Santorini Wine & Sunset Experience in Oia: A Taste of Paradise

Experience Santorini in comfort with a private and fully personalised sightseeing ride. Together with your English-speaking Welcome Driver, you can choose which places to visit, how long to spend at each stop, and whether to follow our suggested itinerary or create your own custom route.
Your driver is a friendly local professional with excellent knowledge of the island and its highlights. They’ll share useful insights, stories and recommendations along the way, helping you discover Santorini like a knowledgeable friend, without the pressure of strict schedules or crowded group tours.
This flexible, door-to-door experience is the easiest and most comfortable way to explore the island’s top landmarks, hidden gems and scenic viewpoints. Choose your pace, personalise your route, and enjoy a smooth, stress-free journey designed entirely around your interests.

Suggested Itinerary

Begin your afternoon with a comfortable pickup from 1Hotel Pickup , where your Welcome Driver will meet you and prepare you for a relaxed and indulgent Santorini experience.

Your first stop is 2Wine Tasting, a renowned winery set among sun-soaked vineyards with sweeping views of the Aegean Sea. Learn about Santorini’s unique winemaking tradition shaped by volcanic soil and centuries of history. Enjoy a curated tasting of local wines such as Assyrtiko, Aidani, and Vinsanto, paired with traditional delicacies including olives, cheeses, and sun-dried tomatoes, all while relaxing on a scenic terrace.

Continue north to 3Oia, Santorini’s most iconic village. Wander through its charming alleys lined with whitewashed houses and cascading terraces, browse boutique shops and artisan galleries, and find the perfect viewpoint to experience the island’s legendary sunset. As the sky shifts through shades of gold, pink, and deep orange, soak in the unforgettable atmosphere that makes Oia world-famous.

After enjoying the sunset and evening ambiance, sit back and enjoy a comfortable return drive to your accommodation, concluding a memorable Santorini afternoon filled with fine wine and timeless views.

Important Notes

➜ Your driver is a local, English-speaking professional. While not a licensed tour guide, they’re always happy to share stories, insights, and recommendations — much like a knowledgeable friend showing you around.

➜ Pickup and drop-off are included from any centrally located hotel, B&B, or apartment in the city area. Your driver will meet you at the selected location and assist you before the ride begins.

➜ Airport and port pickups/drop-offs are not included in the standard sightseeing ride. If you need one, simply book an additional transfer for seamless service.

➜ Entrance tickets are not included. Wine tasting fees are paid directly at the winery and start at approximately €40 per person, depending on the selected package. Your driver can provide details on available options.

➜ The itinerary is flexible — feel free to skip stops, stay longer, or add new locations based on your interests and available time.

➜ Please mention any special requirements (service animals, accessibility needs, oversized luggage, etc.) in the booking notes so we can ensure a smooth and comfortable experience.