Private Captivating Santorini Highlights Tour inc. tastings in Santorini
Santorini, Greece

Private Captivating Santorini Highlights Tour inc. tastings

Outty Ranking 60 5.0 · 6 traveler reviews5 hoursFrom $289

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September 2026

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Adults

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Age 12 and under

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From, per person$289
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Outty Ranking

60/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 6 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Private Captivating Santorini Highlights Tour inc. tastings worth booking?

Private Captivating Santorini Highlights Tour inc. tastings is a 5-hour experience in Santorini, Greece, from $289 per person. It scores 60 out of 100 on the Outty Ranking, which we label “Worth a Look, based on a 5/5 rating across 6 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
60 / 100
Rating
5/5 (6)
Duration
5 hours
From
$289 per person

Get thrilled with the one and only Santorini by following us to all the places on the island that will turn your stay on the island into a unique, once-in-lifetime experience! Together, we’ll discover Santorini’s most ph

What you get

    About this experience

    Get thrilled with the one and only Santorini by following us to all the places on the island that will turn your stay on the island into a unique, once-in-lifetime experience! Together, we’ll discover Santorini’s most photographed not-to-miss landmarks and other amazing settings through a food & drink-focused tour. Instagram spots guaranteed! Explore the most photogenic corners of the island, immerse in the endless white-and-blue of Greek culture and wake up your taste buds with unique culinary tastes of the local cuisine – and Santorini’s globally-known wines, of course! • Blow up your Instagram while discovering all the not-to-miss photogenic spots in Santorini • Explore picturesque Oia and grab one of the best gelato’s on the island • Sample local mezedes (our Greek tapas) and local microbrewery beer in the medieval Pyrgos • Enjoy dazzling views from the Venetian lighthouse • Join a four-glass wine tasting session with stunning views over the volcano and the Caldera

    What's included

    Included

    • Enjoy the comfort of pick-up and drop-off at your stay, the port or airport.
    • Visit one of the most famous wineries with wine tasting of 4 different wines including food pairing
    • Get personalized tips for the area's best bars and eateries.
    • Taste local products such as ice cream, olives, cheeses, fava, tomato-fritters.
    • Experience the city with our passionate, English-speaking local guide.

    Not included

    • Additional food and drink, souvenirs & items of a personal nature, tips & gratuities for your guide

    What you'll see and do

    1. Fira

      After meeting your local guide, you’ll start your exploration of fabulous Santorini with a walk around Fira, Santorini’s capital, to spot uninterrupted views over Santorini’s Caldera while your guide shares with you some of Santorini’s most ‘explosive’ stories!

      30 minutes here

    2. Three Bells of Fira

      Next, we’ll drive you to the most-photographed postcard location of Santorini, the captivating Blue Dome of the Virgin Mary Orthodox Church. Do not get surprised if Beyonce or Lady Gaga takes selfies next to you! Either way, capture the best photos from here and blow up your Instagram account!

      20 minutes here

    3. The Castle of St Nicholas

      Later on, we’ll move to Oia, deservedly Santorini’s most popular village due to its breathtaking setting at the edge of the steep cliff and its distinctive characteristics. Wander around charming pathways with the picturesque whitewashed buildings and click photos from local-secret viewpoints while enjoying the best handmade ice cream on the island.

      30 minutes here

    4. Castelli of Pyrgos

      Continuing our tour, you’ll head to Pyrgos, an inland village that once was Santorini’s capital. Enjoy an amazing stroll around its pastel-coloured houses, blue-domed churches, and vineyards, while through its maze of laneways, you’ll walk all the way up to the top of the village with its medieval castle and the dazzling views over the island. Afterwards, going downhill to the village, you’ll stop at a shadded spot to relax your muscles and enjoy a platter of mouthwatering mezedes with local seasonal tastes such as tomato fritters, fava, white eggplant, Apochti (cold cut), and Chlorotyri (local cheese).

      75 minutes here

    5. Akrotiri

      After we'll visit the Akrotiri Lighthouse, one of the oldest lighthouses in Greece dating back to 1892, that offers captivating vistas over the island.

      30 minutes here

    6. Venetsanos Winery

      We will end our day in the best way we know, at one of the island’s most impressive wineries. Learn all about the world’s-oldest globally-known Santorini wines with the unique character and the harsh local cultivation techniques due to the distinct island’s volcanic conditions, and enjoy four glasses of local wine accompanied with a selection of local cuts and cheeses and mesmerizing views over the caldera. Before we part ways, don’t forget to tap up your local guide for more hints and tips on how to get the best out of your trip to amazing Santorini!

      60 minutes here · Admission included

    Where it starts and ends

    Hotel pickup

    Pickup is included for all travelers. Pickup begins about 10 minutes before departure.

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Languages
    en
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 15 travelers per booking
    Operated by
    Grecian Lux

    Know before you go

    • Service animals allowed
    • Public transportation options are available nearby
    • Infants are required to sit on an adult’s lap
    • Not recommended for travelers with poor cardiovascular health
    • Suitable for all physical fitness levels
    • The wine tasting is allowed to participants age 18 or older because of the national alcohol restrictions. Participants under the age 18 are provided non-alcoholic beverages.
    • How you help the local community by joining this tour: - You support local farmers and help preserve Satorini’s culinary traditions by sampling food locally sourced from Santorini and nearby islands. - You visit 100% locally owned and run stores. - At least one store on your itinerary is dedicated to the preservation of locally produced crafts and edibles. - By visiting a local winery that follows traditional methods, you promote Santorini’s indigenous varieties of grapes and local ancient pruning techniques.
    • Food Allergies: Unless you suffer from multiple, combined food allergies, or unless you are a vegan, we will figure it out. Vegetarians are welcome on all tours.
    • Please wear comfortable shoes for walking.
    • If you are happy with the services provided by your local guides a tip – though not compulsory – is appropriate. While it may not be customary to you, it is of great significance to the people who will take care of you during your travels, inspires excellent service, and is an entrenched feature of the tourism industry. Please consider this when budgeting for your extra expenses on this tour.

    Photos

    Santorini Highlights TourSantorini Highlights TourSantorini Highlights TourSantorini Highlights TourSantorini Highlights TourSantorini Highlights Tour

    What travelers are saying

    Outty’s summary of the themes that recur across 6 traveler reviews. Written by us, not quoted from reviewers.

    Knowledge and storytelling

    5 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Photo opportunities

    5 mentions

    The views and photo stops come up again and again.

    Food and drink

    5 mentions

    The tastings and food stops are a highlight for most reviewers.

    The guide

    3 mentions

    Travelers single out the guide as the reason the experience works.

    Small groups

    2 mentions

    The group size is repeatedly described as intimate rather than packed.

    Traveler reviews

    6 verified traveler reviews for Private Captivating Santorini Highlights Tour inc. tastings. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    6
    4 star
    0
    3 star
    0
    2 star
    0
    1 star
    0
    Sort
    erinsR9917KC · June 2026

    Incredible Local Experience!

    We had the most wonderful private tour of Santorini with local Sofia. Our family absolutely loved having Sofia show us the highlights of her island. We saw so much we wouldn’t have seen without her, and she took lots of photos of us for our memories: we learned a ton, had some laughs, and even had the most wonderful lunch at Faros. We tried Santorini delicacies prepared by the most wonderful family, who welcomed us with open arms. Don’t miss Sofia’s tour!!

    via Tripadvisor

    konnap2019 · September 2025

    Perfect Santorini tour with the best guide and charming strolls

    This Santorini tour was an absolute joy from start to finish! Our guide was not only warm but also full of insightful stories and fascinating facts that made every stop feel special. Walking through picturesque villages, tasting local delights, and sipping on Santorini’s famous wines felt like a warm and personal adventure with a good friend. The perfect mix of humor, knowledge, and stunning views made this one of the most memorable experiences of my trip. Highly recommend if you want a laid-back, authentic, and fun way to discover Santorini!

    via Tripadvisor

    X2178FYamandal · July 2025

    Incredible food and drink tour

    Kostis was an incredible guide. This was our favorite tour. We walked along the caldera trail, sampled food and drinks from restaurants along the way with breathtaking views. Our guide was very knowledgeable and shared information in a way that was interesting to all of us. It was the perfect way to celebrate our 25th anniversary and son’s 19 th birthday. Truly a memorable experience.

    Response from the operator: I'm thrilled to hear that the Private Captivating Santorini Highlights Tour was your favorite! It was a joy to provide you with an experience filled with breathtaking views and delightful tastings along the caldera trail. Our aim is to deliver tours that are both informative and enjoyable, and it's wonderful to know that Kostis was able to share his knowledge in such an engaging way. Thank you for your kind words and positive feedback. I look forward to crafting another extraordinary journey for you in the future. Warm regards, Rebecca

    via Tripadvisor

    Kevin_N · June 2023

    Great local tour!

    Kostis was very knowledgeable and friendly. Wonderful local food and great historic information. Beautiful photo opportunities.

    Response from the operator: On behalf of Kostis and the entire Grecian Lux team, thank you immensely for your wonderful feedback and recommendations. We can't wait to welcome you back for more unforgettable experiences in the future! Wishing you a fantastic summer, Kevin_N! Best Regards, Rebecca Skevaki General Manager

    via Viator

    Alice M · May 2022

    No stone unturned!

    During the beautiful weather of May, we enjoyed both a small group sunset walking tour with tastings and drinks and a private half-day tour of Santorini with our guide, Apostolos. We went on the small group tour on our first evening and it was a great introduction to the island. Be ready to walk and bring a camera or a smartphone because you will see some fantastic views. We also enjoyed getting to know the other members of our group from other parts of the world. The drinks and food choices were representatives of Greece and our guide was able to weave history, culture, and political intrigue into our tour. That tour covers Imerovergli, Firostehpani, and Fira. The private half-day tour the next day included numerous spots and shopping in Oia, Pyrgos, and Aktorini (with a guided tour with an archeologist) and we finished with a wine tasting. Apostolos is personable and knowledgeable and we felt like we were visiting the island with a friend. We highly recommend him and both of these tours.

    Response from the operator: Dear Alice M, We are happy to know that our desire to make this experience as friendly as possible is fullfilled. It would be amazing to meet you again in the future!

    via Tripadvisor

    Good to know

    Duration
    5 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Hotel pickup
    Included for all travelers
    Booked in 30 days
    2
    Verdict
    Worth a Look

    Why this scores 60

    The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

    Traveler sentiment (30% weight)91
    Review evidence (18% weight)28
    Booking momentum (14% weight)19
    Value for money (12% weight)32
    Listing quality (10% weight)85
    Local standing (8% weight)55
    Booking flexibility (8% weight)100

    Private Captivating Santorini Highlights Tour inc. tastings: questions travelers ask

    Practical detail on this experience, plus the wider planning questions for Santorini.

    How much does Private Captivating Santorini Highlights Tour inc. tastings cost?

    +

    Prices start at $289 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 Private Captivating Santorini Highlights Tour inc. tastings take?

    +

    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 Private Captivating Santorini Highlights Tour inc. tastings worth it?

    +

    It holds an Outty Ranking of 60 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 6 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.

    Can I cancel or reschedule Private Captivating Santorini Highlights Tour inc. tastings?

    +

    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 Private Captivating Santorini Highlights Tour inc. tastings suitable for kids and families?

    +

    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 Private Captivating Santorini Highlights Tour inc. tastings?

    +

    Around 2 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?

    +

    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 Private Captivating Santorini Highlights Tour inc. tastings start and how do I get there?

    +

    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?

    +

    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?

    +

    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?

    +

    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?

    +

    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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