Where the twelve-tasting wine adventure is quick and lively, this tour is slower and more narrative, and it is one of the highest-rated wine experiences on the island, with a five-star score from more than sixteen hundred reviews. It lasts about five hours and is run as a small group, with hotel pickup included. The programme visits three wineries and explains how Santorini's volcanic soil, almost without organic matter and rich in pumice and ash, shapes the wines. You walk through vineyards to see the low basket-trained vines up close, learn how the winds and sea mist substitute for rainfall, and taste ten wines, accompanied by local cheese and snacks. Travellers praise guides who double as driver and sommelier, and one reviewer mentions a second winery that served a four-course meal, so the food is clearly a strong part of the experience on at least some departures. The sunset slot gives it its character: the tour is paced so that you end the evening in the golden light of the late afternoon and often over dinner, which makes it feel less like a tasting and more like a long evening in the countryside. It is a good choice for travellers who want to understand the wine rather than just sample it, and for those who prefer to hand over the planning of the afternoon, including the transport.
What you will taste and learn
The wines are those the island is known for, including mineral Assyrtiko, and the guide explains why the best of them are grown on vines that can be more than a hundred years old, why growers harvest early in the hot months, and how the sweet Vinsanto is made. Because the tour is longer than most, there is time to ask questions and to compare estates rather than hurry on to the next stop. The food is matched to the wines, and local cheeses and snacks are part of the tasting.
Choosing between wine tours
This is the best of the island's wine experiences for travellers who value pickup, a longer programme and a food element, and it is a better fit than the twelve-tasting tour if you prefer a slower pace. Compare it with the daytime lunch version, which is shorter and visits two wineries, and with the single-estate tastings at Santo Wines, Domaine Sigalas and Venetsanos, which suit people who want to stay in one place with a view.
Practical notes
Dress for the countryside, with comfortable shoes for walking between rows of vines, and a layer for the evening, because the wind picks up after the sun goes down. Bring a phone with a charge for photographs, and eat lightly beforehand. The tour is built around alcohol and is not suited to anyone who does not want to taste, and as with all wine tours, it is better not to plan activities that need you to drive afterwards.
Confirm the pickup time and meeting point with your confirmation, and give a little extra time on the return, because evening traffic around Oia and Fira can be slow.
Because the tour is long, take a light lunch and drink water between tastings, and do not plan a hard schedule for the following morning. The experience rewards curiosity: ask the guides about the vines, the harvest and the grape varieties, and you will learn as much from the conversation as from the glass. For many travellers it becomes the evening they remember best from the island.
What to expect
The experience
A small-group half-day tour with hotel pickup that visits three wineries, includes vineyard walks and ten wine tastings with local cheese and snacks, timed to finish around sunset.
Best time
The sunset departure, when the light is best and the tour has the character of a long evening.
How long
About five hours.
Tips
Wear comfortable shoes and a layer, eat lightly beforehand, and allow extra time for evening traffic on the way back.
Quick picks
- Best for
- Travellers who want to understand Santorini wine, with transport and food included in a slower format.
- Families
- Not designed for children.
- Couples
- A relaxed way to spend a long evening in the vineyards.
- Pair with
- The Fira to Oia hike earlier in the day, or the Santorini Wine Museum.
- Time needed
- Half a day or an evening.
Good questions
How many wineries does the tour visit?+
Three, with vineyard walks and ten wine tastings.
Is hotel pickup included?+
Yes, the tour lists hotel pickup.
How long does it last?+
About five hours.
Is food included?+
Local cheese and snacks are served with the tastings, and reviewers mention a meal at some stops.
How is it different from the 12-tasting wine adventure?+
This tour is longer and slower, with ten wines and a food element, where the other is a faster four-hour format with twelve.







