Santorini Private 10 Wine Tastings with Dinner & Oia Sunset

If you’re dreaming of a luxurious yet laid-back day in Santorini, this private 10 wine tastings with dinner and Oia sunset tour might just be what you’re looking for. From personal vineyard visits to savoring local wines paired with traditional Greek dishes, it promises a mix of indulgence and culture. We’ve looked into what makes this experience stand out, and here’s what you need to know before booking.

Two things we love about this tour are the opportunity for a personalized experience—since it’s private, you won’t be sharing your tastings with strangers—and the chance to enjoy some truly spectacular views, especially at sunset in Oia. Plus, the inclusion of a delicious Greek lunch with local wines makes it feel more like a full-day treat rather than just a tasting.

A possible consideration is the price point, at nearly $300 per person. While that might seem steep, it includes visits to two wineries, a museum, transportation, and a full meal. For wine lovers keen on quality and intimacy, it’s often worth the splurge. It’s particularly well-suited for those who enjoy good wine, stunning scenery, and a relaxed pace without rushing from place to place.

This experience is best for travelers who want a comprehensive, wine-focused day in Santorini, with the convenience of private pickups and a curated itinerary. If you’re after a mix of wine, food, and scenic charm, this tour can provide a well-rounded taste of the island.

Key Points:

• Private group ensures a tailored experience
• Includes visits to two wineries and a local wine museum
• Delicious Greek lunch paired with wine enhances the tasting
• Beautiful Oia sunset viewing is a highlight
• Pickup and drop-off make the day seamless
• Approximate duration of 5.5 hours fits comfortably into a day

An In-Depth Look at the Santorini Private Wine Tour

When considering a wine tour in Santorini, what stands out here is how much is packed into a relatively short window—around five and a half hours of relaxed exploration, tastings, and sightseeing. For travelers who prefer to keep things intimate and customized, this private tour is a smart choice. It’s designed for those who want a curated experience rather than a crowded group excursion.

The Itinerary Breakdown

Start at Artemis Karamolegos Winery:
Your day kicks off here, where you’ll learn about the island’s volcanic wines. Santorini’s unique terroir gives the wines a distinct character—think mineral-rich, crisp, and perfect for pairing with local dishes. Walking through ancient vineyards and exploring traditional wineries, you’ll get a sense of the island’s winemaking history. The tasting here includes Santorini Assyrtico and a delightful dolmadakia—vine leaves stuffed with herbs—and dill yoghurt.

The reviews praise the knowledgeability of guides like George, who makes the experience feel personal and educational. One reviewer noted, “We learned a lot from the wineries and meals,” which hints at how much insight you’ll gain during the tastings.

A Visit to Oia:
Next, you’ll have about an hour in the charming town of Oia, just 11 km from Fira. Walking through this pedestrian-friendly village, you’ll admire the iconic blue domes, captains’ houses, and the laid-back, scenic vibe that makes Oia famous. It’s a perfect spot to snap photos of the sunset or just enjoy wandering along the narrow streets. The quiet, picturesque atmosphere here contrasts with the vineyards and adds a relaxed element to your day.

Touring the Wine Museum Koutsogiannopoulos:
The highlight for many is the visit to this museum, which offers a deeper dive into the island’s winemaking traditions. With about an hour and a half here, you’ll uncover exhibits and stories from the past, getting a glimpse into what life was like for local winemakers. Visitors often find this part both educational and visually engaging, giving context to the wines tasted earlier.

The Food & Wine Pairings

The pairing of food and wine is thoughtfully curated. The Aidani wine, paired with marinated anchovies and spinach salad, balances flavors beautifully. Genuinely, the meal is more than just a snack—it’s an experience with dishes like grilled grouper with capers and stuffed zucchini, all complemented by local wines. The chocolate lollipop paired with Vinsanto sweet wine is a decadent finish that many reviews rave about.

The Scenic Sunset View

No Santorini experience is complete without a sunset view, and this tour’s inclusion of Oia’s sunset spot is a big selling point. Reviewers describe it as “fabulous” and “unbelievable,” appreciating the carefully chosen location that offers unbeatable views. It’s an ideal finale—sipping wine as the sun dips below the horizon, creating a picture-perfect moment.

Convenience and Comfort

What we appreciate is the smooth logistics—pickup and drop-off are included, removing stress and making the experience more enjoyable. The entire tour is private, so your group can move at your own pace, ask questions, and truly soak up each stop. The timing—about 5 and a half hours—fits well into a day without feeling rushed.

Value for Money

At nearly $300 per person, the cost might seem high at first glance. But when you consider the private transportation, multiple wine tastings, museum visit, a full Greek lunch, and the scenic Oia sunset, it offers a comprehensive package. Many travelers who value quality over quantity find this to be a worthwhile splurge, especially given the personalized service and exclusive access.

What Past Guests Say

Multiple reviews highlight the professionalism and friendliness of guides like Fani and Nicoletta, who make the entire journey personable and memorable. One reviewer mentioned, “Fani made the experience very personable for our family,” emphasizing the tour’s tailored feel. Others loved the “delicious wines and food,” confirming that the quality lives up to expectations.

Who Should Consider This Tour?

This private wine tasting tour is ideal for couples, friends, or small groups wanting an in-depth, relaxed day on Santorini. If you’re passionate about wine and enjoy pairing it with local cuisine, you’ll find this experience both educational and enjoyable. It’s suited for travelers who don’t mind paying a premium for comfort, personalization, and a well-rounded sightseeing and tasting adventure.

Those who prefer a fast-paced or very budget-friendly option might want to explore other tours, but if a personalized, scenic, and indulgent day sounds appealing, this one hits the mark.

FAQs

Is this tour suitable for my family or children?
While the experience is mainly focused on wine and food, it’s more tailored for adult guests. However, the quiet, scenic stops like Oia could be enjoyable for older children or teens if they’re interested in walking around and sightseeing.

Are pickups included?
Yes, the tour offers pickup and drop-off, making it easy to start and end your day without worrying about transportation.

How long does the tour last?
You should plan for about 5 hours and 30 minutes, which comfortably includes all stops, tastings, and lunch.

Do I need to book in advance?
Most travelers book about 99 days ahead, so if you have specific dates in mind, it’s wise to plan early.

What is the cost per person?
The price is $297.03, which covers wine tastings, lunch, transportation, and museum entry.

What happens if the weather is bad?
The experience requires good weather; if canceled due to conditions, you’ll be offered a different date or a full refund.

Final Thoughts

This private Santorini wine tour offers a well-balanced mix of wine, food, and stunning scenery, all in a personalized setting. It’s perfect for those who want a slow-paced, intimate day that blends tasting, learning, and sightseeing into one memorable experience. If you value quality, expert guides, and gorgeous views, this tour will likely meet or exceed your expectations.

It’s a great pick for wine lovers, honeymooners, or anyone wanting to add a touch of elegance and local flavor to their Santorini trip. Just remember it’s a bit of a splurge, but for many, the combination of private VIP treatment, beautiful vistas, and delicious wines makes it a worthwhile investment.