Santorini Private Romantic Tour with Dinner & Wine Tasting

A Delightful Day Exploring Santorini: Private Romantic Tour with Dinner & Wine Tasting

When you think of Santorini, pictures of whitewashed buildings, blue-domed churches, and sunsets that seem almost too perfect come to mind. This private 6-hour tour offers an intimate way to enjoy those sights, with the added bonus of private transportation, wine tasting, and a sunset dinner. For around $326 per person, you get a carefully curated experience that balances sightseeing, authentic tastes, and quiet romantic moments—perfect for couples or anyone wanting a personalized taste of the island.

What we love about this experience is how it combines stunning views with expert guiding, making sure you see the best without the hassle of navigating crowds or traffic. Plus, the inclusion of local wine and a sunset dinner offers a genuine taste of Santorini’s culinary charm. The only point to consider is that, being a private tour, this might be pricier than group options, but we think the personalized feel makes it worth every euro.

This tour suits travelers who want a romantic, relaxed day with plenty of photo opportunities, and those keen to learn from knowledgeable guides about Santorini’s highlights. If you’re celebrating something special or simply want a memorable day tailored to your pace, this tour might be just what you’re looking for.

• Personalized experience with private transportation and guide
• Stunning views from iconic spots like Oia and the caldera
• Wine tasting at Santo Wines with local delicacies included
• Beautiful sunset at a secluded spot with a complimentary bottle of wine
• Authentic dining at a seaside taverna featuring local Greek dishes
• Flexible, well-paced itinerary avoiding the busiest hours

If you’re visiting Santorini and crave an experience that balances scenic beauty, authentic flavors, and intimate moments, this tour is a strong contender. At around $326, it demands a bit of a splurge, but what you get is a well-organized day that takes you beyond the typical cruise ship stops or crowded viewpoints.

This experience made our article of Which Santorini Dining Experiences To Choose? We Rank The 15 Best.

Starting in Oia – The Iconic Village

Your day begins in Oia, often called the most photographed village in Greece. Here, you’ll wander narrow alleys lined with whitewashed homes, and pause in front of the famous blue-domed churches that make postcards so colorful. One review mentions that the guide, Evans, “got us to a couple” of spots early enough to beat the crowds, making it easier to enjoy those famous views without the sea of travelers.

What makes Oia special? Its atmosphere feels like a movie set, quiet and charming, with plenty of opportunities for memorable photos. The walk through Oia’s streets is gentle but packed with picture-perfect vistas—definitely a highlight.

Firostefani & Blue Dome Church – The Classic Snapshot

Next, you’ll visit Three Bells of Fira, just a short drive away. Here, panoramic views of the caldera and volcanic islands provide another chance for that classic photo. One guest mentioned that the guide “got us quickly to Oia, beating most of the crowd,” making the entire experience more relaxed.

Santo Wines Winery – A Toast to Santorini

The centerpiece of the tour is the visit to Santo Wines Winery. Perched on the western cliffs, the winery offers a spectacular setting to sample four local wines paired with cheeses, salami, olives, and tomato paste. It’s not just about tasting; it’s about soaking in the breathtaking views of the volcano and caldera.

Guests consistently praise the wine experience—one reviewer called it “an experience made for romance.” The guide’s knowledge shines here, helping guests appreciate the local varieties and pairing them with authentic Greek bites.

The Heart of Santorini – A Natural Rock Formation

After wine tasting, you’ll visit the Heart of Santorini, a natural rock formation that resembles a heart, making it an ideal place for a quiet pause with your loved one. Below, the Saint Nicholas Chapel offers a picturesque backdrop—another spot that many reviewers said would be a perfect setting for a special photo or a tender moment.

Red Beach – A Scene from a Different Planet

Next up is Red Beach, famous for its vivid red cliffs and volcanic terrain. The stark landscape makes it a photographer’s dream, and one review mentions that these “otherworldly” cliffs are a must-see. You won’t have long here—about 15 minutes—but it’s enough to snap some unforgettable photos.

Dinner at a Hidden Taverna – Local Flavors by the Sea

One of the most memorable parts of this tour is the dinner at a family-run seaside taverna. Located just steps from the water, the restaurant serves Santorini salad, fava, tomato fritters, grilled fish or steak, and homemade bread, all paired with house-made wine. Guests describe this as “the most memorable dinner of your trip” because of its serene, authentic ambiance.

Sunset at Megalochori – A Romantic Finale

As the sun begins to dip, you’ll be taken to a secluded spot in Megalochori. Here, the crowd thins out, allowing you to savor Santorini’s legendary sunset with a complimentary bottle of local wine. It’s the perfect moment to reflect, take photos, or simply enjoy the peaceful surroundings.

Transport and Comfort: Traveling in an air-conditioned vehicle with WiFi and bottled water means you stay comfortable and connected. The private nature of the tour ensures a relaxed pace and flexibility, especially when stopping for photos or a quick chat with your guide.

Expert Guides & Authentic Insights: Guests consistently praise the guides—Xenofon, George, Evans—for their knowledge and attentiveness. They not only show you the sights but often help you capture great photos, making your experience more memorable.

Taste of Local Life: The wine tasting and dinner are genuine highlights. You’ll savor local varieties and dishes, creating an authentic flavor of Santorini beyond just sightseeing.

Capturing Romantic Moments: Whether it’s a shot in front of the Blue Dome Church, a toast at the winery, or a quiet sunset, this tour emphasizes creating moments you’ll cherish.

The Value of the Experience

While at over $300 per person, this tour is on the higher end, the value comes from the personalized experience, expert guides, and the seamless combination of sightseeing, tasting, and relaxing. Many reviews mention that the tour “beat the crowds” and took them to hidden or less-visited spots, which adds genuine value.

Possible Drawbacks

The main consideration is the cost, which might be steep for some budgets. Also, since it’s a private tour, it might not suit travelers seeking a more budget-conscious or group-oriented experience. The duration is around 6 hours, so it’s best for those who want a full, immersive day without rushing.

This experience is ideal for couples celebrating a special occasion, honeymooners, or anyone wanting a personalized, relaxed day filled with beautiful sights and memorable tastes. It’s perfect if you prefer a romantic atmosphere with fewer crowds and more intimate moments. The knowledgeable guides and curated itinerary make it a good choice for travelers who want to learn a bit about the island without spending hours figuring out what to see and do on their own.

In the end, this Santorini Private Romantic Tour offers a well-rounded, heartfelt glimpse of the island. You’ll see the most iconic sights like Oia and the caldera, enjoy authentic wine and local dishes, and experience a beautiful sunset in a quiet spot. The private nature means you get your own pace, personalized attention, and a chance to truly connect with the island’s beauty and charm.

If you’re seeking a romantic, memorable day with exceptional views, authentic flavors, and expert guidance, this tour checks all the boxes. It’s a little pricey, but when you consider the quality, comfort, and special moments you’ll create, many travelers find it to be a valuable investment in their Santorini experience.

What is included in the tour?
The tour includes private transportation in an air-conditioned vehicle, WiFi on board, bottled water, a full dinner at a local taverna, wine tasting at Santo Wines, and a bottle of local wine during sunset. A driver/guide is also part of the experience.

How long does the tour last?
The experience lasts approximately 6 hours, starting at 2:00 pm, with stops at various scenic and cultural sites.

Can I cancel this tour?
Yes, you can cancel free of charge up to 24 hours before the scheduled start time, and you’ll receive a full refund.

Is the tour suitable for all travelers?
Most travelers can participate, and service animals are allowed. It’s suitable for those who enjoy scenic drives, light walking, and tasting local foods.

Are there any additional costs?
Personal expenses, tips, or optional activities are not included. If arriving by cruise ship, the cable car ticket (~6 euro) is not included.

Do I need to book in advance?
Yes, on average, this tour is booked 72 days in advance, indicating high demand among visitors wanting a personalized Santorini experience.

What should I wear or bring?
Comfortable clothing, sun protection, and a camera are recommended. The tour provides hand tissues and maps for convenience.

Whether you’re after a romantic escape, a guided tour with authentic flavor, or simply want to see the best of Santorini without the hassle, this private experience offers a memorable, well-organized day on one of Greece’s most beautiful islands.