Santorini Highlights with Wine, Santorini

4.8 (25 reviews)
See Santorini's highlights on a driving tour featuring picturesque Oia, Prophet Elias Monastery and amazing caldera views

Overview

Discover Santorini's iconic sites and vistas on this half-day driving tour of the island. Along the way, learn all about the fascinating history of Santorini, including its ancient winemaking past.

Your guide will collect you from either your hotel or a central point in Fira. Υou’ll stop in charming Oia, Santorini's famous picture-perfect village. Enjoy the whitewashed facades and pastel-hued houses as you walk along twisting streets and soak in the scenery.

You will make your way to Prophet Elias Monastery, which sits atop the island's highest point and offers scenic panoramic views. Other stopping points include Santorini's medieval village and castle in Pyrgos and the quaint hamlet of Megalochori, amongst others.

You’ll visit a famous and prestigious winery to enjoy a wine tasting. As you sip, learn about the winery, the island's old vines, and the unique centuries-long winemaking process you'll only find in Santorini. Sit back with a glass of wine as you gaze out stunning views.
Read more about unique and interesting experiences in Santorini.

Know before you go

Duration
5.5 hours
Recommended for
All ages
Group
Small group, 10 people or less

Start times

  • Daily
    9:00 am, 2:00 pm, 2:30 pm, 3:00 pm, 3:30 pm

What's included

Local expert guide, roundtrip transfers, wine tasting

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Travelers often mention

Summarized by AI based on kimkim traveler reviews

Excellent guides

Multiple reviews mention the guides being friendly, knowledgeable, passionate, and fun, contributing significantly to the overall experience. Specific guides such as Yoda, Iakovos (Jacob), Harry, Vasili, and Will were highlighted. (15 mentions)

E
“The guide was so knowledgeable, experienced, and passionate and he took the extra time to make sure we truly understood all aspects of the Greek history, culture, and even wine making.”  — Eric H.
B
“Extremely helpful, knowledgeable, friendly and good English.”  — Barbara C.
J
“The guide was engaging, funny, and knowledgeable.”  — Jennifer L.
Wine tasting

While many enjoyed the wine tasting, some found it underwhelming due to the limited number of wines sampled and the brief duration of the activity. Others appreciated the generous tastings and good food. (8 mentions)

Nadia
“We had so much fun on our wine tour with Harry!!”  — Nadia J.
Lisa
“Wine tasting was at Artemis Karamolegos.”  — Lisa B.
J
“This tour had a potent mix of history and views--plus wine!”  — Jennifer L.
Great views

Participants enjoyed the beautiful views and photo opportunities provided during the tour. (6 mentions)

Lindsay
“Beautiful views and a fun experience!”  — Lindsay C.
J
“This tour had a potent mix of history and views--plus wine!”  — Jennifer L.
P
“Constantly taking pictures of us with our cameras so have great memories of the blue and white buildings and highest point of island.”  — Peggy D.
Historical insights

Reviewers appreciated the historical information provided by the guides, enhancing their understanding of the locations visited. (5 mentions)

Lisa
“We learned so much about the history of the island.”  — Lisa B.
M
“He knew this island extremely well, and was able to give us lots of awesome information about the history, the highlights the best places to see the sunset, and even brought us to a secret place that the travelers and most tourist didn’t know about.”  — Megan E.
J
“I especially enjoyed the visit to the Pyrgos and learning about the history of fighting off pirates with narrow walkways and off beat steps.”  — Jennifer L.

Traveler reviews

25 total ratings, 20 with reviews
4.8
Feature ratings
Quality of Experience
5.0
Guides, Drivers and Staff
4.9
Transport
5.0
L
Leslie H.
Tucson, AZ | Reviewed on Jun 22, 2024

Guide and tour was great - tired us out though in the heat. Wine tour was disappointing. Wasn't a tour and we had a sip from 4 wines (lasted about a half hour). Did end up having lunch at the winery and that was very good.

Marilyn
Marilyn H.
Castle Rock, CO | Reviewed on May 10, 2024
Yoda was a wonderful guide. Read more

Yoda was a wonderful guide.

Quality of Experience
Guides, Drivers and Staff
Transport
Maryann
Maryann L.
North Druid Hills, GA | Reviewed on Apr 18, 2024
Iakovos (Jacob) was the best historian and poet. Showed us many special sites with history. Of couse the wine tour was delious. Read more

Iakovos (Jacob) was the best historian and poet. Showed us many special sites with history. Of couse the wine tour was delious.

Quality of Experience
Guides, Drivers and Staff
Transport
E
Eric H.
United Kingdom | Reviewed on Mar 31, 2024
This tour was the highlight of our entire Greek vacation. The guide was so knowledgeable, experienced, and passionate and he took the extra time to make sure we truly understood all aspects of the Greek history, culture, and even wine making. He took time out of his off time to help construct a self- tour for us the day after the tour and even offered to come along and help us no charge if he wasn’t busy. Amazing service. Read more

This tour was the highlight of our entire Greek vacation. The guide was so knowledgeable, experienced, and passionate and he took the extra time to make sure we truly understood all aspects of the Greek history, culture, and even wine making. He took time out of his off time to help construct a self- tour for us the day after the tour and even offered to come along and help us no charge if he wasn’t busy. Amazing service.

Tips for future travelers

Wear comfortable shoes and bring water… there is allot of walking.

Quality of Experience
Guides, Drivers and Staff
Transport
Diana
Diana S.
Tinton Falls, NJ | Reviewed on Oct 02, 2023
We had a fun day on the small group Santorini Highlights Tour. I recommend taking this tour on your first full day in Santorini as it gives you a good overview of the island. Read more

We had a fun day on the small group Santorini Highlights Tour. I recommend taking this tour on your first full day in Santorini as it gives you a good overview of the island.

Quality of Experience
Guides, Drivers and Staff
Transport
Lindsay
Lindsay C.
Twin Falls, ID | Reviewed on Sep 04, 2023
Harry our guide was adorable and Takis our driver an incredible driver.
We had a time confusion and they were very calm and flexible. Beautiful views and a fun experience!
Read more

Harry our guide was adorable and Takis our driver an incredible driver.
We had a time confusion and they were very calm and flexible. Beautiful views and a fun experience!

Quality of Experience
Guides, Drivers and Staff
Give Harry and Takis our love!
Transport
S
Stephen W.
Canada | Reviewed on Jul 05, 2023
The tour guide made this enjoyable. Would of been nicer to maybe visit more vineyards. Sight seeing spots are nice though. Read more

The tour guide made this enjoyable. Would of been nicer to maybe visit more vineyards. Sight seeing spots are nice though.

Quality of Experience
Guides, Drivers and Staff
Transport
Nadia
Nadia J.
Charlotte, NC | Reviewed on Jun 11, 2023
We had so much fun on our wine tour with Harry!! Harry did an amazing job showing us Santorini, and the wine part was so fun too!! Harry was very professional but also really fun and showed us so many things around the island. The tour was a good mix of fun and learning!! Read more

We had so much fun on our wine tour with Harry!! Harry did an amazing job showing us Santorini, and the wine part was so fun too!! Harry was very professional but also really fun and showed us so many things around the island. The tour was a good mix of fun and learning!!

Tips for future travelers

It’s not a tour of wines it’s a tour of Santorini with wine tasting at the end

Quality of Experience
Guides, Drivers and Staff
Transport
Lisa
Lisa B.
Ivins, UT | Reviewed on Jun 03, 2023
Our guide was great. He was knowledgeable and friendly. We learned so much about the history of the island. We walked through iconic areas for the best photo opportunities. We were dropped at the winery while he waited outside. Wine tasting was at Artemis Karamolegos. There were 3 tastings and we talked them into 2 more! Very generous (we bought a bottle!). We got little nibbles for 2, even though they knew there were 3 of us. We had to ask for more food! They were very nice about it. Read more

Our guide was great. He was knowledgeable and friendly. We learned so much about the history of the island. We walked through iconic areas for the best photo opportunities. We were dropped at the winery while he waited outside. Wine tasting was at Artemis Karamolegos. There were 3 tastings and we talked them into 2 more! Very generous (we bought a bottle!). We got little nibbles for 2, even though they knew there were 3 of us. We had to ask for more food! They were very nice about it.

Quality of Experience
Organized and professional.
Guides, Drivers and Staff
Loved our guide!
Transport
Perfect!
M
Megan E.
Duxbury, MA | Reviewed on May 29, 2023
This is a must do in my opinion for anyone going to visit Santorini. It really does cover the whole entire island on a high level and then travelers can decide where they’d like to spend additional time. Our guide was absolutely amazing. He knew this island extremely well, and was able to give us lots of awesome information about the history, the highlights the best places to see the sunset, and even brought us to a secret place that the travelers and most tourist didn’t know about. It was a... Read more

This is a must do in my opinion for anyone going to visit Santorini. It really does cover the whole entire island on a high level and then travelers can decide where they’d like to spend additional time. Our guide was absolutely amazing. He knew this island extremely well, and was able to give us lots of awesome information about the history, the highlights the best places to see the sunset, and even brought us to a secret place that the travelers and most tourist didn’t know about. It was a really great experience for us.

Tips for future travelers

My only advice for future travelers is that this is a walking tour where you will need to be able to walk up and down many steps and navigate some uneven terrain so if that is a challenge for you, it might not be your best option

Quality of Experience
Amazing overall quality of experience. If there was anything at all that we would change, we found ourselves definitely anxious to wrap up the day after 5 1/2 hours. If the company had offered a bottle of wine to watch the sunset with that would have enhanced the experience but all we had was a bottle of water, and we started feeling very hungry and ready to get back.
Guides, Drivers and Staff
Excellent driver and tour guide for this experience!
Transport
Very safe and efficient driver in a very comfortable van

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Chat with our local specialists and let us help you customize your trip with experiences like this.

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Itineraries with Santorini Highlights with Wine