Private Tailor-Made Tour-Explore Santorini with Comfort & Style

Exploring Santorini becomes effortless and personalized with the Private Tailor-Made Tour, offered by VIP Transfers and Tours. Priced at $173.79 per person, this half-day experience provides maximum flexibility in a private, air-conditioned vehicle. The tour is designed for those who want to see the highlights but prefer a customized itinerary with the guidance of a knowledgeable driver or guide. Since it’s recommended to book about 54 days in advance, it suits travelers who appreciate planning ahead for a luxury, private experience.

Whether you have only a few hours or want to focus on specific sights, this tour offers a personalized route that can include stops such as Oia, Megalochori, Perivolos Beach, and the Red Beach. The scenic drive along the caldera, combined with stops at iconic locations, makes it ideal for visitors seeking comfort and style without the hassle of renting a car. Keep in mind, entrance fees, like Akrotiri, are at your own expense, and lunch or wine tasting are optional additions.

Key Points

• Flexible, private tour with customizable stops based on your interests
• Duration ranges from 4 to 6 hours, perfect for short visits
• Travel comfortably in an air-conditioned vehicle with a private driver/guide
• Highlights include Oia, the Three Bells of Fira, Megalochori, and beaches like Perivolos and Red Beach
• Optional wine tasting at Gavalas Winery and exploration of Pyrgos available at an extra cost
• Pickup options include hotels, cruise ports, airport, and more

The Convenience of Private, Tailor-Made Santorini Tours

This tour stands out for its customizable nature, allowing travelers to select stops that match their interests and pace. The private vehicle ensures flexibility, comfort, and personalized attention from an English-speaking guide. The tour usually lasts between 4 to 6 hours, making it suitable for those with limited time but who still want to experience the best of Santorini.

The pickup service is flexible, covering hotels, cruise ports, and the airport, simplifying logistics. Since the tour is private, only your group participates, allowing for tailored timing and questions. The air-conditioned vehicle guarantees cool comfort even during the warmest months.

Exploring the Iconic Three Bells of Fira

Your first stop is the Church of the Assumption of the Blessed Virgin Mary, popularly called the Three Bells of Fira. Located in the village of Firostefani, just outside Fira, this iconic church features a striking blue dome contrasting with whitewashed walls. Its bell tower, with three bells, is a favorite for photos and captures the classic Santorini aesthetic.

Perched on the caldera’s edge, the viewpoint offers sweeping panoramic sights of the volcanic cliffs, the caldera, and neighboring islands. This spot is ideal for photo opportunities and soaking in the vast beauty of Santorini. The visit is free of charge and typically lasts about 15 minutes.

Imerovigli: The Balcony to the Aegean

Next, the tour takes you to Imerovigli, often called the “balcony to the Aegean”. Set high on the cliffs of the caldera, this peaceful village showcases whitewashed buildings with the classic blue domes and offers some of the most breathtaking views on the island.

Narrow, winding paths lead visitors past charming churches and viewpoints, with Skaros Rock visible in the distance—an ancient fortress ruin with dramatic cliffside views. The 25-minute stop here provides plenty of photo opportunities and a chance to enjoy the calm ambiance of this less crowded village.

Scenic Drive to Oia and the Main Street

As the tour progresses to Oia, travelers enjoy a 20-minute scenic drive along the caldera’s edge. This route offers spectacular views of volcanic slopes and the deep blue sea, setting the tone for the picturesque town ahead.

The highlight in Oia is the main street, a narrow cobblestone lane lined with boutiques, art galleries, cafes, and shops. The whitewashed buildings and blue-domed churches create a classic Santorini scene. Visitors can walk leisurely, explore shops, or take unforgettable photos of the sunset views. This stop lasts around 40 minutes and does not include admission fees.

The Secret of the Old Path to the Caldera Chapel

A unique feature of this tour is the hidden old path leading to an isolated chapel with stunning caldera views. The 10-minute stop is perfect for appreciating natural beauty and capturing quiet, scenic photos away from the crowds. This free stop offers a peaceful moment with breathtaking surroundings.

Megalochori Village: Charm and Ancient Houses

The tour includes a visit to Megalochori, a vibrant village known for its pebbled streets, flower-filled yards, and neoclassical and cave houses with solid wooden doors. The church bell towers and high fences add to the village’s authentic charm.

In Megalochori, visitors see traditional architecture and get a sense of local life. The 25-minute stop is ideal for strolling and photo taking. An optional visit to Gavalas Winery is available, where indigenous grape varieties like Assyrtiko are sampled; however, wine tasting costs are at your own expense and only included in the 6-hour tour.

Exploring Pyrgos and Its Venetian Castle

Another optional stop is Pyrgos, a hilltop village with medieval architecture and winding streets. The remains of a Venetian castle at its peak provide panoramic views of the entire island. Fewer crowds make Pyrgos a peaceful spot to understand Santorini’s history. The timing at Pyrgos can be customized, offering a more relaxed experience.

Beach Breaks at Perivolos and Red Beach

The tour often includes visits to Perivolos Beach and Red Beach, both famous for their volcanic black and red sand respectively. Perivolos features deep blue waters and beach bars, making it perfect for relaxing, lunch, or swimming. The 40-minute stop is not included in the cost, with lunch and beach activities at your own expense.

Red Beach is renowned for its crimson volcanic rocks against turquoise waters. Its 20-minute visit is an excellent photo opportunity and a chance to admire the striking natural contrast.

The Highlights of the Tour: Customization and Comfort

This tour’s biggest strength is the ability to customize stops like Oia, Pyrgos, beaches, and wine tasting, fitting your personal interests. The private guide can adjust timing, ensuring a relaxed pace and focused exploration. The air-conditioned vehicle guarantees comfort in the warm Greek sun, and the flexible pickup makes it easy for hotel guests, cruise passengers, and airport arrivals.

The reviews praise guides like Nikos, George, and Dimitrios for their knowledge, friendly attitude, and ability to customize the experience. Many mention excellent photo opportunities, good value, and smooth logistics.

Who Should Consider This Tour?

This private, customizable tour fits those who want to maximize their time on Santorini without the hassle of renting a car. It’s ideal for small groups, families, or couples seeking personal attention and tailored experiences. The option to add wine tasting or visit less crowded villages makes it especially suitable for food and culture enthusiasts.

However, travelers who prefer strict schedules or want guided commentary on every stop might find the more flexible pace less structured. Also, admission fees and lunch are not included, so budgeting for extras is necessary.

The Sum Up: A Personalized Way to Discover Santorini

The Private Tailor-Made Tour offers an elegant and flexible way to explore Santorini’s most iconic sights at your own pace. With expert guides, comfortable transport, and the ability to customize your day, this experience suits independent-minded visitors seeking luxury and personalized service.

While it requires an additional budget for entrance fees and meals, the value of private, tailored exploration makes it worthwhile. It’s perfect for those who want a stress-free, luxury experience focused on their specific interests. This tour ensures you see Santorini’s highlights with a personal touch that makes your visit truly memorable.

Frequently Asked Questions

Is this tour suitable for cruise ship passengers?
Yes, the tour offers pickup at the upper end of the cable car in Fira, making it convenient for cruise passengers disembarking at the port.

Can I customize the stops included in the tour?
Absolutely. The private guide works with you to build a route that includes your preferred sights like Oia, Pyrgos, beaches, or a winery.

Are entrance fees and meals included?
No, entrance fees such as Akrotiri and lunch or wine tastings are at your own expense. Only Gavalas Winery wine tasting is optional and costs are not included in the tour price unless you book the 6-hour option.

How long does the tour last?
The tour generally lasts about 4 to 6 hours, depending on your selected stops and pace.

Is transportation comfortable and private?
Yes, the tour uses a private, air-conditioned vehicle, ensuring comfort and privacy throughout your exploration.

What about accessibility?
Pickup can be arranged from hotels, Airbnbs, cruise ports, and airports. If your location isn’t directly accessible by vehicle, a nearby pickup point will be arranged.