
Santorini Highlights Small-Group Tour with Wine Tasting option
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.9/5
Based on 721 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Santorini Highlights Small-Group Tour with Wine Tasting option worth booking?
Santorini Highlights Small-Group Tour with Wine Tasting option is a 5-hour experience in Santorini, Greece, from $51 per person. It scores 91 out of 100 on the Outty Ranking, which we label “90+ Club”, based on a 4.9/5 rating across 721 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing. It sits in the Outty 90+ Club, the top tier of everything we rank.
- Outty Ranking
- 91 / 100
- Rating
- 4.9/5 (721)
- Duration
- 5 hours
- From
- $51 per person
Exclusive Santorini Experiences: Classic & Full-Day Tours Classic Highlight Tour (5.5 hours) Explore Santorini in a small group (Up to 12 guests). Stroll through Oia, admiring its blue-domed churches, Cycladic charm, an
What you get
About this experience
Exclusive Santorini Experiences: Classic & Full-Day Tours Classic Highlight Tour (5.5 hours) Explore Santorini in a small group (Up to 12 guests). Stroll through Oia, admiring its blue-domed churches, Cycladic charm, and cave houses with breathtaking caldera views. Capture stunning panoramas from Prophet Elias Monastery, then explore Pyrgos, a timeless village. Enhance your experience with an optional wine tasting (€20 per person) at a renowned winery, savoring Santorini’s distinct volcanic flavors. Full-Day Tour (7,5 hours) Go beyond the highlights with all stops from the Classic Tour, plus a visit to Akrotiri Excavations (entry not included, €20 per person), where an ancient city is frozen in time. See the Red Beach’s striking volcanic cliffs and wander through Emporio Village, a medieval maze with a Venetian castle. Both tours include an expert tour leader /driver and comfortable transportation, ensuring a seamless and unforgettable Santorini adventure.
What travelers are saying
Outty’s summary of the themes that recur across 722 traveler reviews. Written by us, not quoted from reviewers.
The guide
8 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
5 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
4 mentionsThe tastings and food stops are a highlight for most reviewers.
Photo opportunities
3 mentionsThe views and photo stops come up again and again.
Traveler reviews
722 verified traveler reviews for Santorini Highlights Small-Group Tour with Wine Tasting option. Ratings and reviews provided by Viator and Tripadvisor.
Must do Santorini tour.
This was a small tour with 2 other couple so it was very comfortable and nice. Our tour guide was friendly, and accommodating. This tour was packed with everything. Highly recommended.
via Viator
Santorini - Great Island Tour
You will gain an insight into the place you are visiting, e.g. history and culture. Thoroughly enjoyble.
via Viator
Fantastic Tour - Highly Recommended!
We had a wonderful tour with Theo, who is extremely knowledgeable, considerate and helpful! The itinerary was perfect and we had a fantastic time. We very much appreciate Theo & the team.
via Viator
Fantastic tour!
I had a wonderful experience of taking the Santorini Highlights tour with Theo as our guide. He has a large general knowledge, great social skills and is a really kind, genuine and fun person. It felt like I was spending the day with a good friend! Special thanks for showing us all the pretty doors! 🫶😁
via Tripadvisor
Would 100% recommend
Theo, our guide, was super helpful, fun and knowledgeable. We got to see some of the most popular areas of Santorini but also some hidden gems away from the crowds. We did the wine tasting (absolutely delicious) and the Akrotiri site (a must if you like history and art). Would definitely recommend!
via Tripadvisor
Good to know
- Duration
- 5 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Booked in 30 days
- 252
- Verdict
- 90+ Club
Why this scores 91
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Santorini Highlights Small-Group Tour with Wine Tasting option: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Santorini.
How much does Santorini Highlights Small-Group Tour with Wine Tasting option cost?
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Prices start at $51 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Santorini usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Santorini Highlights Small-Group Tour with Wine Tasting option take?
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Plan for about 5 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Santorini is not rushed.
Is Santorini Highlights Small-Group Tour with Wine Tasting option worth it?
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It holds an Outty Ranking of 91 out of 100, which we label "90+ Club". That score blends traveler sentiment (4.9/5 across 721 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Santorini, and how flexible the cancellation terms are. Scoring 90 or above puts it in the Outty 90+ Club, the top tier of everything we rank.
Can I cancel or reschedule Santorini Highlights Small-Group Tour with Wine Tasting option?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Santorini Highlights Small-Group Tour with Wine Tasting option suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 5-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Santorini Highlights Small-Group Tour with Wine Tasting option?
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Around 252 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Santorini can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Santorini and add a light layer if any part of the 5-hour experience runs outdoors or after sunset.
Where does Santorini Highlights Small-Group Tour with Wine Tasting option start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Santorini within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Santorini?
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On Outty we rank every Santorini experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Half Day Premium Catamaran Cruise in Santorini including Oia, Private Santorini Tailor Made - Choice of the Guest!, Private Classic Santorini Panorama: Visit Top Destinations. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Santorini?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Santorini?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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