Private Customizable Tour to Explore Santorini

Exploring Santorini can sometimes feel like navigating a crowded maze of travelers and tourist traps. That’s where this private, customizable tour comes in, offering a more intimate and authentic way to see the island’s highlights and lesser-known corners. While I haven’t personally taken this specific tour, the glowing reviews and detailed itinerary paint a picture of a well-balanced experience that blends breathtaking scenery, local culture, and personalized attention.

Two things stand out immediately: first, the flexibility of the itinerary, allowing you to tailor your day based on your interests—be it photography, history, or simply relaxing with a glass of wine. Second, the knowledgeable guidance exemplified by reviews praising Dora, the tour guide, who not only shares the island’s stories but also provides practical tips, like smooth arrivals to Fira and planning sunset moments in Oia. One possible consideration is the price point—$465 for up to three people—though reviews suggest the value lies in the personalized approach, avoiding large crowds and long waits.

A minor point to keep in mind is that this tour does not include lunch or wine tasting at the winery, which costs an additional 20 euros per person. If wine is your thing, that adds a modest extra but seems worth it given the quality of the experience and the chance to taste award-winning wines. The tour’s strength lies in its customizability and local insight, making it a meaningful way to experience Santorini beyond the standard postcard sights.

Key points / Takeaways

• Flexible itinerary allows you to focus on your personal interests, from photography to local culture.
• Private guide Dora is highly praised for her knowledge and friendly demeanor, making the day both educational and enjoyable.
• Hidden gems like Emporio and Megalochori offer a glimpse of authentic island life away from the crowds.
• Stunning views from Profitis Ilias and Akrotiri Lighthouse provide perfect photo opportunities.
• Wine tasting at an award-winning winery adds a unique flavor to the experience—both literally and figuratively.
• The 5-hour duration balances a thorough exploration without feeling rushed, ideal for a day trip.

When I think about Santorini, I picture those iconic blue-domed churches, volcanic cliffs, and vibrant sunsets. But the reality is, many visitors see just the tip of the iceberg—crowded towns, long queues, and limited time for local charm. This private, customizable tour promises to change that. It’s designed for travelers who want a more genuine experience—someone who appreciates history, scenic beauty, and good wine, all while avoiding the tourist trap mentality.

This tour is offered by Santorini Wine Spots, with a thoughtful approach that emphasizes personalization. The fact that it’s just your group up to three people makes it feel like an exclusive day with a knowledgeable local guide, Dora, who has earned rave reviews for her friendliness and insight. The overall cost, at $465.43, might seem steep at first glance, but when you consider the private transportation, tailored itinerary, and the chance to visit lesser-known spots, it begins to make sense as a good value for a memorable day.

The Itinerary: A Closer Look at Each Stop

Oia’s Main Street – The Picture-Perfect Town

Your journey begins in one of the most photographed spots in Greece—Oia’s Main Street. Here, you’ll wander past charming shops, explore the old market, and soak in those famous postcard views of the caldera. The best part? It’s a 45-minute stroll that’s entirely free of admission fees, giving you a taste of the iconic while leaving plenty of room for personal exploration. Many reviews mention how the guide helps you avoid the crowds here, so you can enjoy the beauty at your own pace.

Imerovigli – The Raw Natural Beauty

Next, the tour takes you to Imerovigli, a quieter town offering stunning vistas of the volcanic caldera. It’s a spot where you can really appreciate the island’s volcanic origins and the powerful forces that shaped it. The 15-minute stop is brief but impactful, with the guide sharing insights about the eruption’s lasting impact. It’s a gentle reminder of Santorini’s fiery past that’s both educational and awe-inspiring.

Profitis Ilias – The Highest Point

Climb to Profitis Ilias, the island’s highest point, for panoramic views across Santorini. From here, you’ll enjoy treats prepared by monks—an authentic taste of local monastic life—and the chance to purchase products made by monks from all over Greece. This 30-minute stop blends scenic beauty with cultural insight, and many reviewers note how the guide’s tips enhance the experience—like the best spots for photos or local products worth buying.

Megalochori – A Traditional Village

A highlight for many is the visit to Megalochori, a charming village that feels like stepping back in time. It’s a 40-minute walk through quiet streets lined with art galleries, taverns, and traditional homes. You might stop for a cooling beverage or sample wines at a century-old winery. Reviewers praise this stop for revealing the island’s authentic side. Dora’s knowledge about local life and her suggestions elevate the experience significantly.

Emporio – A Medieval Secret

Few travelers venture into Emporio, but those who do find a fascinating Venetian settlement brimming with history and character. It’s a 30-minute visit that offers unique photo opportunities and a sense of stepping into a medieval world. Dora’s commentary helps you appreciate the quiet charm of this often-overlooked spot.

Perivolos Beach – The Black Sand

Of course, no trip to Santorini would be complete without a visit to its famous black sands. A brief 15-minute stop allows you to dip your toes in the cool, volcanic sand and feel the refreshing Aegean breeze. It’s a perfect spot for a quick relax and some memorable photos.

Akrotiri Lighthouse – The Southernmost Tip

Finally, the tour ends at the Akrotiri Lighthouse, offering stunning views of the caldera and the sea. It’s a 20-minute visit that captures the island’s rugged volcanic edges and the raw beauty of Santorini’s southern coast.

Why This Tour Works Well for You

What makes this experience stand out is the personalized approach. Instead of a cookie-cutter bus trip, you get to decide which sites matter most, guided by someone who truly knows the island. The private transportation ensures comfort and flexibility, so you’re not rushing from spot to spot or stuck with strangers. Plus, the guidance from Dora—who has a reputation for being knowledgeable and kind—adds a layer of genuine connection that can be rare in larger group tours.

This experience suits couples, small groups of friends, or even solo travelers who want a relaxed yet enriching day. If you love history, stunning vistas, and tasting local products, this tour hits all those notes. The extra wine tasting at an award-winning winery is a lovely bonus, allowing you to sample high-quality Greek wines in a scenic setting.

Who Should Consider This Tour?

• Travelers seeking a personalized, relaxed approach to seeing Santorini.
• Those eager to explore less touristy spots and local life.
• Visitors interested in wine tasting and trying authentic products.
• Small groups or couples who prefer a more intimate experience.

Price and Value Considerations

At $465.43 for a group of up to three, this tour might seem on the pricier side. But in context, the cost includes private transportation, expert guidance, and custom planning, which can be hard to match in larger, more rigid tours. Many reviews highlight how Dora’s knowledge and personable style make the experience worthwhile—something you’d struggle to get in a crowded, scheduled tour.

The additional wine tasting fee of 20 euros per person is a modest expense for a chance to sample excellent local wines. Considering the tour’s flexibility and focus on authenticity, it offers value for travelers who prioritize quality over quantity.

The Sum Up: Who Will Love This Tour?

This private, customizable tour is best suited for travelers who want to go beyond the typical bucket list sights and experience Santorini through the eyes of a local. If you appreciate storytelling, insider tips, and a more relaxed pace, this tour will serve you well. It’s especially appealing if you’re traveling with a small group or a partner, and value the ability to shape your day around what interests you most.

While the price might seem high compared to group excursions, the intimacy, flexibility, and depth of experience justify it for many. Plus, the fact that you’re avoiding large crowds and long lines means you’re more likely to leave feeling like you truly experienced the island rather than just admired its postcard scenery.

This tour offers a well-rounded glimpse of Santorini—its volcanic origins, traditional villages, stunning vistas, and local flavors—all delivered with a personal touch that makes your day special.

FAQ

Is this tour private? Yes, it’s designed for just your group of up to three people, providing a personalized experience.

What is included in the price? The price covers private transportation and guidance from an experienced local guide.

Are there any additional costs? Yes, wine tasting at a winery costs 20 euros per person. Lunch is not included.

How long does the tour last? Around 5 hours, which balances a full exploration without feeling rushed.

Can the itinerary be customized? Absolutely. You can discuss your interests with the guide to tailor the stops.

Where does the tour start and end? It begins and ends in Fira, Greece, with pickup included.

Is it suitable for all travelers? Most travelers can participate, but those with mobility issues should check with the provider.

Is there free cancellation? Yes, you can cancel up to 24 hours in advance for a full refund.

What makes this tour unique? The combination of private, flexible planning, local guidance, and authentic sites away from crowds.

Can I just visit specific sites? Yes, the guide can adapt the itinerary based on your preferences, making it a truly tailored experience.

This private tour offers a taste of Santorini’s authentic side with the comfort of personalized service. It’s a fantastic option if you want to experience the island more deeply, with the flexibility to focus on what you love most.