REVIEW · FOOD & DRINK
Santorini: Guided Highlights Tour with Private Wine Tasting
Book on GetYourGuide →Operated by Santorini i-Land Tours · Bookable on GetYourGuide
Santorini in one smooth 6-hour circuit. I love the way Oia is handled early for big-picture views, and I love the stop at a 300-year-old winery for four wine tastings with cheese and rusks. You’ll still get plenty of variety too, from winding villages to beaches with real volcanic character and a high viewpoint that lets you see the whole island.
One thing to consider: this is a packed day with lots of photo and viewpoint time, and lunch isn’t included. If you’re hungry-prone (or you want a long sit-down meal), you’ll need to plan for food breaks on your own timing.
In This Review
- Key Takeaways Before You Go
- A Private Highlights Day That Actually Feels Like Santorini
- How Oia’s Morning Views Change Your Whole Day
- Megalochori: The Middle of the Island Feels More Human
- A Family Winery Visit: What the Tasting Gives You
- Red Beach: A Rare Natural Color Show
- Perivolos Black Beach: The Island Changes Color
- Prophet Elias Monastery: 565 Meters of Island-Wide Views
- Transport, Timing, and Why the “Private” Part Matters
- Price and Value: What $318 Buys You in Real Terms
- Who This Tour Fits Best (and When to Choose Something Else)
- Should You Book This Santorini Highlights Tour?
- FAQ
- How long is the Santorini guided highlights tour?
- Is this tour private?
- What’s included in the wine tasting?
- Does the tour include pickup and drop-off?
- What about cruise ship passengers and the cable car?
- Does the tour include lunch?
- What languages are the guides?
- Is this tour suitable for everyone?
Key Takeaways Before You Go

- Private pickup and drop-off from your hotel area, with an accessible meeting point if needed
- A front-loaded Oia stop that sets the tone with classic views and blue-domed scenery
- Megalochori’s quiet charm with winding paths and tiered bell towers
- Wine tasting at a family-run, 300-year winery with 4 sips plus cheese & rusks
- A volcanic beach contrast: Red Beach cliffs, then Perivolos’ black sand
- Prophet Elias at 565 meters for wide island views from the highest point
A Private Highlights Day That Actually Feels Like Santorini

Santorini can be tricky for first-time visitors. You want the famous shots, sure, but you also want to feel the island’s rhythms: the way villages fold into the cliffs, and the way beaches look like they belong to a different planet.
This tour’s big strength is that it’s built like a smart loop. You cover the iconic north with Oia, then shift toward the island’s center with Megalochori, and keep moving through the geology that makes Santorini unforgettable in a very physical, visual way. You’re also not stuck with a rigid crowd schedule, because the format is private, with your guide adjusting timing as you go.
The 6-hour length is another plus. It’s long enough to feel like a real day out, but not so long that you’re destroyed by the time you reach your final stop. That matters on an island where roads twist, viewpoints eat up time, and walking can add up faster than you expect.
You can also read our reviews of more food & drink experiences in Santorini
How Oia’s Morning Views Change Your Whole Day

Oia is the postcard, no question. What I like about tackling it early is that you get first pick on the mood: the light, the perspective, and the chance to take photos without feeling rushed from one angle to the next.
In Oia, you’ll see the classic scene of blue-domed churches and sweeping panoramic views. The town itself has that layered look, with streets that curve and stair-step toward viewpoints. Even if you’re not a “wander forever” person, you’ll still get enough time to appreciate why Oia is one of Europe’s most photographed places.
Practical tip: bring a camera strap you can wear comfortably and don’t plan on one perfect shot. Instead, focus on angles: a street-level view, then a higher lookout view. That way, even if you move quickly at some points, you still leave with a set of photos that look like you explored.
Megalochori: The Middle of the Island Feels More Human

After Oia, the tour shifts to Megalochori, which is a calmer contrast. Here you drive through rocky hills and sparse grassland, then you step into a village mood that feels less like a destination and more like a place where people actually live.
In Megalochori, you’ll stroll winding paths and look up at tiered bell towers. That tiered design helps you see the village structure from multiple angles, which makes it easier to enjoy even if you only have short bursts of walking time.
What I like most for your experience is the way Megalochori breaks the day up. Oia gives you the big wow. Megalochori gives you the in-between textures: stone, curves, and sightlines that look great in daylight. It’s the kind of stop that makes the later beaches feel more dramatic, because you’ve already “trained your eye” on Santorini’s details.
A Family Winery Visit: What the Tasting Gives You
The highlight for many people on this tour is the wine stop, and it’s set up in a very appealing way. Instead of rushing through a tasting room, you visit a family-run winery with three centuries of wine-making tradition, and you get 4 sips of wine paired with cheese and rusks.
This kind of tasting works best when you treat it like a conversation, not a test. Ask your guide what makes the wines taste the way they do, then pay attention to how the flavors shift from sip to sip. With only four pours, you get enough time to notice differences, rather than being overwhelmed.
Also, don’t ignore the practical side: the tasting includes small food and you’ll have bottled water. That’s helpful because the rest of the day includes beach time and a high viewpoint. A snack-like pairing can keep your energy steadier than “no food until later.”
If you land with a guide like Algiris, you may notice a warm, human vibe that makes the day feel less like a checklist and more like a personal outing. It’s the kind of attitude that helps you slow down just enough to enjoy the details.
Red Beach: A Rare Natural Color Show

Then you move to the beach stop most people recognize immediately: Red Beach. This place is described as a rare natural phenomenon, and the look matches that billing. You’ll photograph the reddish cliffs and the volcanic surroundings, which is exactly what makes it feel so different from typical shoreline views.
What to expect: the scenery is the star. You’ll want to take a few minutes to just stand and look at the color contrast—red rock against sky, and volcanic shapes around you. Even if you don’t stay long, you’ll understand why Red Beach became a must-see.
A consideration for your comfort: beach stops mean sun, heat, and uneven ground. Wear shoes that won’t make you regret every step, especially if you’re moving between viewpoints and parking areas.
You can also read our reviews of more guided tours in Santorini
Perivolos Black Beach: The Island Changes Color

After Red Beach, the tour continues to Perivolos’ black beach. This is a nice reset because you’re switching from red cliffs to black sand and a flatter, beach-forward feel. The drive is short (about ten minutes), so it doesn’t feel like you’re losing time between stops.
Here, you can relax a bit and reset your legs. It’s also a great place to think about the bigger Santorini pattern: you’re seeing the island through its geology, not just architecture. The same region that produces cliffs with volcanic color can also create a shoreline with deep black sand, and that contrast is part of what makes Santorini feel like its own world.
Bring your beach essentials if you want this stop to be truly enjoyable. The tour includes bottled water, but you’ll still want sun protection, and it helps to have a plan for how you’ll keep your things dry and accessible.
Prophet Elias Monastery: 565 Meters of Island-Wide Views

Near the end of the day, you travel across a vineyard-covered landscape to the island’s highest point: Prophet Elias monastery, located at 565 meters above sea level.
This is the “close your eyes and take it in” stop. The viewpoint changes everything: suddenly you can trace the island’s shape and understand how Oia, the villages, and the coasts relate to each other. It’s also a tranquil moment after beach time, with calmer pacing and fewer intense photo-hunt moments.
The best way to enjoy a high viewpoint is to take it in layers. First, stand back and look at the whole island. Then, find one or two features and look closer. That makes the scenery more meaningful than just a quick panorama glance.
One more practical note: higher points often mean cooler air than you expect, even if the lower areas are hot. Wear something light that you can adjust, especially if you’re sensitive to temperature swings.
Transport, Timing, and Why the “Private” Part Matters

You travel by luxury A/C minibus, and you get hotel/port/airport pickup and drop-off. That seems like a small detail until you remember Santorini’s roads and the way buses can make you wait. With private transport, you’re not stuck playing scheduling roulette.
The timing also helps your day feel coherent. The stops are placed in a logical order, moving from north viewpoints to central village atmosphere, then through beach geography, and finishing with the high monastery. That flow reduces backtracking and gives you a better sense of the island rather than hopping randomly.
Languages are covered too: your guide speaks English and Spanish, so you’re not stuck relying on basic phrases or guessing what you’re looking at.
If you’re traveling with limited mobility, pay attention to the tour’s stated fit. This experience isn’t suitable for people with mobility impairments and it’s also not suitable for pregnant women. Even if you can handle some walking and stairs, you should be honest about how your body handles uneven ground and viewpoints.
Price and Value: What $318 Buys You in Real Terms

At $318 per person for a 6-hour private tour, the price isn’t cheap on paper. But the value is easier to see when you break down what’s included.
You’re getting:
- Pickup and drop-off (with meeting help for locations the vehicle can’t reach)
- Private transportation by A/C minibus
- An English-speaking local guide
- Admission-type coverage for a vineyard & winery visit
- Wine tasting (4 sips) plus cheese and rusks
- Bottled water
- Taxes
If you’re comparing to shared tours, the big difference is control. You can spend extra minutes where you care most—Oia viewpoints, a longer walk in Megalochori, or extra time on the beaches—without the pressure of holding a larger group together.
Also, wine tasting at a winery isn’t just “a stop.” It’s a meaningful cultural break that keeps the day from becoming only scenery and photos. And because the tasting includes food (cheese and rusks), it’s more useful than a quick sip-and-run.
If you’re a cruise ship passenger, there’s one extra cost to plan for: cable car tickets are not included (listed as €6 per person per way), and your meeting point is at the top (exit) of the cable car.
Who This Tour Fits Best (and When to Choose Something Else)
This tour is ideal if you want a fast, complete-feeling introduction to Santorini. It’s especially a good match for:
- First-time visitors who don’t want to guess a driving route
- Cruise ship guests trying to see major highlights efficiently
- People who like variety: village atmosphere, volcanic beaches, and a high viewpoint
- Anyone who wants to add wine tasting without spending the time planning it separately
On the other hand, if your ideal day is slow, long, and meal-focused, this might feel too packed. Lunch at a seaside restaurant isn’t included, so you’ll have to manage your own food timing. And because this experience isn’t suitable for pregnant travelers and mobility impairments, it’s better to look for alternatives if you need more flexibility.
Should You Book This Santorini Highlights Tour?
If you want one day that covers Santorini’s main signatures—Oia, Megalochori, Red Beach, Perivolos black beach, and Prophet Elias—this private format is a smart choice. The wine tasting at a 300-year-old family winery adds real value and gives you something memorable beyond viewpoints.
Book it if you’re the type who likes a guided day and wants your guide to handle the route, timing, and the “what am I looking at” part. Skip it or consider a different style if you need a lighter pace, plan to stay for a full lunch, or fall into the tour’s stated unsuitability categories.
If you do book, I’d do one simple thing: bring comfortable walking shoes and plan your day so you can enjoy the views instead of racing between them. Santorini rewards that mindset fast.
FAQ
How long is the Santorini guided highlights tour?
The tour lasts 6 hours.
Is this tour private?
Yes. It’s a private group tour.
What’s included in the wine tasting?
You’ll enjoy wine tasting with 4 sips of wine, plus some cheese and rusks.
Does the tour include pickup and drop-off?
Yes. Pickup and drop-off are included from most hotels, ports, or airports, or the closest accessible meeting point if the vehicle can’t reach your exact location.
What about cruise ship passengers and the cable car?
Cruise ship passengers meet at the top (exit) of the cable car. Cable car tickets are not included and are listed at 6 eur per person per way.
Does the tour include lunch?
No. Lunch at a seaside restaurant is optional and not included.
What languages are the guides?
The tour provides an English-speaking local guide, and Spanish is also available.
Is this tour suitable for everyone?
No. It’s not suitable for pregnant women or people with mobility impairments.






































