When it comes to exploring Santorini efficiently without sacrificing quality or comfort, the Private Half-day Best of Santorini and Wine Tasting tour stands out as a stellar option. Offered by Makedas Travel, this 6-hour journey promises a personalized experience, with a private driver-guide and a carefully curated itinerary through some of the most iconic spots on the island. A recent string of five-star reviews and a perfect 5.0 rating from 14 travelers suggest that this is more than just a typical sightseeing trip—it’s an authentic, well-organized adventure tailored to your interests.
Two features I really appreciate about this experience are the customized attention you get from a dedicated guide and the blend of sightseeing with local wine tasting. The guide, Dionisis, and his team are praised for their punctuality and wealth of recommendations, making sure visitors get insider tips about the best places to eat, explore, and relax. The itinerary balances breathtaking vistas with cultural stops, and the inclusion of a visit to a traditional winery adds a tangible taste of Santorini’s volcanic terroir—something that elevates this tour beyond the usual.
One tradeoff to consider is that, being a half-day tour, it has a limited time frame to see everything. For travelers with a tight schedule or those who want a broad overview without the hassle of self-driving, this may be perfect. But if you’re after in-depth exploration at each site or planning to visit during high season, be prepared for some brief stops. Still, with the flexibility of a private tour, you can always ask your guide to focus more on the places that interest you most.
Key Points

- Private and personalized experience ensures your interests are prioritized.
- The expert guide offers reliable information and local tips that enhance the visit.
- Comfortable transportation in a modern, air-conditioned mini-van makes travel easy and hassle-free.
- The itinerary includes iconic sights like Oia, Fira, and the black sand beaches, balancing scenic views and cultural spots.
- Wine tasting at a traditional winery provides an authentic taste of Santorini’s volcanic wines.
- The flexibility of a private tour allows you to tailor or extend parts of the experience if desired.
Exploring the Itinerary in Detail

The tour kicks off in Oia, arguably the most famous village on Santorini. With its iconic whitewashed buildings and blue domes, Oia is perfect for photos and wandering through charming alleyways. Expect about 70 minutes here, plenty of time to soak up the scenery, browse local shops, and snap those postcard-perfect shots. The guide is there to point out hidden gems, making sure you don’t just stick to the main viewpoints.
Next, you’ll head to Fira, the island’s bustling capital. This is where the energy of Santorini comes alive—shops, cafes, and the stunning caldera views. A visit to the Prehistoric Thira Museum is included, offering context about the island’s ancient past. The guide will also show you where to find the best vantage points for photos, and you’ll have about an hour to take in the sights and enjoy the lively atmosphere.
From Fira, your driver will take you to the Convent of Profitis Ilias, perched at 567 meters above sea level. This spot is all about panoramic views—truly breathtaking on a clear day. Inside, you’ll find a collection of sacred relics, but the real star is the scenery that surrounds you. It’s a quick stop, but one that offers a quiet moment away from the crowds.
The journey continues to Pyrgos Kallistis, the former capital and highest village on the island. You’ll stroll through traditional streets, admire the medieval castle, and peek into age-old churches. It’s a glimpse of authentic island life and history, away from the busier tourist hubs. Allow about 30 minutes for this charming village, where the ambiance is markedly different from Oia or Fira.
Then, it’s time to relax at the Perissa Black Sand Beach. The contrast of dark volcanic sand against the bright blue sea is mesmerizing. There’s plenty of time here—about 45 minutes—to unwind, grab a cold drink at a beachfront taverna, or even try some water sports like windsurfing or snorkeling. The organized beach facilities mean you won’t need to hunt for amenities, and it’s a fantastic spot to recharge, listen to the waves, and take in the views.
The highlight for many is the wine tasting at a traditional Art Space winery. This visit combines education with indulgence. You’ll learn about local winemaking, notably the use of volcanic soil, and taste a selection of Santorini wines. Knowledgeable staff guide you through each variety, making the tasting more than just sipping—it’s an immersive experience. While the wine tasting itself isn’t included in the price, it’s widely praised for its authenticity and quality, often considered one of the best parts of the tour.
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What Makes This Tour Special

Many travelers mention their guide, Dionisis, as a key highlight. His reliability, punctuality, and friendly demeanor are frequently praised—”exzellenter Service” and “ausgezeichnete Informationen” are common compliments. This isn’t just a sightseeing trip; it’s a personalized service, tailored to your pace and interests.
The balance between scenic stops, cultural insights, and wine tasting creates a well-rounded experience. The private nature means you won’t be confined to a large group, giving you flexibility and intimacy. Plus, the inclusion of Wi-Fi and bottled water keeps you comfortable and connected throughout the day.
One reviewer summarized, “Very reliable, always punctual, and gave us great recommendations,” emphasizing how a good guide can make or break your experience. Expect plenty of photo opportunities—you’ll love the views of the caldera, the villages, and the coast, all from strategic viewpoints.
Pricing at about $253.50 per person reflects a premium service with a lot of value. You’re paying for comfort, expert guidance, and the chance to see some of Santorini’s most photogenic sites efficiently, without the hassle of navigating yourself.
Who Should Consider This Tour?

This experience works best for those who want a personalized, relaxed exploration of Santorini without the stress of planning every detail. If you’re short on time or prefer not to drive, the private transport and tailor-made itinerary are ideal. It’s a good fit for couples, small groups, or anyone who values authentic insights from local guides.
Travelers interested in wine tasting will find this particularly appealing, as the winery visit features Santorini’s unique volcanic wines and expert staff explaining the process. History buffs or photo enthusiasts will enjoy the scenic stops, especially Oia and Fira, with plenty of opportunities to capture memorable images.
However, if you’re hoping to spend many hours on each place or prefer a more extensive visit to the island’s archaeological sites, this half-day might feel a bit rushed. Also, note that the admission fee for Art Space Winery isn’t included**—so budget a few extra euros for tasting. Lastly, those traveling during poor weather should be aware that the tour might be canceled or rescheduled.
Final Thoughts: Is It Worth It?

All things considered, this tour offers outstanding value for those who want a streamlined, high-quality introduction to Santorini’s highlights. The combination of scenic vistas, cultural stops, and wine tasting provides a well-balanced glimpse of what makes the island special, all while enjoying the comfort and personalization of a private experience. Guided by Dionisis and his team, you’re sure to leave with a deeper appreciation not just of Santorini’s beauty but also its local character.
This tour is particularly suited for first-time visitors, couples celebrating a special occasion, or travelers who prefer a more relaxed pace but still want to see plenty. The price might seem high compared to group tours, but the private service, flexibility, and expert guidance make it a worthwhile investment for a memorable half-day on one of Greece’s most stunning islands.
FAQ

What is the duration of this tour?
It lasts approximately 6 hours, giving you ample time to enjoy each stop without feeling rushed.
Is hotel pickup included?
Yes, the tour includes hotel pickup and drop-off, making it very convenient, especially after a long flight or ferry ride.
What is the vehicle like?
You’ll travel in a private, air-conditioned mini-van, ensuring comfort and space during the drives between stops.
How many people typically participate?
This is a private tour, so only your group will be involved, allowing for a tailored experience.
Are meals or beverages included?
No, but bottled water is provided, and the winery tasting session is a highlight for wine lovers.
Can I customize the itinerary?
Yes, since it’s private, you can ask your guide to spend more time at certain spots or skip less-interesting ones.
What are the main attractions on this tour?
Oia, Fira, the Convent of Profitis Ilias, Pyrgos village, Perissa Black Sand Beach, and a winery for wine tasting.
Are there any additional costs I should prepare for?
You may want to budget for the cable car tickets (6 EUR) if you plan to visit other parts of the island or for the wine tasting at Art Space, which isn’t included.
Is this tour suitable for all ages?
Most travelers can participate, but be aware that some stops involve walking on uneven surfaces or stairs.
What should I wear?
Comfortable shoes for walking, sun protection, and layers depending on the weather are recommended.
Choosing this half-day private tour blends convenience, comfort, and authenticity. It’s a smart way to see key sights and enjoy a touch of local flavor, all tailored to your pace and interests—ideal for a memorable slice of Santorini.
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