If you’re visiting Santorini and looking for a way to see the island’s highlights without the hassle of large groups or rigid schedules, this Private Highlights tour might just be what you need. While I haven’t taken it myself, I’ve read a lot of reviews and details that paint a clear picture of what you can expect: a tailored, comfortable, and scenic way to explore Santorini’s most iconic spots.
What really caught my eye are the personalized experience — you’re in a private vehicle with your own guide, meaning you can focus on what interests you most, whether it’s the charming alleys of Oia or the dramatic cliffs of Imerovigli. Plus, the excellent reviews praising guides’ knowledge and flexibility make it seem like a solid choice for anyone wanting a relaxed but rundown of the island.
That said, one thing to consider is the price point — at about $109.86 per person, it’s not the cheapest option out there, but for a private experience with no crowds, it might be worth the extra dollars. It’s especially ideal for travelers who prefer to avoid big tour buses and want to enjoy a more personalized, flexible itinerary.
This tour would suit travelers who want to see a variety of Santorini’s highlights at their own pace and value comfort over hustle. It’s also helpful if you’re traveling with a small group or a partner, and you’re keen on capturing great photos without rushing. If you’re someone who loves a mix of scenic views, charming villages, and cultural sights, this could be a perfect fit.
Key Points

- Private, customizable experience allows you to decide what to see and how long to spend at each spot.
- Comfortable transportation with onboard WiFi makes for a relaxed day of sightseeing.
- Knowledgeable local guides add depth and context to your visit, making the experience more meaningful.
- Flexible scheduling and pickup options make logistics easier, whether you’re arriving by cruise or staying in a hotel.
- Cost reflects the personalized service and private vehicle, offering good value for those seeking comfort and flexibility.
- Strong review scores and high ratings indicate consistent satisfaction among travelers.
Exploring Santorini at Your Own Pace

This tour is all about giving you the freedom to craft your perfect half-day adventure. The itinerary covers some of the most photogenic and culturally interesting sites, but since it’s private, you get to steer the ship a bit. Whether you’re craving the famous blue domes of Oia, the quiet charm of Megalochori, or the breathtaking views from Imerovigli, the choice is yours.
What we love about this setup is the ease of movement. The transportation is in a comfortable air-conditioned vehicle, which is especially important in the warmer months. Plus, the onboard WiFi means you can share your photos in real time or just enjoy the ride without losing connection — a surprisingly nice touch.
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The Itinerary in Detail: What You Can Expect

Stop 1: Oia’s Main Street
Your day starts with a visit to Oia’s main street, which is truly what dreams are made of — whitewashed buildings, quaint boutiques, and cafes framed by views of the caldera. The street is perfect for a leisurely stroll, and with plenty of photo opps, you’ll want to take your time here. As one review notes, “We learned lots about the region and took many lovely photos,” emphasizing how well this tour balances sightseeing and downtime.
Stop 2: Blue Domed Church
Next, you’ll get an iconic shot of Santorini — the famous blue-domed churches in Oia. These are some of the most recognizable images of the island, and being able to see them up close, perched against the sea, is a highlight. The short stop means you can take in the view and snap some photos without feeling rushed.
Stop 3: Imerovigli
Moving on to Imerovigli, a village offering tranquil views of the caldera. It’s less crowded than Oia, making it perfect for a peaceful moment or a quiet photo session. The reviews praise the views here, and the 15-minute stop gives just enough time to soak it in.
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Stop 4: The Three Bells of Fira
In Fira, the island’s capital, you’ll see the famous three blue-domed churches. This spot is not only picturesque but also iconic in the landscape of Santorini. One reviewer mentions that these bells serve as a “captivating focal point,” capturing the essence of the island’s charm.
Stop 5: Megalochori Village
For a taste of authentic Greek life, Megalochori is a quiet, traditional village. Winding streets, charming houses, and local tavernas create a laid-back atmosphere. Multiple reviews highlight how this village offers a serene escape from the crowds, perfect for wandering and discovering hidden gems.
Stop 6: Heart of Santorini
Finally, the tour takes you off the beaten path to the ‘Heart of Santorini’ — a rugged, scenic spot with a unique heart-shaped hole through the cliffs. It’s a romantic and wild snapshot of the island’s natural beauty, offering a different perspective from the usual tourist spots.
The Benefits of Private Transportation & Guides
Throughout the tour, you’ll be in a private, air-conditioned vehicle—no need to worry about large group schedules or crowded buses. The guides are described as knowledgeable, friendly, and accommodating, with several reviewers appreciating how they take extra photos and tailor the experience.
The fact that a professional driver-guide is included means you can relax and enjoy the scenery rather than focus on navigating or driving. Plus, the personalized pickup and drop-off make it easy to fit into your travel plans, whether you’re arriving via cruise or staying nearby.
What’s Included & What’s Not

You’ll get bottled water and private transportation, which adds comfort. The guide’s knowledge and flexibility make this a standout, along with the convenience of pickup and drop-off services.
However, be aware that entrance fees to sites or museums are not included, so if you want to explore archaeological sites or museums, you might need to budget separately. Also, if you’re a cruise passenger, there are optional cable car fees—about $6 per person each way—so plan accordingly if you want to include that.
Value for Money: Is It Worth the Price?

At around $110 per person, this tour offers a personalized experience that many large group tours can’t match. The reviews consistently praise guides for their knowledge and friendliness, which adds value far beyond just seeing the sights. Plus, with the flexibility to explore at your own pace, you’re less likely to feel rushed or overwhelmed.
Keep in mind, for some, the cost might seem steep compared to larger bus tours, but if comfort, exclusivity, and tailored sightseeing are priorities, many find it worthwhile.
Who Would Love This Tour?

This private tour is perfect for couples, small groups, or anyone wanting a more relaxed, personalized way to explore Santorini. If you’re arriving by cruise and want a quick but rundown, this is a good choice. It also works well for travelers who prefer to avoid big crowds and want the flexibility to linger at favorite spots or skip others.
While not explicitly marketed as family-friendly, the ease and comfort could suit families with older kids who are comfortable in cars and keen on sightseeing without long walking distances.
Final Thoughts

This Private Highlights tour of Santorini offers a well-balanced mix of scenic views, iconic landmarks, and authentic village experiences—all in a flexible, comfortable setting. The high ratings and glowing reviews reflect consistent satisfaction, especially among those who want a customized, less stressful way to see the island’s best.
If you value guide expertise, privacy, and the freedom to explore at your own pace, this tour delivers on those fronts. It’s a dependable choice for those willing to invest a little more for a more personalized day of discovery.
Private Highlights tour: Discover Santorini stress free
“We hired Tosos to show us Santorini. So nice being driven around and shown all the highlights. We did a four hour tour and werent exhausted at the …”
FAQs

Is this tour suitable for cruise ship passengers?
Yes, the tour offers personalized pickup and drop-off, making it easy for cruise passengers. Just make sure to provide your ship name, docking time, and re-boarding info when booking.
What is included in the tour?
You’ll receive bottled water, private transportation in an air-conditioned vehicle, and a knowledgeable local driver-guide.
Are entrance fees to sites included?
No, entrance fees to archaeological sites, museums, or attractions are not included in the price.
How long does the tour last?
It typically lasts between 3 to 6 hours, giving you plenty of time to enjoy each stop without feeling rushed.
Can I customize the itinerary?
Yes, since it’s a private tour, you can direct your driver-guide to spend more time at places that interest you most.
Is it suitable for families or children?
While not explicitly marketed as family-friendly, the relaxed pace and private nature may work well for older children or families with travelers comfortable in vehicles.
What is the cost per person?
The tour costs approximately $109.86 per person, offering good value for a private, flexible experience on the island.
If you’re after a smooth, personalized way to soak in Santorini’s beauty, this private tour could be just the thing. It balances scenic sightseeing with comfort and expert guidance — perfect for making the most of your limited time on this stunning Greek island.
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