If you’re considering a day tour around Santorini, the Santorini Classic Highlights Tour might catch your eye. It promises to pack in some of the island’s most iconic sights into roughly nine hours, all with the convenience of hotel pick-up and drop-off. As someone who’s navigated many tours myself, I can tell you that this one aims to balance efficiency with a taste of local culture, scenery, and history.
What I really like about this experience is how it hits a variety of key attractions—beautiful vistas from Moni Profiti Ilia, the charming medieval vibe of Pyrgos, and the vibrant life of Oia at sunset. Plus, the wine tasting in an underground cave adds a lovely local touch. On the flip side, one common point to consider is that some travelers felt the time in Oia was a bit rushed, which could be a downside if you’re eager to soak in every detail of that famous sunset spot.
This tour seems well-suited for first-time visitors wanting a rundown without the hassle and expense of renting a car. If you’re short on time or prefer guided logistics, it’s a practical choice. But if you’re really eager to explore every corner at your own pace, it might feel a little hurried.
Key Points

- Comprehensive itinerary covers major sights, scenic spots, and cultural highlights.
- Good value for the price with included wine tasting and transportation.
- Guided experience enhances understanding and ease of navigation.
- Time management can be tight, especially in Oia.
- Accessible for most travelers with pickup from multiple locations.
- Mixed reviews indicate some travelers found the sunset visit brief, but many enjoyed the knowledgeable guides and scenic stops.
Why Choose the Santorini Classic Highlights Tour?

If you’re looking to see Santorini’s top sights in one day without the stress of planning, this tour offers a straightforward way to tick off many boxes. The inclusion of round-trip transfers from various locations is particularly handy, sparing you the hassle of figuring out transportation on your own. Plus, if you’re into wine, the visit to the underground Wine Museum with tastings adds a special touch that elevates the experience beyond just sightseeing.
The tour’s pace is designed to give you a taste of each location, but not to delve too deeply—think of it as a well-rounded overview rather than an in-depth exploration. If you prefer to really linger and absorb each spot, you might find it somewhat rushed, especially in places like Oia where the sunset is a highlight.
The itinerary is carefully curated to include both natural beauty and historic sites. For example, at Moni Profiti Ilia, you’ll get sweeping views of Santorini and surrounding islands, alongside a peaceful monastery experience. Pyrgos, with its medieval streets and fortified walls, offers a glimpse into the island’s past without feeling overly touristy. And Perissa Beach gives those who love black sand a chance to relax or just snap some photos.
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The Itinerary in Detail

Stop 1: Moni Profiti Ilia
Starting high up at the monastery, you’ll be treated to spectacular views of Santorini and neighboring islands. The setting itself is serene, offering a chance to see relics and manuscripts if the monastery is fully open. This stop provides a calm introduction to the tour, with about 45 minutes to enjoy the scenery and take photos.
Stop 2: Pyrgos
This village is a highlight for many. With its white houses, labyrinth streets, and hidden passages, Pyrgos feels like stepping back in time. It’s also the former capital and one of the best-preserved medieval settlements. Expect about 45 minutes here—enough to wander, take photos, and soak in the quiet charm. Several reviews praise Pyrgos as a “hidden gem,” especially for its authentic feel away from busier spots.
Stop 3: Perissa Black Sand Beach
The largest beach on the island, Perissa’s black volcanic sand and clear waters are a visual treat. The beach is well-organized, with tavernas and cafes right on the sand, making it a practical stop for a quick stroll or a snack break. The 45-minute window is tight if you want to relax, but it’s enough to get a sense of this distinctive beach.
Stop 4: Emporio
Here, you’ll join a guided walk through a picturesque medieval village, complete with a Venetian fortress. The narrow alleys and quaint doors are straight out of a fairytale, and the 1-hour visit gives ample time to explore and learn. Many guests enjoy this stop for the authentic village atmosphere and fewer crowds compared to Oia.
Stop 5: Wine Museum Koutsogiannopoulos
This underground winery is a special experience. The guided tour explains the winemaking process, and the wine tasting gives you a chance to sample three local varieties. This stop often gets praise for its informative guide and relaxed pace, making it a memorable part of the day. The ticket cost is included, adding value to the overall experience.
Stop 6: Oia at Sunset
Arriving late afternoon, you’ll have about an hour in Oia, home to the iconic blue-domed churches and cliffside houses. The guided walk takes you through Saint George’s Church and the castle area, offering views and stories about Oia’s maritime past. This is when many reviews mention being a little squeezed for time, especially at sunset—the crowds are intense, and finding that perfect photo spot can be tricky. Still, the sunset itself is widely regarded as spectacular.
Transportation and Group Size
The tour provides air-conditioned transport that makes getting around the island comfortable, especially given Santorini’s hilly terrain. Group sizes are capped at 50 travelers, so while it’s not a private experience, it’s still manageable for most. The pickups are from multiple locations, which is convenient, but keep in mind that extra charges may apply if your accommodation is outside the main pick-up route.
The timing begins at 11:00 am, which means you get a full day but will be back around sunset. The tour’s duration of roughly nine hours makes it a full but manageable day out. Some reviews have mentioned that the return ride from Oia can be lengthy, especially if you’re near the far end of the island.
The Value of the Tour

For the $79.52 price tag, this tour represents a solid deal for many travelers. It includes all fees and taxes, the guided tours, wine tasting, and transportation. Compared to renting a car or trying to see everything on your own, it’s cost-effective and less stressful.
Of course, the tour is not designed for those seeking an in-depth exploration of every site. Instead, it’s perfect for visitors who want a good overview, especially if it’s your first time on Santorini. The focus on highlights, combined with knowledgeable guides, enhances the experience and helps you understand the significance of each stop.
What We Learned from the Reviews
Many guests praised the guides, especially mentioning Yannis and Helena for their knowledge and friendliness. The wine tasting was singled out as a memorable part, with some describing the wines as local grape varieties that added a genuine taste of Santorini’s viniculture.
However, some reviews pointed out that the 1-hour time in Oia is a bit brief, especially for sunset viewing. If you’re a sunset lover or want plenty of time to explore Oia’s shops and cafes, you might want to plan accordingly or consider extending your time.
The pace of the tour was appreciated by most, but a few felt the schedule was a little rushed, especially in spots like Oia and Perissa. If you prefer leisurely visits, this might not be the right fit.
Final Thoughts
The Santorini Classic Highlights Tour offers a nicely balanced snapshot of the island’s beauty, history, and local flavor. The inclusion of a wine tasting and multiple scenic stops makes it a rich experience for the price. The guided format takes away the stress of logistics and helps you absorb the stories behind each site.
This tour shines best for first-time visitors, or those with limited time who want to see Santorini’s key sights without renting a car or planning each detail themselves. If you’re someone who values a local guide, efficient transportation, and is OK with a tight schedule, you’ll likely find this tour very worthwhile.
On the other hand, if you crave more time in each location or a more relaxed pace, you might need to consider extending your day independently or choosing a different type of tour.
Santorini Classic highlights tour
“After sunset in Oia, the coach bus dropped off each passenger at their hotel. Nice, but we were nearly last and the 45 minute ride took nearly two…”
FAQ

Is the tour suitable for people with mobility issues?
Since the tour involves walking through villages and sites, it may not be ideal for those with mobility challenges. The stops are on foot, and some locations have narrow or uneven pathways.
What’s included in the price?
The tour fee covers all fees and taxes, hotel pickup and drop-off from many locations, guided visits, a wine tasting of three local wines, and transportation in an air-conditioned vehicle.
How long do we spend at each stop?
Most locations are around 45 minutes, except for Emporio, where you get about an hour. The time is structured to give you a glimpse, not a deep dive, so be prepared for a busy schedule.
Can I customize the tour or extend my time at certain sites?
The itinerary is fixed, but some reviews suggest that the time in Oia can feel rushed. If you want more time, consider planning your own sightseeing afterward or arranging additional transfers.
What is the best time to take this tour?
The tour starts at 11:00 am, so late morning to early evening. The sunset in Oia is a key highlight, so arriving around that time ensures you catch the view. However, keep in mind the busy crowds during sunset hours.
What’s the overall value of this experience?
With a price under $80, the tour offers a lot of highlights, guided insights, and local wine tasting, making it a good deal for travelers wanting an overview without extra hassle.
In all, this Santorini Classic Highlights Tour provides a practical and enjoyable way to get a first taste of the island’s best sights. It’s especially suited for first-time visitors, history buffs, and wine lovers who appreciate guided ease—and are okay with a busy schedule. If you prefer a more leisurely or personal experience, you might want to explore other options or extend your explorations on your own.
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