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Experience Santorini’s beauty with a private half-day tour including Oia, Pyrgos, Megalochori, Vlychada Beach, and sunset wine tasting at Santo Wines.
If you’re dreaming of soaking in Santorini’s stunning vistas while enjoying a relaxed, personalized experience, this Sunset Santorini Island Tour with wine tasting might just be your ticket. Priced at around $240 per person, it combines key highlights of the island with a memorable sunset and wine experience at Santo Wines. The tour’s private nature means you get a tailored, intimate exploration of some of the most picturesque spots on this iconic Greek island, all within about five hours.
One of the standout features we love about this tour is the carefully curated itinerary, which balances famous sights with charming villages and a relaxing beach stop. Plus, the sunset wine tasting at Santo Wines with a guaranteed front-row table makes for a picture-perfect end. However, a possible consideration is that the tour runs starting at 4:00 pm, so it’s ideal for those who want to catch the sunset but might not suit travelers seeking a full-day adventure or early mornings.
This experience suits anyone looking for a leisurely yet comprehensive taste of Santorini, especially if you prefer private, flexible tours over group excursions. Perfect for first-time visitors, cruise travelers, or anyone wanting an authentic local feel, this tour promises both stunning views and a relaxed pace.
For more Santorini culinary adventures, you might enjoy these food and drink experiences
This private half-day tour hits many of Santorini’s most photogenic and atmospheric spots, designed to give you a well-rounded taste of the island’s diverse scenery and culture.
Start in Oia: Known worldwide for its postcard-perfect views, Oia is the perfect place to begin. Here, you’ll have around an hour to wander the narrow streets, admire the whitewashed buildings, and snap photos of the caldera. The tour doesn’t rush you through; it allows enough time to soak in the atmosphere and maybe grab a quick coffee.
Firostefani & Imerovigli: Next, the guide takes you to Firostefani, home to the iconic Blue Dome Church, a favorite photo spot. The short stop of 30 minutes is enough to appreciate its beauty without feeling rushed. Then, you head to Imerovigli, standing at the edge of the caldera, where you’ll get another chance for photos, especially of the Blue Dome Church overlooking the sea.
Pyrgos Village: Moving inland, Pyrgos offers panoramic views of Mt. Prophet Elias—the island’s highest peak—and the chance to explore a more traditional side of Santorini. The 45-minute stop here gives you an authentic feel of local life, away from the bustling tourist hubs.
Megalochori: This traditional village provides a peaceful stroll through narrow streets lined with charming houses and local shops. It’s a great way to experience the island’s genuine way of life, away from commercialized resorts. The 45-minute visit allows for some relaxed wandering and photo opportunities.
Perissa Black Sand Beach: The tour includes a relaxing stop at this volcanic beach, famed for its dark sands and dramatic cliffs. Whether you choose to lounge or explore the shoreline, the 30-minute window offers a nice break in the schedule.
Vlychada Beach: While not explicitly detailed in the itinerary, this beach is known for its unique volcanic cliffs, making it an excellent spot to enjoy the scenery and perhaps dip your toes in the water.
The grand finale is at Santo Wines, where you’re guaranteed a first-row table to watch the sunset over Santorini—arguably the highlight for many visitors. The experience lasts about an hour and includes a bottle of sparkling wine and a platter with cheese and cold cuts, adding a touch of indulgence to the visual spectacle.
This part of the tour is highly praised, especially by those who’ve experienced the guide’s attentiveness and the stunning views. One reviewer mentioned that guide Stratos made them feel like family, emphasizing the personal touch that elevates the experience. The wine tasting offers a taste of local products, making the sunset even more memorable.
Travel is in an air-conditioned vehicle, with private transportation for your group. This aspect ensures comfort and flexibility, avoiding the crowded bus atmosphere common on larger group tours. Bottled water is provided, keeping you refreshed throughout the afternoon.
Starting at 4:00 pm, the timing is ideal for catching the sunset, but it may not suit travelers looking for an early start or a full-day itinerary. The tour concludes back at the meeting point, so it’s perfect for a relaxed, evening activity.
Wine enthusiasts might appreciate these other Santorini tasting experiences
At $239.56 per person, the price might seem steep at first glance, but the experience’s inclusiveness—private transport, guide, wine tasting, and a guaranteed prime sunset table—adds a lot of value. For travelers seeking a personalized, scenic, and relaxed way to see Santorini’s highlights, this tour offers a good balance of comfort, exclusivity, and memorable moments.
While only one review is available, it offers a heartfelt glimpse into the guide’s quality—”Stratos is the man as he took great care to welcome us to the beautiful country and spectacular views of Santorini. He made us feel like family, and that is a special quality not many provide.” Such attentiveness can make the difference between a good tour and a truly memorable one.
The reviewer’s comment hints at the tour’s personal touch, which is often missing from large group excursions. Plus, the emphasis on stunning views—like those at Oia and during the sunset—ensures you leave with beautiful photos and lasting memories.
This tour is ideal for those who want a personalized, relaxed way to explore Santorini’s highlights without the hassle of planning each stop. It’s perfect if you’re after iconic views, a scenic sunset, and a taste of local wine, all in a comfortable, private setting. First-time visitors will appreciate the balanced itinerary, while seasoned travelers can enjoy a more intimate experience away from the crowds.
This Sunset Santorini Island Tour with wine tasting at Santo Wines provides a well-rounded, intimate experience of Santorini’s most beautiful sights. The private format and knowledgeable guides like Stratos craft a personalized journey that balances stunning scenery, cultural charm, and relaxing indulgence. The sunset wine tasting, with a guaranteed front-row view, is the perfect way to cap the day, leaving you with gorgeous photos and warm memories.
While the price may seem high, the inclusion of private transport, top-tier views, and a personalized touch makes this an excellent value for anyone seeking a stress-free, immersive way to enjoy Santorini’s magic. It’s especially suited for those who prefer comfort and authenticity over large, hectic tours. Whether celebrating a special occasion or simply wanting a memorable way to see the island, this tour fits the bill perfectly.
How long is the tour?
The tour lasts approximately 5 hours, starting at 4:00 pm and ending back at the meeting point.
Does the tour include transportation?
Yes, it features private, air-conditioned transportation for your group throughout the day.
Are meals included?
No, but the tour provides a bottle of sparkling wine and a platter with cheese and cold cuts during the sunset wine tasting at Santo Wines.
Can I customize the experience?
It’s a private tour, so your guide can tailor some elements to your preferences, offering a more personalized experience.
Is this suitable for all travelers?
Most travelers can participate, but the tour is best suited for those who enjoy sightseeing, relaxed pacing, and scenic views.
What is the sunset experience like?
You get a guaranteed first-row table at Santo Wines to enjoy panoramic views of the sunset, paired with local wine and snacks.
What about the reviews?
While only one review is available, it highlights the guide’s warmth and care, adding to the overall appeal of the experience.
How do I book?
Booking is typically done in advance (about 10 days), and you can contact the provider directly via email or phone listed.
What is the cancellation policy?
You can cancel up to 24 hours in advance for a full refund, providing flexibility and peace of mind.
Ready to experience Santorini’s highlights with comfort and style? This tour offers a personalized, scenic, and memorable way to fall in love with the island’s natural beauty—perfect for making your Greek getaway truly unforgettable.