Santorini Highlights Small-Group Tour with Wine Tasting option

Overview

Available languages

English

Mobile ticket

Exclusive Santorini Experiences: Classic & Full-Day Tours

Classic Highlight Tour (4.5 hours)

Explore Santorini in a small group (6-12 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 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.

Additional Info

Not recommended for travelers with poor cardiovascular health

Suitable for all physical fitness levels

Operates in all weather conditions, please dress appropriately

We suggest sunscreen, hat ,sunglasses and a jacket (for late in the evening if it is windy)

A moderate amount of walking is involved. Please wear comfortable shoes

At time of booking, Cruise ship passengers must provide the following information at time of booking: ship name, docking time, disembarkation time and re-boarding time

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

What‘s Included

All taxes, fees and handling charges

Bottled water

Local Tour leader

Fuel surcharge

Transport by air-conditioned Mini Van

Gratuities

Winetasting cost (20 € per person)

Akrotiri Excavations Entrance (20 € per person)

Meeting and Pickup

Pickup points

Select a pickup point

What To Expect

Our meeting point. There you will meet your guide and you will start your experience

10 minutes • Admission Not Applicable

Oia's Main Street

At this postcard-perfect village with the whitewashed facades and pastel-hued houses. Loose yourself in Oia’s winding streets, duck under bougainvillea archways and bask in the feel of Santorini’s allure.

50 minutes • Admission Not Applicable

Options

Full Day Highlights Tour

SEMI-PRIVATE STARTS AT 9 AM
This is the Extended version: This option has extra stops.
Duration: 7 hours
Full Day itinerary: Oia village, Highest peak of the island, Pyrgos Village, Winery, Akrotiri Excavations, Red Beach, Emporio Village
Akrotiri Excavations: Enterance for an additional €20 per guest
Wine Tasting Available: At Karamolegos Winery for an additional €20 per guest - includes 4 different wines and a plate of snacks
Pickup included

Private Classic

PRIVATE - START ANYTIME: From 8:00 AM to 4:00 PM
Duration: 5 hours
Winetasting: Paid on the spot an additional €20 per guest - includes 4 different wines and a plate of snacks
Classic Itinerary: Oia Village, Highest peak of the island Panorama, Pyrgos Village, Winery Visit
Mercedes-Benz
Contact: 1–2 days before your tour, we will provide you with the exact pick-up location and time
Pickup included

Classic Highlights Tour

SEMI-PRIVATE STARTS AT 9 AM
Duration: 5 hours
Classic Itinerary: Oia Village, Highest peak of the island, Pyrgos Village , Winery
Wine Tasting Available: At Karamolegos Winery for an additional €20 per guest - includes 4 different wines and a plate of snacks
Pickup included

Private Full Day

PRIVATE - STARTS AT ANYTIME: from 8 AM to 10:00 AM
Extended version: This option has more stops
Duration: 7 hours
Full itinerary: Oia Village, Highest Peak, Pyrgos Village, Winery, Akrotiri Excavations, Red Beach, Emporio Village
Akrotiri Excavations: Entrance 20 € per guest
Wine Tasting Available: At Karamolegos Winery for an additional €20 per guest
Contact: 1–2 days before your tour, for the exact pick-up location and time.
Pickup included

Classic Highlights

This is a Special Offer Option
Duration: 5 hours
Classic Highlights tour: Oia Village, Highest Peak of the island , Pyrgos Village, Winery
Wine Tasting Available: At Karamolegos Winery for an additional €20 per guest includes 4 different wines and a plate of snacks

Reviews

4.90

699 reviews

Total reviews and rating from Viator & Tripadvisor

652

This tour was...
Elida R,
Nov 3, 2025
- Review from Viator
5.00
This tour was exceptional! We saw the island from top to bottom. The information provided was vast. I highly recommend this tour.
Santorini excursion
Robin A,
Oct 22, 2025
- Review from Viator
1.00
Horrible service. No one could tell us where to go. The description did not disclose that you had to take a cable car up and back that was 600 foot in the air and we also had to pay for it in addition to them not being on time to pick us up or at the right place. Don’t waste your time or money. It was terrible and totally ruined our trip for the day and it was a lot of money that we prepaid for. Now I will have to get I to a fight when I get home to get my money back. Find a different excursion.
1/2 Day Santorini tour and Wine Tastings with Penny worth every Penny!
SharonS567,
Oct 18, 2025
- Review from Tripadvisor
4.00
If you want to experience some of the best and most beautiful highlights around Santorini, then you should consider this tour. Our guide Penny and our driver George knew exactly where to go and Penny is a wealth of knowledge. We saw the most amazing views of Santorini and toured 75% of the island’s most important and picturesque spots with a lot of walking on a beautiful day. We were able to top it off at a local winery where we tasted 4 varieties. Penny was very knowledgeable about these wines, how they were made and the notes they carried. We were able to see and do a lot in 4 1/2 hours!
Exceptional Tour
MarisaM2956,
Oct 16, 2025
- Review from Tripadvisor
5.00
Our guide, Will, was very knowledgeable, enthusiastic, and personable. He spoke English perfectly. We definitely saw sites and went to places we would not have gone if not with him. We learned so much about the island and Greek history and the wine tasting was enjoyable and another learning experience
nice wine, more snacks with it
Jet32672763419,
Oct 15, 2025
- Review from Tripadvisor
5.00
Very good price, nice 4 wines, could do with more and better snacks with the wine, viewpoint for sunset very good, tour guide was excellent.
I’ll Miss You!
Matthew F,
Oct 13, 2025
- Review from Viator
5.00
We loved this stop! Penny was our tour guide and she was adorable! George was our driver and we loved him, too. It was a sunny day, but super windy (25-30min) and about 67 degrees (Fahrenheit). We all had light sweaters/jackets and it was perfect. Some even wore shorts and were fine. My advice, take all the photos and consider turning them into puzzles or canvas or wall art because WOW! We didn’t get to ride the donkeys since there was a recent landslide, but the cable car experience was quick and easy. We did the half day tour and added an extra winery to our stops. We are wine lovers, so this was perfect for us! We did prefer the first winery, though. It was called Artemis Karamolegos. We ate lunch and did a tasting. We also got to see the production and barrel rooms. The food was amazing and the wine was delicious. We bought 2 additional bottles and they said they distribute to the states. Something to know before you book, if you do the winery, the lunch is paid on your own there and the tasting is paid the day before to the travel company. They will send you a link to prepay. The tasting was €20pp. For lunch, we all shared a bunch of things and it was somewhere around €25pp. There were 11 of us. Overall, I recommend this tour! Penny and George made the experience so fun and Penny is even a certified sommelier, which was perfect for our wine loving group. We learned quite a few Greek words and a few “bad” ones too! Our transportation was comfortable and roomy. We will definitely return to Santorini!
Santorini in a day done right
beagles1013,
Oct 11, 2025
- Review from Tripadvisor
5.00
This is the BEST way to see Santorini for the first time. Jota was our delightful tour guide. Her knowledge base is deep and her presentation very skillful. She balanced Santorini history with culture and included many references to herself and her family. We saw some hidden gems and tasted some excellent Santorini wines. Highly recommend this tour. Hopefully you too will have Jota as your guide.
Tour was stretched out to...
Robin C,
Oct 9, 2025
- Review from Viator
3.00
Tour was stretched out to much with information that was not too interesting. We did not go to beach but that may be due to weather
Wonderful Tour
Navigate51016648888,
Oct 7, 2025
- Review from Tripadvisor
5.00
What a splendid tour by tour guide Penny and driver George. Very interesting and informative. Penny very knowledgeable and knew where to take you for the best views etc. The wine tour was lovely with no big sales pitch. Beautiful wine. All in all a 5* tour
Best tour! Sign up!
Aisha D,
Oct 4, 2025
- Review from Tripadvisor
5.00
I loved this tour! It was the perfect way to immerse into the history and gems of the island. A valuable experience hosted by a local couple. By the end I felt like family. A wealth of information delivered in a genuine, fun and honest way. There is so much more to Santorini than the minimal exposure most tourists have. This tour should be on your list!