live. This stop is great for wandering and photography, and the 45-minute window gives you enough time to soak it in.

Perissa Black Sand Beach

Relax on the unique volcanic sands or visit a nearby winery—this stop balances leisure and cultural experience. The 30-minute slot is tight but sufficient for a quick walk or a wine tasting.

Santo Wines Sunset

The grand finale is the sunset view from Santo Wines. Expect to be seated at a premium table with a first-row view, enjoying sparkling wine and a cheese platter. Many reviews highlight this as a standout moment—a perfect way to end the day with stunning scenery and good wine.

Why This Tour Might Be Perfect for You

If you’re someone who appreciates a personalized experience, values scenery and local culture, and wants to avoid the hustle of large tour groups, this private tour offers a laid-back, curated look at Santorini. The combination of village visits, beach time, and scenic viewpoints means you get a good mix of sightseeing, relaxation, and indulgence.

For travelers wanting to capture iconic views without the stress of navigating on your own, the tour’s guides are praised for their warmth and knowledge. The sunset at Santo Wines is a particular highlight, especially if you love wine and beautiful vistas.

However, keep in mind that the timing starts late in the afternoon, so it’s more suited as a half-day experience—not a full-day adventure. If you prefer to explore on your own or have more time, you might find this slightly limited in scope.

The Sum Up

This Sunset Santorini Island Tour with Wine Tasting offers a thoughtfully curated way to see some of the island’s most photogenic spots while enjoying a relaxing sunset with wine. Its private nature, combined with the knowledge of guides like Stratos, makes it a compelling choice for travelers seeking a personal, luxurious experience.

It’s especially well-suited for those who want a balanced itinerary—covering scenic villages, a beach, and a memorable sunset—without the rush of larger group tours. The added touch of wine tasting at Santo Wines elevates the experience, making it ideal for travelers looking to indulge a little while soaking in the island’s beauty.

If you cherish authentic views, personalized service, and an easy-going pace, this tour could be a great fit. Just remember, it’s best booked in advance, as this experience is popular among visitors wanting that special Santorini moment.

FAQ

Is this tour suitable for travelers with mobility issues?
Because the tour involves walking through villages and some scenic stops, it might not be ideal for those with mobility challenges. However, the private transport makes it easier to access certain viewpoints.

What is included in the price?
The cost includes private transportation, a guide, bottled water, a sunset table at Santo Wines, and a cheese and cold cuts platter. You also get a wine tasting.

Can I customize the stops?
This is a private experience, so your guide can likely accommodate some preferences, but the itinerary is designed to fit into about 5 hours.

Do I need to book far in advance?
Yes, bookings are typically made around 10 days ahead, as the tour is popular and fills up quickly.

What time does the tour start?
It begins at 4:00 pm, perfect for catching the sunset.

Is the tour family-friendly?
While the data doesn’t specify, the relaxed pace and scenic nature could suit families with older children. It’s best to check with the provider for specific age recommendations.

What if I cancel?
You can cancel up to 24 hours in advance for a full refund. Less than that, and the refund won’t be available.

This tour balances scenic beauty, cultural charm, and a touch of indulgence—perfect if you’re after a memorable, stress-free way to experience Santorini’s best sights.