The Oia Experience 5.5-Hour Tour

Quick info

Location: Santorini
price: 165
Tour highlights:
  • Private boat transfer from Old Port to Ammoudi Bay, bypassing cable car queues.
  • 2.5 hours of free time to explore Oia’s charming alleys, blue-domed churches, and cliffside houses.
  • Photo stop at Firostefani for the most famous blue dome church in Santorini.
  • Guided visit to a historic winery and wine museum, with a tasting of 4 wines including Vinsanto.
  • Tour concludes in Fira with free time to shop, dine, or stroll before taking the cable car back.
Duration: 5.5 hours
Languages: English

What to expect

Your tour begins at the Old Port, where your qualified, English-speaking tour director greets you as you disembark your ship’s tender. Instead of waiting in long cable car lines, you’ll board a private boat for a scenic 20-minute cruise beneath Santorini’s towering caldera cliffs.
Arriving at Ammoudi Bay, a private Mercedes Sprinter will take you up to Oia in less than 10 minutes. Your tour director will orient you and provide fascinating background on Santorini and Oia before giving you ample free time to explore the village at your own pace. Wander through narrow streets, admire the famous cave houses, discover the blue-domed churches, and soak up the breathtaking caldera views.
The group then continues to Firostefani for a photo stop at the island’s most iconic church before heading to one of Santorini’s oldest wineries. Established in 1880 inside a natural cave, the winery also houses the only wine museum in Greece. With the help of an audio guide, you’ll explore the museum and enjoy a private tasting of four wines, including the celebrated Vinsanto, accompanied by local bites.
The final stop is Fira, where your tour director will provide maps and guidance before giving you free time to explore. From here, you’ll take the cable car down at your convenience to return to the Old Port.

The Oia Experience 5.5-Hour Tour

Discover Santorini in style with this semi-private, carefully designed shore excursion. Avoid the cable car lines with a private boat transfer from the Old Port to Ammoudi Bay, where your journey to Oia begins. Spend extended time exploring the iconic whitewashed village with its blue-domed churches, neoclassical mansions, and breathtaking views over the caldera.
Your experience continues with a photo stop at Firostefani’s famous Blue Domes before heading to one of the island’s historic wineries. There, enjoy a guided visit of the wine museum and a tasting of four distinct Santorini wines, including the world-renowned Vinsanto. The tour concludes in Fira, where you may choose to explore at leisure before returning by cable car to the Old Port.
This 5.5-hour semi-private tour combines Oia’s beauty, Santorini’s rich wine culture, and the island’s most iconic sights—all without unnecessary delays.

  • Semi-private tour with licensed professional tour director (max 18 per group)
  • Private boat transfer from Old Port to Ammoudi Bay
  • Mercedes Sprinter (or similar) minibus transportation with professional driver
  • 2.5 hours free time in Oia village
  • Photo stop at Firostefani Blue Domes
  • Winery tour and wine tasting (4 wines, including Vinsanto) with audio guide and local snacks
  • Orientation and commentary throughout by your tour director
  • Liability insurance coverage
  • Food and beverages (other than winery tasting)
  • Personal expenses (shopping, optional extras)
  • Cable car return ticket to Old Port
  • Gratuities

Itinerary

Why choose us

  • Semi-private: Maximum 18 participants per guide for a personal, relaxed experience
  • Licensed local experts: Fluent English-speaking tour directors with in-depth knowledge
  • Efficient transfers: Private boat and minibus minimize delays and maximize time in Oia
  • Exclusive organization: Tours only for passengers from your ship, no mixed groups
  • Guaranteed return: On time for your ship’s departure, with coverage for delays
  • Family-run business: Supporting the local economy with authentic Greek hospitality
  • Comfortable transport: Air-conditioned, modern minibuses with professional, non-smoking drivers

Useful Info & Extras

  • Travel time: approx. 1 hour 15 minutes total
  • Walking distance: ~2.2 km with ~100 steps in Oia and Fira
  • Wear comfortable shoes; bring a hat, water, sunscreen, and sunglasses, especially in summer
  • Restrooms available in Oia, the winery, and Fira
  • Shopping available in Oia and Fira
  • Credit cards accepted at shops and winery
  • Photography allowed everywhere
  • Flexible departure planning helps avoid peak crowds
  • Moderate activity level: walking over uneven surfaces and steps required

Booking

From: 165
Don’t miss the chance to discover Santorini’s most iconic sights in comfort and style.
Book now

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