Perched high on a hill, Pyrgos Kallistis offers the most authentic and least touristy experience in Santorini. The medieval village‘s narrow pathways and fortress-like architecture provide an intimate look at traditional Greek island life. Private tours here stand out for their cultural depth and stunning views.
We love the half-day heritage walks through the village’s hidden corners, where local guides share stories about the fortress settlement and its Byzantine churches. The evening wine tours are especially worthwhile, combining visits to family-owned wineries with sunset views from the village’s highest point.
For the best value, choose tours that include both the village exploration and regional wine tasting – they typically run 4-5 hours and provide deeper insights into local traditions than standard island tours.
Check out our carefully selected tours below.
Good To Know
- The Traditional Villages and Akrotiri Tour offers a 4.5-hour exploration of Pyrgos village, Megalochori’s Cycladic architecture, and the 4,000-year-old Akrotiri Archaeological Site.
- The Private Wine Tour Experience provides a personalized 4.5-hour wine tasting journey, with over 12 wines and local cheese pairings, as well as customization options.
- The Santorini Sightseeing Tour encompasses a 4-hour (or 6-hour with extension) exploration of Oia’s whitewashed buildings, Fira’s caldera views, and Imerovigli’s panoramas.
- The Wine and Local Product Tasting Tour focuses on a 3-hour immersion in Santorini’s wine culture and local gastronomy, with visits to two wineries and tastings of olive oil, cheese, and honey.
- These tours offer a range of benefits, including photographic opportunities, cultural insights, flexible booking, and personalized itineraries, catering to the interests of visitors.
Santorini: All For The Gram – Sightseeing Private Tour
Santorini’s mesmerizing landscapes and iconic architecture make it a photographer’s paradise. The “Santorini: All For The Gram – Sightseeing Private Tour” allows you to capture the island’s most Instagrammable spots.
For 4 hours (or 6 with the extended option), you’ll be chauffeured to Oia’s white-washed buildings, Fira’s stunning caldera views, and Imerovigli’s panoramic vistas. The tour also takes you to the Red Beach’s unique red cliffs, Pyrgos Village’s traditional architecture, and the Akrotiri Lighthouse for sunset photography.
Priced at $190.40 per person, the tour includes hotel pickup and drop-off, an experienced driver, a water bottle, entrance fees, and a one-way cable car ticket.
You’ll have the flexibility to reserve now and pay later, without an upfront payment. With free cancellation up to 24 hours in advance, you can plan your Santorini trip with ease.
The tour is designed for photographers and social media enthusiasts, with guidance on the best angles and lighting to capture incredible shots.
Bring your comfortable clothes, cash, and camera for an unforgettable Santorini sightseeing experience.
Read our full review: Santorini: All For The Gram – Sightseeing Private Tour Review
Book now: Check availability
Santorini: Private Tour 3hours Wine N Local Product Tasting
For 3 hours, you’ll learn about Santorini’s vibrant wine culture and local gastronomic delights on this private tour. Accompanied by a knowledgeable local guide, you’ll visit two renowned wineries, where you’ll savor 12 different wine tastings. Discover the unique terroir and winemaking methods that give Santorini’s wines their distinctive character.
Beyond the wines, you’ll also have the opportunity to explore the rich culinary heritage of the island. Sample a variety of traditional local products, such as olive oil, cheese, and honey, learning about their production and cultural significance.
As you indulge in these flavors, your guide will share insights into Santorini’s history and traditions, providing a well-rounded cultural experience.
This private tour offers a perfect blend of wine, food, and culture, allowing you to explore the essence of Santorini at your own pace. With a small group and personalized attention, you’re sure to leave with a deeper appreciation for the island’s vibrant offerings.
Read our full review: Santorini: Private Tour 3hours Wine N Local Product Tasting Review
Book now: Check availability
Santorini: Traditional Villages and Akrotiri Private Tour
Explore the traditional villages and the captivating Akrotiri Archaeological Site on this immersive private tour of Santorini. For $232.72 per person, you’ll embark on a 4.5-hour adventure that includes hotel, port, or airport pickup and drop-off.
Visit the charming village of Pyrgos, where you’ll discover a 16th-century Venetian castle, narrow alleys, vineyards, blue-domed churches, and cave homes.
Next, explore the traditional Cycladic architecture, underground caves, and local culture in the non-touristy setting of Megalochori. In Emporio, you’ll walk through medieval alleyways and visit a well-preserved 15th-century castle.
The highlight of the tour is the Akrotiri Archaeological Site, a 4,000-year-old Bronze Age town with well-preserved buildings and a drainage system.
Afterwards, enjoy stunning views of the unique natural phenomenon at Red Beach. With an English-speaking local guide, transportation, and admission to Akrotiri included, this tour offers an immersive and informative experience of Santorini’s history and culture.
Read our full review: Santorini: Traditional Villages and Akrotiri Private Tour Review
Book now: Check availability
Santorini: Private Wine-Tour Including Entranceσ and Tasting
Enjoy Santorini’s renowned wine culture on this private tour, which takes you through the island’s picturesque vineyards and offers tastings at three exemplary local wineries.
Priced at $317.34 per person, this 4.5-hour experience provides a flexible and personalized exploration of the region’s winemaking heritage.
Your luxury limo transportation, complete with air-conditioning, WiFi, and bottled water, will pick you up from one of 18 convenient locations, including the airport and major bus stops.
A knowledgeable, English-fluent driver-guide will accompany you, sharing insights into Santorini’s unique viticulture shaped by volcanic soils.
At the wineries, you’ll sample over 12 wines, including the island’s renowned Assyrtiko and Vinsanto varietals, paired with local cheeses.
Wander through ancient vineyards, learn about traditional winemaking techniques, and engage with passionate sommeliers and vintners.
With the option to extend your tour and visit more attractions, this experience is tailored to your interests, ensuring an unforgettable culture.
Read our full review: Santorini: Private Wine-Tour Including Entranceσ and Tasting Review
Book now: Check availability
Frequently Asked Questions
Can I Customize the Tour Itinerary to Suit My Preferences?
Absolutely! Most private tour providers allow you to customize the itinerary to suit your interests and preferences. Just discuss your desired activities and sights with the tour operator, and they’ll be happy to tailor the tour to your needs.
Are There Any Discounts or Packages Available for Group Bookings?
Yes, many tour operators offer discounts for group bookings. You can typically save 10-20% on the total cost when booking for a group of 4 or more. Be sure to ask about any package deals or group pricing options.
How Do I Ensure the Safety and Comfort of My Elderly Companions?
To ensure the safety and comfort of your elderly companions, choose a tour operator that provides wheelchair-accessible vehicles, experienced guides, and frequent rest stops. Inquire about any special accommodations they can make to cater to your group’s needs.
Can I Request a Tour Guide Fluent in My Native Language?
Yes, you can request a tour guide fluent in your native language. Many tour companies offer this option to ensure you and your elderly companions can fully engage with and understand the tour experience comfortably and without language barriers.
Are There Any Age or Mobility Restrictions for the Various Tour Options?
Most tours don’t have age or mobility restrictions, but you’ll want to check with the tour provider. They’ll work with you to ensure the experience is suitable for your needs and abilities.
The Sum Up
Explore Santorini’s captivating villages, vineyards, and historical sites with these private tours. Enjoy the island’s rich culture, savor local wines and delicacies, and capture breathtaking views for your social media. Whether you’re seeking Instagram-worthy moments or a deeper appreciation of Santorini’s heritage, these tailored experiences cater to your interests and ensure an unforgettable visit.