Santorini: Private Sunset Tour with Wine Tasting and Dinner

Imagine strolling through iconic villages, sipping local wines with breathtaking views, and watching a sunset that feels like it was painted just for you. That’s what this Santorini private sunset tour promises—a perfectly curated blend of scenic stops, authentic tastes, and unforgettable moments. Offered by Santorini Island Tour, this six-hour experience is designed for couples, small groups, and anyone craving a romantic escape from the tourist crowds.

What really makes this tour stand out is the way it balances sightseeing with intimate experiences. From the picture-perfect alleys of Oia to a cliffside winery, every stop is chosen to evoke romance, awe, and a deeper connection to the island’s charm. And the cherry on top? A peaceful seaside dinner with local specialties and a sunset view that’s guaranteed to leave you speechless.

However, one thing to consider is that this is a private tour, which means a higher price point. It’s an investment in personalized, relaxed moments rather than a large-group rush. Trust us, if you value quality time, stunning scenery, and authentic tastes, this experience is worth every euro. It’s especially well-suited for couples celebrating a special occasion or anyone wanting a more intimate and detailed introduction to Santorini’s highlights.

Key Points

• Romantic Focus: Designed for couples, with sunset views and intimate settings.
• Authentic Experiences: Wine tasting at Santo Wines and a seaside local dinner.
• Beautiful Stops: Iconic villages like Oia and Firostefani plus unique spots like Red Beach.
• Flexible, Private Tour: Customizable pickup and a small group setting.
• Value for Money: Combines sightseeing, tasting, and dining for a comprehensive Santorini experience.
• Expert Guides: Knowledgeable hosts, such as Evans and George, enhance the journey with local insights.

A Guided Journey through Santorini’s Most Romantic Corners

If you’re dreaming of Santorini’s most photogenic spots without the crowds, this private tour hits all the right notes. It’s not just about ticking boxes but about soaking in the atmosphere—capturing the essence of the island’s charm.

We’ll start in Oia, the crown jewel of Santorini. Known worldwide for its blue-domed churches and narrow winding streets, Oia offers endless photo opportunities. Our guide will help you find those perfect angles, especially of the iconic churches and the caldera views that make this village so special. If you’ve seen countless postcards, you’ll understand why Oia remains a must-visit.

Next, we’ll visit Firostefani, a less crowded but equally scenic village right next to Fira. This is the spot for that legendary picture of the Blue Dome Church with the volcano in the background. We loved the way the guide pointed out lesser-known angles and hidden corners, making this stop feel like a personal photo shoot.

Wine Tasting at Santo Wines Winery

The highlight for many is the wine tasting experience at Santo Wines, perched on the cliffs on the island’s west side. The setting is spectacular—cliffside views of the caldera and the volcano. Here, we sampled four local wines, each paired with Greek delicacies like Graviera cheese, salami, and olives.

This isn’t just a tasting; it’s a chance to understand Santorini’s unique wine culture and the importance of local grapes. The guides, like Evans and George, are passionate and knowledgeable, often sharing fun facts and behind-the-scenes stories that keep the experience lively and personal.

One reviewer, Lynnette, mentions that Evans and George were “very knowledgeable and welcoming,” and they took her to “the perfect spots for pictures.” That kind of personal touch really elevates the experience, making the tasting more than just sipping wine—it’s about savoring the moment and learning about the island’s viticulture.

Discovering the Heart of Santorini

After wine, we head to the Saint Nicholas Chapel just below the cliffs, a naturally romantic spot perfect for photos with the volcano in the background. Our guide pointed out that this is one of the best places to capture the essence of Santorini’s romance.

The next stop is the Red Beach, famed for its volcanic landscape and striking red cliffs. It’s a quick photo stop but a chance to marvel at the island’s volcanic origins. The landscape here is unlike anything else you’ll see—ideal for memorable pictures.

A Local Seaside Tavern: The Dinner Experience

One of the tour’s most praised aspects is the dinner at a family-run tavern right on the water. The setting is peaceful and intimate, far from the busy tourist spots. The menu features local dishes like Santorinian salad, Fava, Tomatokeftedes (tomato fritters), and freshly grilled fish or steak. Accompanying the meal is homemade Greek wine, enhancing the authentic feel.

Guests consistently mention this as possibly the best dinner of their trip. The tranquility, combined with the delicious flavors and warm atmosphere, makes it a highlight. The fact that a complimentary bottle of wine is included during sunset adds a special touch, allowing you to toast to the view and your partner.

Watching the Sunset in Peace

As the tour winds down, you’ll head to Megalochori, a quieter village where you can settle in with a drink and enjoy the sunset away from the crowds. The guide will suggest the best spots to watch the sky turn vibrant shades of orange and pink—perfect for capturing those romantic photos.

One reviewer, Lynnette, highlights how Evans and George took her to the perfect spots for pictures, emphasizing their local knowledge—crucial for a memorable sunset experience. This part of the itinerary ensures you can enjoy Santorini’s most famous spectacle in a more private, relaxed setting.

Practical Details and What to Expect

Transportation & Timing: The tour includes hotel pickup and drop-off in an air-conditioned vehicle, making logistics stress-free. Starting times vary, so you’ll want to check availability. The six-hour duration ensures a leisurely pace, with enough time at each stop to soak in the atmosphere without feeling rushed.

Group Size & Guides: As a private experience, the group is small—just you and your companions—allowing for a personalized approach. Guides like Evans and George are praised for their friendliness and expertise, offering insights that enrich the experience and help you connect more deeply with the island.

Cost & Value: At $311 per person, this might seem steep, but considering the inclusion of wine tasting, dinner, private transportation, and personalized service, it offers good value for a curated, intimate experience in Santorini. For couples celebrating special occasions or those craving a romantic, relaxed day, it’s a worthwhile investment.

What’s Not Included: You’ll need to budget extra for items like the cable car ticket if arriving via cruise (around 6 euros). Personal expenses outside the tour are not covered but are minimal given the inclusive nature of the experience.

Authenticity and Review Highlights

Lynnette’s review captures the essence perfectly: “Evans and George were the perfect hosts—very knowledgeable and welcoming.” She appreciated their help in finding the best spots for pictures and felt the experience was tailored to her and her partner. Such personal touches make a difference on Santorini, where crowds can often dilute the magic.

Guests consistently praise the delicious local food and wine, with many noting that the dinner felt like a true taste of Santorini’s culinary soul. The quiet seaside tavern provided a sense of authenticity that larger, more commercial restaurants often lack.

Who Will Love This Tour?

This experience is ideal for couples seeking romance, small groups of friends, or anyone wanting a more personalized introduction to Santorini beyond the typical bus tours. It’s perfect if you value authentic local tastes, stunning scenery, and a relaxed pace. If you’re after a lively party atmosphere, this might not be the best fit, but if tranquility and intimacy are your priorities, this tour hits the mark.

The Sum Up

This private sunset tour in Santorini stands out for its combination of scenic beauty, authentic tastes, and personalized service. It’s tailored for those who want to experience the island’s romantic side without the hassle of large crowds. With a knowledgeable guide, a peaceful dinner by the water, breathtaking views, and a sunset that seals the day perfectly, it offers a well-rounded, memorable slice of Santorini life.

While the price might be a consideration, the experience’s quality makes it a worthwhile splurge—especially if you’re celebrating something special or simply want a more meaningful exploration of the island. For lovers of wine, scenic beauty, and authentic Greek hospitality, this tour is an excellent choice that promises both relaxation and memorable moments.

FAQ

Is hotel pickup included in the tour? Yes, the tour includes hotel pickup and drop-off from any preferred location in Thera, making logistics simple and stress-free.

How long does the tour last? The tour runs for approximately 6 hours, with the starting time available based on your schedule. It’s a leisurely experience designed to cover all highlights comfortably.

What’s the price per person? The tour costs $311 per person, which covers private transportation, wine tasting, dinner, and guided visits. It’s an investment in a highly personalized experience.

Are drinks included in the dinner? Yes, a local wine is included with the dinner, and a complimentary bottle of wine is provided during sunset, making the experience more special.

Can I cancel the tour? Yes, you can cancel up to 24 hours in advance for a full refund, providing flexibility if plans change unexpectedly.

What should I bring? Comfortable shoes are recommended, especially for walking through villages and photo stops. Other essentials like sun protection or a camera are advised for capturing the stunning scenery.

This carefully curated private tour offers a beautifully paced, authentic, and romantic introduction to Santorini, perfect for those looking to enjoy the island’s most scenic and tasty moments away from the crowds.