5-hour My Santorini Private Tailor Made Tour - Wine Tasting at a Traditional Vineyard

5-hour My Santorini Private Tailor Made Tour

Discover Santorini on this 5-hour private tour, visiting iconic landmarks, scenic viewpoints, and a traditional vineyard with wine tastings—perfect for a personalized experience.

The 5-hour My Santorini Private Tailor Made Tour offers an intimate and flexible way to explore Greece’s famous island. Priced at $203.19 per person, this tour is ideal for those seeking a personalized experience with dedicated guide attention. It departs from Santorini, Greece, with hotel pickup and drop-off included, making for hassle-free logistics. This private tour is designed for small groups, with a maximum of 15 participants, ensuring a comfortable and tailored journey through Santorini’s most remarkable sights.

This tour stands out for its flexibility. Whether you prefer to follow a suggested itinerary or customize the stops, the private driver-guide will cater to your interests. The 5-hour duration allows you to see key landmarks, enjoy scenic views, and sample local wines, all while maintaining a relaxed pace. With a high rating of 5.0 based on 96 reviews, this tour consistently earns praise for knowledgeable guides and memorable experiences.

For those interested in discovering Santorini’s highlights without the hassle of large group tours, this tailored experience offers a perfect blend of culture, scenery, and wine tasting. Keep in mind that admission fees to certain sites and wine tasting fees at wineries are not included, giving you the freedom to choose what to explore and indulge in.

Key Points

  • Private, tailor-made 5-hour tour designed for small groups with personalized attention
  • Visits iconic sites such as the Prophet Elias Monastery, Pyrgos, Megalochori, and the lighthouse
  • Includes hotel pickup and drop-off, ensuring a hassle-free experience
  • Enjoy scenic viewpoints and learn about Santorini’s history and culture from an expert guide
  • Visit a traditional vineyard for wine tasting paired with local snacks
  • Highly praised for knowledgeable guides and customizable itineraries

Start Your Tour at the Prophet Elias Monastery

5-hour My Santorini Private Tailor Made Tour - Start Your Tour at the Prophet Elias Monastery

The tour begins with a visit to the Prophet Elias Monastery, the highest point on the island. This stop provides sweeping panoramic views of Santorini and the surrounding Aegean Sea. The monastery itself offers insight into local religious practices and architecture. The location’s altitude makes it a perfect spot for photos and soaking in the beauty of the island’s landscape.

The guide explains the historical significance of the monastery and points out notable sights from this vantage point. This is a popular stop for those who want to see Santorini’s highest viewpoint and appreciate the island’s natural beauty.

Exploring Pyrgos Village: A Charming Mountain Town

5-hour My Santorini Private Tailor Made Tour - Exploring Pyrgos Village: A Charming Mountain Town

Next, the tour takes you to Pyrgos, a traditional village known for its winding streets and quaint atmosphere. Here, visitors can stroll through narrow alleyways lined with whitewashed buildings, small shops, and local cafes. The guide shares stories about the village’s history and architecture, making it a meaningful stop.

Pyrgos offers a glimpse into local life away from the tourist crowds. It’s a peaceful spot where you can enjoy a relaxed walk while admiring the typical Cycladic architecture and panoramic views over the island.

Megalochori Village: A Picturesque and Historic Settlement

The journey continues to Megalochori, one of Santorini’s most beautiful villages. Known for its well-preserved buildings and vineyards, Megalochori is perfect for photography and exploring local culture. The tour highlights the village’s history and its role in the island’s wine production.

With its cobblestone streets and traditional houses, Megalochori feels like stepping back in time. The guide points out notable landmarks and shares insights into local life, making this stop both scenic and educational.

Visiting the Santorini Lighthouse

A visit to the Santorini lighthouse caps off the sightseeing stops. Located near the southern tip of the island, this lighthouse offers stunning views of the sea and nearby volcanic islands. It’s an excellent location for panoramic photos and appreciating the rugged coastline.

The lighthouse visit provides a chance to see Santorini’s dramatic volcanic landscape. The guide often shares stories about the lighthouse’s history and its importance for maritime navigation around the island.

Wine Tasting at a Traditional Vineyard

5-hour My Santorini Private Tailor Made Tour - Wine Tasting at a Traditional Vineyard

The tour concludes with a visit to a local vineyard, where wine tasting is paired with light snacks. This experience showcases Santorini’s famous wines, especially those made from indigenous grape varieties. The vineyard setting allows for an authentic taste of the island’s wine culture.

The guide introduces you to different local wines and explains the unique process used in Santorini’s volcanic soil. Sampling the wines at their source makes for a memorable highlight, especially for wine enthusiasts.

Private Transportation and Personalized Experience

5-hour My Santorini Private Tailor Made Tour - Private Transportation and Personalized Experience

Throughout the tour, private transportation in a modern air-conditioned minivan** ensures comfort and flexibility. The guide acts as both driver and storyteller, sharing local insights and answering questions along the way. This setup allows for a customized pace, whether you want to linger at certain sites or skip others.

The small group size means that the experience feels intimate, and the guide can give more personalized attention to each participant. This makes the tour ideal for travelers who prefer a more relaxed, tailored exploration.

Practical Details: Timing and Accessibility

5-hour My Santorini Private Tailor Made Tour - Practical Details: Timing and Accessibility

The tour departs at 9:15 am, giving you the entire morning to explore the highlights of Santorini. The pickup and drop-off service makes logistics straightforward, especially if staying in a central hotel or villa. The admission fees for museums and excavations are not included, so it’s worth considering extra costs if you want to go inside specific sites.

Most travelers can participate, with no specific physical requirements noted. The maximum group size of 15 ensures a comfortable experience without feeling crowded.

Guide Expertise and Guest Satisfaction

Known for knowledgeable guides like Constantine, Nickolas, and Rafael, the tour consistently receives top marks for their friendly and thorough explanations. Guest reviews highlight their ability to show less crowded spots, take excellent photos, and provide insights into Santorini’s culture and history.

Many reviews emphasize the guides’ willingness to customize the experience and their proficiency in making visitors feel safe and well-informed. The guides’ storytelling and local knowledge are among the tour’s most praised features.

Flexibility and Booking Details

The private nature of this tour means it can be tailored to your preferences. The company offers free cancellation up to 24 hours in advance, providing peace of mind when planning. The tour includes bottled water and hotel pickup/drop-off, making the day both comfortable and convenient.

Since the tour is booked on average 84 days in advance, it’s advisable to reserve early, especially during peak seasons.

Exploring Similar Experiences and Add-ons

While this tour covers many of Santorini’s most iconic spots, additional options include sailing cruises, hot springs visits, and more extensive wine tours. Links to these experiences are available, allowing travelers to extend their island exploration if desired.

For those wanting a full-day adventure, combining this private tour with other activities can create a comprehensive Santorini experience.

Final Thoughts on the 5-hour My Santorini Private Tour

This private, customizable tour offers a balanced mix of scenic views, cultural insights, and local wine tasting, all within a 5-hour window. The high praise for guides and the personalized approach make it especially suitable for travelers who value comfort and tailored experiences.

While it doesn’t include entrance fees to sites, the flexibility to choose stops and the small group size make this tour a reliable way to see Santorini at your own pace. It’s particularly well-suited for those who appreciate expert guidance and want to avoid large tour crowds.

Ready to Book?

5-hour My Santorini Private Tailor Made Tour



5.0

(96)

100% 5-star

“Wonderful day with Constantine. Took us to all of the wonderful stops in Santorini. Felt safe with his driving and had a great experience. Very wor…”

— A Tripadvisor Reviewer, May 2025

Frequently Asked Questions

What is included in the tour price?
The price covers hotel pickup and drop-off, local guide, private transportation, and bottled water.

Are meals or drinks included?
No, food, drinks, and personal expenses are not included unless specified. Wine tasting at the vineyard incurs an additional fee.

Can the tour be customized?
Yes, the private tour allows for customization based on your interests and preferences.

What stops are part of the tour?
Stops include Prophet Elias Monastery, Pyrgos, Megalochori, the Santorini lighthouse, and a local vineyard.

What is the tour duration?
The tour lasts approximately 5 hours.

What time does the tour start?
It departs at 9:15 am.

Is there a maximum group size?
Yes, the maximum is 15 participants, ensuring a small, intimate experience.

Is this tour suitable for all physical abilities?
Most travelers can participate, but walking around villages and sites may require some mobility.

How far in advance should I book?
Booking around 84 days in advance is common, but early reservations are recommended.

What is the cancellation policy?
You can cancel free of charge up to 24 hours before the tour start time for a full refund.

This 5-hour My Santorini Private Tour offers a personalized way to experience the island’s highlights, combining scenic viewpoints, cultural sites, and local wine tasting with expert guides and flexible options. It remains a highly rated choice for visitors seeking a tailored, memorable exploration of Santorini.