5-h My Santorini Private Tailor Made Tour

Imagine exploring Santorini in just 5 hours with the flexibility to tailor your experience. For $198 per person, this private tour offers a personalized approach to visiting the island’s most iconic sights and hidden corners. Led by a driver-guide in a modern vehicle, you can choose your stops or let the guide suggest the best spots, making it ideal for those who want a custom, relaxed exploration. The tour starts at 09:15 a.m. (from early April to early November), and includes pickup and drop-off from your accommodation or the airport, plus a bottle of water.

This tour’s strength lies in its customizable itinerary and small-group setting, giving you freedom and comfort. While it covers top sites like Oia, Megalochori, and the Prophet Elias Monastery, it also takes you off the usual tourist trail to hidden gems and authentic experiences like wine tasting at a Greek cellar. Keep in mind, this experience is best suited for those comfortable with mobility and walking; it’s a flexible, well-rounded introduction to Santorini’s landscape, culture, and flavors.

Key Points

• Private, customizable 5-hour tour of Santorini with a driver-guide.
• Includes visits to Oia, Megalochori, Kamari and Perissa Beaches, and Prophet Elias Monastery.
• Wine tasting at an authentic Greek winery as part of the experience.
• Pickup and drop-off from your hotel, airport, or chosen location.
• Early morning start at 09:15 a.m., suitable for a relaxed day on the island.
• Price is $198 per person, with options to cancel 24 hours in advance for a full refund.

You can check availability for your dates here:

Flexibility in Planning the Santorini Experience

The 5-hour private tour begins with a meet-up at your preferred location—be it a hotel, villa, or the airport—and discuss your ideal itinerary with your driver-guide. This means you can focus on your personal interests, whether that’s snapping photos of Oia’s iconic whitewashed houses or exploring less-visited villages like Megalochori. The guide’s experience allows for tailored suggestions or a more spontaneous route if desired.

During the tour, travelers experience Santorini’s highlights at a comfortable pace. The villages of Oia come alive with winding streets and breathtaking views, perfect for photos and browsing local shops. The black sand beaches of Kamari and Perissa are included for those wanting a quick dip or a relaxing break by the sea. The highest point of the island, the Monastery of Profitis Ilias, offers panoramic views and a glimpse into monastic life, adding a cultural layer to the trip.

Exploring Santorini’s Villages: Oia and Megalochori

Oia is undoubtedly the most famous stop, with its charming, whitewashed buildings and iconic church domes. The guide leads you through winding streets where you can admire the cliffside vistas and maybe pick up some souvenirs. The time spent here is flexible, allowing for photos or a coffee break in a local cafe.

Megalochori offers a quieter, more authentic feel compared to Oia’s popularity. This village is known for its traditional architecture and less crowded streets. It provides a glimpse into everyday life on the island, with the chance to walk along historic alleyways and soak in the calm atmosphere. The guide can suggest spots for local snacks or artisan shops, making this stop a favorite for those wanting a taste of genuine Santorini.

Scenic Drives to the Propheten Elias Monastery

The Prophet Elias Monastery sits at the highest point of the island, offering sweeping views of Santorini’s volcanic landscape. The drive up the winding roads to this spot is scenic, with photo opportunities along the way. The monastery itself provides insight into monastic traditions and the history of the island, plus a peaceful setting to enjoy the panoramic scenery.

This stop is particularly appealing for visitors interested in history and views. The guide can share stories about the monastery’s significance or help you capture photos of the volcano and the caldera from the observation deck. The short visit ensures you still have plenty of time to explore other highlights on your custom itinerary.

Beach Breaks at Kamari and Perissa

The tour includes relaxing stops at the black sand beaches of Kamari and Perissa. These beaches are famous for their unique volcanic sands and laid-back atmosphere. Travelers can enjoy a quick walk along the shore, dip their toes in the water, or simply relax by the sea.

Because the tour is flexible, you can choose how long to stay or skip these stops if you prefer more time elsewhere. The guide can suggest nearby cafes or beach bars to enjoy refreshments, making the experience both scenic and refreshing.

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Wine Tasting in an Authentic Greek Winery

One of the tour’s standout features is the visit to a traditional Greek winery. Here, you explore cellars and learn about local wine production, giving a taste of Santorini’s famous wines, like Assyrtiko. The guided tasting offers insight into the wine-making process and an opportunity to sample some high-quality local varieties.

This activity adds a culinary dimension to the tour, perfect for those interested in food and drink. Since it’s included in the 5-hour experience, it offers a chance to deepen your understanding of Santorini’s culture beyond just sightseeing.

Logistics and Group Comfort

This private tour ensures a personalized experience in a modern vehicle, with a driver-guide who speaks English. The pickup is arranged from a location of your choice, including hotels, villas, or the airport, with clear instructions sent via email 24 hours before.

The tour is designed for small groups or private parties, giving flexibility and comfort. Travelers are encouraged to bring passport or ID, wear comfortable shoes, and protect themselves from the sun with sunglasses and a hat. The tour’s physical demands are minimal, but it’s not suitable for those with mobility impairments.

Pricing, Cancellation, and Booking Flexibility

The cost of this 5-hour private Santorini tour is $198 per person. Booking offers free cancellation up to 24 hours in advance, providing peace of mind for flexible travel plans. The “Reserve now & pay later” option allows travelers to secure their spot without immediate payment, ideal for uncertain schedules.

This tour’s value lies in its customizability and inclusions, like hotel pickup and wine tasting, which typically cost more when booked separately.

Who Should Consider This Tour

This private, tailor-made experience suits travelers who want control over their sightseeing and prefer a relaxed pace. It’s perfect for those interested in visiting Santorini’s main sights, discovering hidden spots, or enjoying a personalized wine tasting. The early start and short duration make it ideal for those with limited time or on a cruise stop.

However, travelers with mobility issues should note that the tour involves some walking and driving on hilly terrain. For those seeking a more comprehensive or group tour, this private option offers a personal touch and flexibility.

The Sum Up: A Flexible and Personal Way to See Santorini

The 5-hour My Santorini Private Tour provides a cost-effective and personalized way to experience the island’s highlights. Its customizable itinerary allows travelers to focus on their interests, whether that’s iconic villages, scenic viewpoints, beaches, or wine tasting. The private driver-guide ensures a comfortable, flexible day with the chance to explore Santorini’s authentic charm at a relaxed pace.

While it might be less suitable for those with mobility challenges or seeking a full-day adventure, it excels at offering a tailored, intimate experience perfect for couples, small groups, or solo travelers who appreciate independence within a guided framework.

Frequently Asked Questions

Is this tour suitable for children or families?
The tour is designed for private groups and is best suited for travelers comfortable with light walking and car rides. Children are welcome, but the physical activity level is minimal.

Can I customize the stops during the tour?
Yes, the driver-guide discusses your preferred stops beforehand, and you can choose to focus on certain sites or ask for suggestions.

What should I bring on the tour?
Bring your passport or ID, comfortable shoes, sunglasses, hat, and light clothing suitable for the weather.

Is the wine tasting included in the price?
Yes, the visit to the Greek winery with wine tasting is part of the 5-hour private tour.

What if I need to cancel?
You can cancel up to 24 hours in advance for a full refund, providing flexibility for changing plans.

How early does the tour start?
The tour begins at 09:15 a.m. from early April to early November, but exact pickup times are confirmed after booking.

You can check availability for your dates here: More Great Tours Nearby