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Discover Santorini’s highlights with a private, flexible shore excursion featuring expert guides, stunning views, and local wine tastings—perfect for a personalized day.
If you’re arriving in Santorini on a cruise and want to see the island’s best spots without the hassle of large tour groups or rigid schedules, this private shore excursion might just be what you’re after. Priced at $248 per person, it offers a tailored experience with a knowledgeable guide, luxurious transportation, and the freedom to customize your day. We’ll explore what makes this tour stand out, along with its potential downsides, to help you decide if it’s the right fit for your Santorini adventure.
One thing we love about this tour is the personalized touch — traveling in a private group allows for flexibility, more intimate exploration, and the chance to ask questions freely. The luxurious, air-conditioned minivans are perfect for comfort, especially given the sometimes hot and sunny conditions on the island. Plus, the stops at iconic sites like Prophet Elias Mountain, Akrotiri excavations, and the charming village of Oia ensure you get a well-rounded taste of Santorini’s highlights.
However, a possible consideration is the cost — at nearly $250 per person, it’s on the pricier side if compared to group tours. But many travelers find the value justified because of the exclusivity, knowledgeable guides, and the ability to tailor the experience. This tour would be ideal for travelers who prioritize comfort, flexibility, and local insights over the lowest price.
If you appreciate an authentic, personalized experience and want to see Santorini’s top sights without rushing, this private tour could be exactly what you’re looking for. It’s particularly suited for those who prefer a more relaxed, customized day that feels like exploring with a knowledgeable friend rather than participating in a large crowd.

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Once your cruise docks at Santorini’s port—whether Athinios or the Old Port—you’ll hop into a luxurious minibus or private car. The tour typically begins with a ride up to Fira via cable car, where your guide will meet you. This is a big plus because it avoids the often crowded donkey rides, and the cable car offers wonderful views of the caldera.
The transportation plays a vital role in making the day smooth. The air-conditioned vehicles are spacious and comfortable, especially vital during the warmer months. The small group size—generally a private group—allows for a relaxed atmosphere and easy conversation with your guide.
Your first stop is the highest point on the island, Prophet Elias Mountain. From here, you’ll see sweeping panoramic views of Santorini, a spectacular photo opportunity. The Prophet Elias Monastery adds a touch of local history, and many guests appreciate the view as a way to understand the island’s rugged landscape.
One reviewer, Gregory, called this stop a highlight, praising the enthusiasm of the guide Magdaleni, who made the panoramic views even more engaging. Expect a gentle walk and plenty of time to soak in the scenery.
Next, you’ll visit the famous Akrotiri Archaeological Site, often called the “Prehistoric Pompeii” or “Lost Atlantis.” This Minoan Bronze Age settlement was buried under volcanic ash after a massive eruption around the 17th century BC, leaving it remarkably preserved.
Visitors love the sense of stepping back in time here. You can walk through streets and see well-preserved buildings, which offers a vivid picture of ancient life before the volcano’s destructive eruption. Many reviews mention the importance of having a guide—Antonia, for example, was praised for her knowledgeable and patient explanations, especially helpful when dealing with the site’s extensive history.
A quick photo stop at Red Beach offers a chance to admire its striking red lava cliffs and sand. The vivid colors are unlike any other beach in the world, making it a favorite for many travelers. The cliffs drop into the clear blue sea, creating a dramatic setting for photos.
While you can’t swim here during the tour, the scenery alone is worth the stop. Several guests noted that the view at Red Beach is one of the most memorable moments of their day.
More ways to experience Santorini from the water include these boat tours
Driving along the scenic island roads, you’ll stop at a local winery for a tasting. Here, you can sample Visanto wine, a regional specialty, along with other local products. The wine tasting is optional but highly recommended—many travelers find it a delightful break and enjoy learning about local wine traditions.
According to reviews, guides are knowledgeable and accommodating, even adjusting the schedule if needed. It’s a great way to experience local flavors in a relaxed setting.
The tour then takes you to Oia, arguably the most iconic spot on Santorini. You’ll have free time to explore narrow streets lined with boutique shops, cafes, and art galleries. The Blue Dome Church in Firostefani offers some of the most photographed views of the caldera and volcano.
One reviewer mentioned that their guide, Antonia, was kind and flexible, making sure everyone felt comfortable exploring at their own pace. Oia’s charm is in its whitewashed buildings and stunning sunsets—perfect for a leisurely lunch, some souvenir shopping, or simply soaking in the scenery.
The last part of the tour includes sightseeing at the northern tip of Oia, with options for lunch or more shopping. When ready, you’ll head back to Fira via the cable car, completing your island adventure. The tour ends at the original meeting point, making logistics straightforward for cruise passengers.

This tour’s price point reflects its focus on personalized service, knowledgeable guides, and luxury transportation. For travelers who want to avoid large group tours and enjoy a more relaxed pace, this private experience is a strong value.
The flexibility to customize stops, combined with insider tips from guides like Magdaleni and Antonia, means you’ll get more than just a cookie-cutter sightseeing day. Plus, the inclusion of a winery and the chance to explore some of the island’s most photogenic spots makes it a well-rounded experience.
On the flip side, the cost might be a consideration for budget travelers. It’s also important to note that the tour is limited to 5 hours, so if you want to see more or stay longer at certain sites, you might need to arrange additional plans post-tour.

This private tour is perfect for couples, small groups, or families who value comfort, flexibility, and insider knowledge. If you’re keen on cultural insights, scenic views, and local flavors, you’ll find this experience enriching. It’s especially suited for those who prefer a more intimate, custom itinerary over large, scheduled bus tours.
Travelers who want to avoid the crowds, enjoy a luxurious ride, and take lots of memorable photos will appreciate the stops at key sites like Red Beach, Oia, and Prophet Elias Mountain. The opportunity to sample regional wines adds an extra layer of local immersion.
However, if you’re on a tight budget or prefer a very quick overview of the island, this might feel a bit indulgent. But for those who want a well-balanced mix of sightseeing, comfort, and local authenticity, this tour offers genuine value.

Is this tour suitable for cruise passengers?
Yes, the tour is designed with cruise passengers in mind. It begins after docking, with the meeting point at the top of the cable car or your hotel, and ends where you started, making logistics simple.
What if my ship docks at the Old Port?
In that case, you’ll take the cable car or donkey ride up to Fira, where the tour guide will meet you. The tour itself doesn’t specify a different start point for the Old Port, but guides are accustomed to coordinating with cruise schedules.
Can I customize the itinerary?
While the guide will suggest a route, you have the flexibility to modify the schedule as you wish, making it a personalized experience.
Are meals included?
No, meals are not included. However, there are stops where you can buy snacks or enjoy a meal in Oia or during the sightseeing stops.
How much does the wine tasting cost?
The wine tasting is optional and not included in the $248 price. It takes place at a winery along the route, and you pay for any tastings or purchases directly at the winery.
Is the tour wheelchair accessible?
The information provided does not specify accessibility details. It’s best to contact the tour provider directly if you require special accommodations.
“This was a fantastic way to see Santorini! Our guide, Magdaleni, was so enthusiastic and made it a real joy. Highly recommend this as it was a smal…”

This private shore excursion offers a combination of comfort, flexibility, and authentic local experience. From panoramic mountain views to the historic ruins of Akrotiri, and the charming streets of Oia, you’re set for a memorable day. The knowledgeable guides, such as Magdaleni and Antonia, bring a personal touch that elevates the experience beyond mere sightseeing.
While the price is higher than large group tours, the added convenience and intimacy make it worthwhile — especially if you value quality time with a guide and custom stops. You’ll love the way this tour balances iconic sights with opportunities for authentic tasting and relaxed exploration.
For travelers who seek a luxurious, tailored adventure in Santorini, this private tour delivers an impressive snapshot of the island’s best features in a single day. It’s ideal for those who want to enjoy Santorini comfortably, with insider insights and the freedom to shape their experience.
Explore Santorini with ease, comfort, and a touch of personalization — this private shore excursion might just be the highlight of your cruise visit.