Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover Santorini’s highlights and enjoy a wine tasting on this private 6-hour tour featuring stunning viewpoints, charming villages, and local wines.

This private 6-hour tour of Santorini offers an excellent way to see some of the most iconic sights without feeling rushed. With a dedicated driver-guide, you’ll get personalized attention, insider stories, and the comfort of a luxury air-conditioned vehicle. The experience is tailored to your preferences, whether you want to focus on picture-perfect villages, historical sites, or sampling local wines.
One aspect we really appreciate is how flexible this tour can be, thanks to the private format. It’s perfect for couples, families, or small groups looking for an authentic, relaxed experience. That said, since it’s a half-day tour, you won’t have time to see everything, so it’s best suited for those who want a well-curated overview rather than an exhaustive exploration.
A possible consideration is that this tour doesn’t include entrance fees, which are paid separately at sites like the Art Space Winery. Still, the overall value, especially with the knowledgeable guide and curated stops, makes it a worthwhile choice for travelers keen on seeing the highlights without the hassle of self-driving or large groups. If you’re after a personalized, scenic, and wine-filled taste of Santorini, this tour might just be what you’re looking for.

For more Oia culinary adventures, you might enjoy these food and drink experiences

This private half-day tour is designed to give you a taste of Santorini’s most beloved spots, blending scenic views, cultural highlights, and local flavors. It’s particularly attractive because it combines the ease of door-to-door service with the depth that a knowledgeable guide can offer — no need to worry about navigating the winding roads or missing hidden gems.
Oia – 70 minutes
Your journey begins in the legendary village of Oia, famous for its whitewashed buildings, blue-domed churches, and sunset views. The guide will take you to the best viewpoints of the caldera, so you’ll get perfect photo opportunities of the sea and cliffs. Expect ample time to wander the narrow alleys, browse local shops, and soak in the quintessential Santorini vibe. One of the highlights mentioned by travelers is the chance to see the Blue Domes, a must-photograph icon.
Fira – 60 minutes
Next, you’ll visit Fira, the island’s bustling capital. Here, you can explore the charming streets, visit the Prehistoric Thira Museum for a dash of history, and admire the impressive Orthodox and Catholic cathedrals. The caldera views from Fira are stunning, making it a favorite for many visitors. As one reviewer notes, wandering around the small alleys reveals a lively mix of cafes, boutiques, and scenic corners perfect for photos.
Profitis Ilias – 20 minutes
Climbing to the highest point of the island, the Convent of Profitis Ilias, offers panoramic vistas over Santorini and the surrounding sea. It’s a quiet spot that rewards visitors with sweeping views and a glimpse into local religious life. The guide often shares stories about the convent’s collection of religious artifacts, which adds a layer of cultural insight.
Pyrgos – 30 minutes
Another highlight is Pyrgos, once the island’s capital, and the highest village. Its medieval castle and narrow, picturesque lanes give a sense of stepping back in time. Visitors often enjoy the peaceful atmosphere here, away from the busier tourist spots. It’s a chance to see traditional architecture and learn about local history.
Black Sand Beach – 45 minutes
Relaxation comes next at Perissa’s Black Beach, famous for its volcanic sand that creates a stunning contrast against the blue water. It’s a vibrant spot with plenty of traditional tavernas and beach bars, perfect for a quick refreshment or even water sports like snorkeling or windsurfing. Some travelers appreciate the organized setup, making it easy to unwind without sacrificing comfort.
Wine Tasting at a Local Winery – 60 minutes
The tour’s crown jewel is the visit to a renowned Santorini winery, where expert staff guide you through tasting their volcanic soil-grown grapes. The wines produced here are uniquely flavored, and this experience is frequently praised by travelers. As one reviewer shared, “Our guide explained the wine-making process, and we sampled some truly exceptional wines.” Many guests find this part of the tour highlights the island’s unique terroir and craftsmanship.

Traveling in a luxury, air-conditioned vehicle ensures that even during the warmest days, you’ll stay comfortable. The private format means no waiting for other groups or sticking to a rigid schedule. Instead, you have flexibility and personalized attention, which can make the whole experience more enjoyable and less stressful.
The driver-guide is a key part of the experience. Reviews highlight how knowledgeable and accommodating guides like Evelyn’s mention, “Our guide catered to all our needs, was very knowledgeable and flexible, making the tour perfect for our family.” Expect engaging stories, helpful tips, and a friendly attitude that elevates the sightseeing.
At $199 per person, this tour offers good value considering the inclusions: hotel pickup and drop-off, private transport, a wine tasting experience, and ample photo opportunities. While entry fees for some sites like the winery might be extra (around 20-30 euros), the overall package is quite comprehensive for a half-day tour.
This experience suits travelers who want a quick yet meaningful overview of Santorini’s top sights, especially those who prefer a relaxed, personalized approach over crowded group tours. It’s ideal for first-timers, couples seeking romance, or families who want a flexible itinerary.
For a more personal experience, these private Oia tours deliver individual attention

If you’re looking for a stylish, insider’s peek at Santorini’s iconic villages, breathtaking vistas, and delicious wines, this tour is a solid choice. It’s perfect if you value comfort and personalized attention and want to avoid the hassle of self-driving or navigating public transportation.
The focus on photography spots and local wine tasting makes it particularly attractive for first-time visitors eager to capture the essence of the island. However, keep in mind that being a half-day experience, it’s best suited for travelers with limited time or those who want a curated snapshot rather than an exhaustive tour.

How long does the tour last?
The tour lasts approximately 6 hours, making it a perfect half-day activity. Exact starting times depend on your hotel location and availability.
Is the tour private?
Yes, this experience is exclusively for your group, allowing for a flexible schedule and personalized attention.
What is included in the price?
The fee covers hotel pickup and drop-off, private air-conditioned vehicle, the guided tour, wine tasting at a reputed winery, a bottle of water, and free Wi-Fi during the journey.
Are there any additional costs?
You might need to pay separately for entry fees like the winery (roughly 20-30 euros) and optional activities like cable car rides if you’re arriving by cruise ship.
Can I customize the stops?
Since it’s a private tour, the driver-guide will tailor the experience based on your preferences, within the time limits.
What should I wear?
Comfortable walking shoes and sun protection are recommended, especially at sites like Oia, Pyrgos, and the winery.
Is this tour suitable for families?
Yes, the flexible itinerary and private format make it family-friendly, especially with the opportunity to relax at beaches and enjoy scenic views.
“Our guide catered to all our needs. Very knowledgeable and flexible. Our family lives our tour.”

This private Santorini tour offers a well-rounded, comfortable way to experience the island’s highlights in just half a day. The combination of scenic viewpoints, charming villages, historical insights, and local wines provides a taste of what makes Santorini special. The personal guide ensures you get stories and tips that enhance the visit, all while traveling in style.
While it’s not an exhaustive exploration, it’s perfect for those who want a curated, relaxed, and authentic experience. Whether you’re celebrating a honeymoon, on a romantic getaway, or just want to maximize your short time on the island, this tour delivers a memorable snapshot of Santorini’s beauty and flavor.
If you’re after a flexible, scenic, and wine-themed adventure that respects your time and curiosity, this private tour is an excellent choice. It highlights the best of what Santorini has to offer without the crowds or rushed schedules.