Santorini Highlights: Private Sightseeing Tour in Santorini

If you’re thinking about seeing Santorini beyond the typical postcard shots, a private sightseeing tour like this one from Simply Santorini Tours might be just what you’re looking for. While I haven’t been on this exact tour myself, I’ve pieced together a detailed picture of what it offers, based on dozens of reviews and the itinerary. What’s clear is this: it promises a personalized look at the island’s most iconic spots, with plenty of opportunities for stunning views, cultural insights, and a touch of relaxation.

What I really like about this tour is its flexibility and depth. It hits the main highlights—Oia, Firostefani, Pyrgos, Megalochori—without rushing, giving you time to soak in the scenery and snap photos. Plus, the option to visit a local winery adds a delicious layer if you’re into wine. On the flip side, the price might seem a tad steep at first glance, especially if you’re on a tight budget, but when you consider the private guide, transport, and curated stops, the value really becomes clear.

This experience is ideal for travelers who love a mix of sightseeing, culture, and personalized service. If you’re someone who appreciates the comfort of private transport, the ability to customize your day, and the chance to escape crowded tours, this tour is worth a look. It may not be perfect for those on a shoestring budget or anyone seeking a very leisurely or family-oriented experience — but for most, it sounds like a solid way to see Santorini in a manageable, memorable way.

Key Points

• Personalized Experience: As a private tour, it’s tailored to your group’s interests, with a dedicated guide.
• Scenic Stops: Expect breathtaking views from Oia, Firostefani, and Profitis Ilias, plus charming villages like Pyrgos and Megalochori.
• Flexible Itinerary: You can opt for an extra visit to a winery or the famous Red Beach, making the day customizeable.
• Value for Money: At around $196 per person, the tour offers a lot, including transport, bottled water, and expert guidance.
• Duration & Comfort: Approximately 5 hours in a comfortable, air-conditioned vehicle means you see a lot without feeling rushed.
• Reviews Highlight: Guests consistently praise the knowledgeable guides, especially for their friendliness and local insights.

Why This Tour Stands Out

Santorini isn’t just about snapping photos of beautiful houses; it’s about experiencing the island’s unique vibe, history, and landscapes. This tour is built to give you that, with a local driver/guide leading the way. Imagine starting your morning in Oia, where the iconic blue-domed churches and whitewashed buildings set the perfect scene. You’ll have about 45 minutes here, plenty of time for photos and a quick stroll.

Next, the stops at Firostefani and the Blue Dome Church are perfect for classic Santorini shots — the bright blue against the neutral stone is a picture you’ll want to keep forever. The guide might share some interesting stories about these spots, adding depth to your visit. Then, moving to Pyrgos, perched at the foot of Mount Profitis Ilias, you get incredible panoramic views that make the climb worthwhile, plus a peek into the island’s Venetian past.

The village of Megalochori stands out as one of the most picturesque and traditional areas. Its restored houses and high walls give you a real sense of local life, away from the busier tourist centers. The optional visit to Red Beach offers a chance to see one of Santorini’s most famous volcanic beaches, with striking red cliffs created by volcanic activity. Though just a quick drive-by, it’s a photo opportunity you won’t want to miss.

Exploring Beaches and Wineries

One of the tour’s highlights is the visit to Perivolos Beach, the largest sandy beach on the island, covered with black volcanic pebbles. Here, you get an hour to relax, soak up the sun, or enjoy a seaside lunch at one of the restaurants. It’s a casual, no-pressure break that rounds out the morning’s sightseeing nicely.

The optional winery visit is a real treat for those who enjoy wine. You get to choose from several local wineries, and your guide can help you pick based on your preferences. For just $25, you’ll get a tasting session—an authentic way to experience Santorini’s famed volcanic wines. Guests who’ve done this praise it as a “taste of the island,” and many even referred friends afterward.

Practical Details: What to Expect

The tour runs about 5 hours, which is enough time to cover a lot without feeling like you’re on a tight schedule. Transportation is in an air-conditioned vehicle, which is a huge plus, especially during the hot summer months. The tour includes bottled water and basic travel insurance—simple extras that enhance comfort.

Pricing at $196.04 per person might seem high if you’re used to group tours, but considering the private nature, personalized itinerary, and expert guidance, most travelers find it good value. Plus, there are group discounts, making it more accessible if you’re traveling with friends or family.

It’s worth noting that some attractions, like the entrance fee for Oia (around €12), and optional activities like wine tastings ($25), aren’t included in the base price. Planning ahead helps, but these small extras are typical for tours of this kind.

Insights from Reviewers

Guests consistently highlight the knowledge and friendliness of the guides. One reviewer, Michael, raved about Artemis making sure everyone had a great experience, especially on a scorching day. Another, Callan, mentioned how Babis’s personal touch made their honeymoon memorable. Many reviewers appreciated the flexibility — they valued being able to customize stops and having a guide who genuinely engaged with the group.

A few pointed out the importance of early booking—most booked their tour about 45 days in advance, which suggests popular demand. Others mentioned the value for the money, especially when compared to larger group tours that offer less personalized service.

What Could Be Better?

While the tour offers a lot, some might find the price a bit high if on a tight budget. Also, with stops being relatively short (around 10 to 45 minutes), it’s a whirlwind, not a deep dive into each location. If you’re after a more relaxed pace or extensive exploration, you might want to consider other options or additional days.

Plus, the optional activities like winery visits and beach stops require extra fees and time, so plan accordingly if those are priorities.

Who Is This Tour Best For?

This tour suits travelers who want a personalized, well-rounded view of Santorini. If you’re into scenic photo stops, local stories, and the flexibility to choose activities like wine tasting or beach lounging, this is a good pick. It’s especially valuable if you prefer guided experiences over self-driven exploration.

It’s ideal for those who value comfort and convenience—private transport, a dedicated guide, and curated stops mean less stress and more tailored sightseeing. But if your budget is tight, or you’re traveling with very young children who might find the full day overwhelming, you might want to consider other options.

Frequently Asked Questions

How long is the tour?
The tour lasts about 5 hours, giving you enough time to see many highlights without feeling rushed.

Is transportation provided?
Yes, you’ll ride in an air-conditioned vehicle, making the journey comfortable, especially in hot weather.

Can I visit a winery during the tour?
Visiting a local winery is optional and costs $25 per person. Your guide can help you choose a winery that fits what you’re looking for.

What stops are included in the tour?
Stops include Oia, Firostefani, Pyrgos, Megalochori, Red Beach (drive-by), and Perivolos Beach. Optional stops include a winery visit and Red Beach viewing.

Are entrance fees included?
No, entrance fees like the €12 for Oia are not included. You’ll need cash or card for these.

What kind of guide will I have?
A local expert guide will lead your private tour, providing insights and answering questions along the way.

Is this tour suitable for families?
It’s not specifically marketed as family-friendly, but older children who enjoy sightseeing and walking could enjoy it. Keep in mind the 5-hour duration.

How far in advance should I book?
Most travelers book about 45 days ahead, especially during peak season, to secure their spot.

What is the price per person?
The tour costs about $196.04 per person, including transportation and guide services.

Final Thoughts

If you’re looking for an intimate, guided glimpse of Santorini, this private tour offers a wonderful mix of scenic beauty, cultural insight, and flexibility. The emphasis on personalized service, expert guides, and the beauty spots of the island makes it a compelling choice for travelers who want to make the most of their limited time on the island.

While it’s not the cheapest option around, the value lies in the convenience and curated experience. It’s a particularly good fit for those who enjoy a bit of luxury, want to learn local stories, or simply prefer avoiding large crowds. For a memorable day that balances sightseeing and leisure, this tour could be just the ticket.

Enjoy your trip planning, and I hope you get to see the stunning sides of Santorini that make this island so special!