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Dorchester Center, MA 02124

Experience Santorini’s exceptional wines with breathtaking caldera views at Cavalieri estate. Enjoy a guided tasting of 7 wines in a tranquil, luxury setting.
Imagine sipping on top-quality Santorini wines while gazing out over the volcanic caldera, with the sea shimmering in the distance. That’s exactly what the Premium Wine Tasting at Cavalieri estate offers — a refined yet natural experience that combines excellent local wines with some of the best views on the island. This tour is praised for its knowledgeable guides, stunning scenery, and intimate atmosphere, making it a favorite among visitors who want a sophisticated taste of Santorini’s viticultural heritage.
One of the highlights we love is how personalized and relaxed the experience feels, thanks to the small group size and attentive service. However, an important consideration is that transportation isn’t included, so you’ll need to arrange your own way there. That said, this experience suits travelers who appreciate good wine, beautiful scenery, and a touch of luxury without the crowds. If you’re seeking an authentic, high-quality tasting that also offers a peaceful escape, this is a great choice.


Looking for more options in Imerovigli? Here are some other experiences worth considering.
The tour begins at the White Pearl Cavalieri estate, perched atop the caldera cliffs. The moment you arrive, you’re greeted with views that are impossible to beat—craggy volcanic formations, the deep blue sea, and the iconic Santorini sunset if you stay into the evening. Unlike more crowded wineries, Cavalieri’s estate feels private and almost exclusive, making it an ideal spot for those looking for tranquility alongside their tasting.
As you stroll through the vineyards, you’ll notice the unique ‘kouloura’ style of grape cultivation, a tradition particular to Santorini, where vines are trained into circular shapes to protect them from the intense sun and wind. This landscape, with its black lava rock, lends a rugged beauty to the setting and offers a sense of connection to the island’s volcanic origins.
Your experience kicks off with a brief walk through the estate, led by an experienced guide—the reviews mention the staff, especially Chris, as being very knowledgeable and friendly. They’ll share insights into Santorini’s indigenous grape varieties, explaining how the volcanic soil influences the wines’ character. The personal attention and detailed explanations help make this more than just a tasting — it’s educational, too.
Once seated at a cozy table by the estate’s pool, with the caldera views as a backdrop, you’ll be served seven different wines produced by various local wineries. The wines are carefully selected to showcase the diversity and excellence of Santorini’s viticulture. Expect to taste plentiful grape varieties, each transformed into wines with distinct flavors and styles.
Guests have noted that the staff serve with ceremony and introduce each wine with context, which enhances the understanding and appreciation of what’s in your glass. Two reviews mentioned that the wines are “wonderful” and “intriguing,” and that the guide, notably Chris, shared fascinating details about the local wine culture and production methods.
The estate’s ambiance is romantic and refined but not stuffy. Soft music, a tranquil setting, and the stunning views make the experience feel special. After the tasting, there’s an option to stay longer to enjoy the sunset or even purchase bottles or dine at the estate. Several reviews praise the top-notch service and hospitality, emphasizing how the staff treat guests like royalty.
For those interested, there’s a chance to visit a private wine cellar, where you can browse labels from distinguished wineries. This adds an exclusive dimension to the experience and offers the opportunity to buy a special bottle to take home.
Since transportation isn’t included, plan your arrival accordingly—whether by rental car, taxi, or a pre-arranged transfer. The tour lasts about 2 hours but can be extended if you want to linger for sunset views. The small group size (limited to 8 people) ensures personalized service and a relaxed atmosphere.
Pricing at $90 per person is considered reasonable when you consider the quality of wines, the stunning location, and the level of service. It’s a good value for those wanting an intimate, educational, and scenic wine experience. Keep in mind that food and additional drinks aren’t included, so if you’re hungry or thirsty for something else, you might want to bring snacks or plan to eat afterward.

This wine tasting suits travelers who appreciate quality over quantity, and those who want a peaceful, scenic experience without the commercial feel of larger tours. It’s perfect for couples, honeymooners, or small groups looking for a romantic, intimate setting with top-notch guidance. If you’re a wine enthusiast eager to learn about Santorini’s indigenous varieties, you’ll find this particularly rewarding.
On the other hand, if you prefer a more active or bustling scene, this might feel a bit quiet or exclusive for some. Also, given that transportation isn’t included, it’s best suited for those comfortable with arranging their own transport to Imerovigli.

This tour offers a beautifully balanced blend of spectacular scenery, expert insights, and quality wines. The setting alone makes it worth considering, but the knowledgeable guides—particularly Chris—bring extra value with their passion and understanding of local viticulture. It’s a luxurious yet authentic experience that feels both special and genuine, far removed from tourist traps.
For anyone keen to taste authentic Santorini wines in a tranquil environment, this experience delivers a peaceful, high-quality encounter with the island’s wine culture. The limited group size enhances the feeling of exclusivity, and the views create perfect memories—not just of the wine but of Santorini’s natural beauty.
In short, if you’re after a relaxed, educational, and scenic wine-tasting adventure that balances quality and value, this tour is a fantastic choice. It’s especially well-suited for those who want a more refined, intimate experience that combines the best of Santorini’s landscape and winemaking tradition.
“This was such a cool experience! The views are incredible and the guide is very knowledgeable about the wines and wine process on Santorini. I high…”

Is transportation included?
No, transportation isn’t included, so you’ll need to arrange your own way to Cavalieri estate in Imerovigli.
How long does the tour last?
The experience typically lasts around 2 hours, with the option to extend your stay for sunset views.
Are there vegetarian or special dietary options?
Food is not included in this tour, but you can purchase dinner on-site afterward if desired.
Can I buy wines after the tasting?
Yes, there is a private cellar where you can purchase bottles from the estate’s selection and other distinguished local wineries.
Is this experience suitable for wine novices?
Absolutely. The guides share insights on grape varieties and wine production, making it suitable for beginners and connoisseurs alike.
What is the group size?
Limited to 8 participants, ensuring a personal and engaging experience.
What should I wear?
Smart casual is fine; consider bringing a light jacket if you plan to stay for sunset.
Are children allowed?
No, this experience is not suitable for those under 19 years old.
This wine-tasting experience in Imerovigli at Cavalieri estate combines the best of Santorini’s natural beauty, local wine culture, and top-tier service. Whether you’re celebrating a special occasion or simply seeking a peaceful escape with a glass in hand, it’s a memorable way to enjoy the island’s famed caldera views.