Bespoke Santorini Private Tours
Travel in luxury with private drivers and local insight
Private Wine Tour with Caldera Views
Private Wine Tour with Caldera Views
Overview
Explore Santorini's rich wine heritage with a guided tour to three iconic wineries: Argyros, Karamolegos, and Venetsanos. Savor exquisite local wines, learn about traditional winemaking techniques, and enjoy breathtaking views of the island's landscapes.
Guests embark on an unforgettable wine journey through Santorini, visiting three of the island's most celebrated wineries - each with its own unique story, setting and character.
The tour begins at Estate Argyros, Santorini's largest private vineyard established in 1903, with vines over 200 years old. In a modern tasting room with sweeping sea views, guests sample 4 award-winning wines including the celebrated Assyrtiko, Aidani, and Vinsanto.
The journey continues to Artemis Karamolegos Winery, a dynamic family-owned estate renowned for combining tradition with innovation. In a stylish contemporary setting, guests taste 4 exceptional wines crafted from indigenous Santorini varietals, while learning about the winery's passion for preserving the island's unique viticultural heritage.
The final stop is Venetsanos Winery - Santorini's first industrial winery, built in 1947 into the caldera cliffs. Four gravity-fed cellar levels lead up to a spectacular terrace with unmatched caldera views, widely regarded as the island's finest sunset spot. Guests conclude their tasting with 4 premium wines in truly breathtaking surroundings.
At every stop, the wines are complemented with local barley croutons and cheese - a perfectly curated pairing for a truly immersive and flavourful Santorini experience.
📍 Tour Itinerary
1
Santorini\'s largest private vineyard since 1903, award-winning Assyrtiko and Vinsanto with sea views.
2
One of the island\'s oldest family-run cave wineries, ancient varieties in a rustic authentic setting.
3
Santorini\'s first industrial winery built into the caldera cliffs, unmatched views and the island\'s finest sunset spot.
✅ What's Included
- Wine tastings/ 12 wines (entrance fees & basic tasting package at 3 wineries)
- Additionally, small bites, such as barley croutons and cheese
- English-speaking driver/guide
- Bottled water
- Air-conditioned vehicle
- Wi-Fi on board
❌ Not Included
- Gratuities (Optional and not included)
- Entry/Admission fees (Tickets to museums/attractions are not included)
- Food & drinks outside the included package (Meals and refreshments are not included)
🎒 What to Bring / Know Before
- Comfortable shoes suitable for winery grounds and cobblestone paths
- Sunscreen, sunglasses and a hat to stay protected under the Greek sun
- Swimsuit and towel for beach visits (weather permitting)
- A light jacket or layer for cooler evenings or unexpected breezes
- A camera or phone to capture the breathtaking views
- Light, breathable clothing for daytime comfort
Cancellation Policy
Cancellations made at least 24 hours prior to the scheduled tour time are eligible for a full refund minus a 5% cancellation fee.
Cancellations made less than 24 hours before the tour, as well as no-shows, are non-refundable.
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Why Choose VIP Santorini for Your Luxury Tours?
Premium Experiences
Private and semi-private tours with curated routes and exclusive stops. We go beyond standard sightseeing - every detail is tailored to your pace and interests.
Local Experts & Tailor-Made Tours
Guided by passionate Santorinians who know every story and secret. George, Dimitris, Nicolas, Lisandros and Cristos create flexible itineraries around your schedule, interests and cruise or flight times.
Comfort, Safety & Style
Travel in air-conditioned premium SUVs and minivans with door-to-door service, help with reservations and insider tips so you can relax and enjoy Santorini from the moment you arrive.
Flexible Schedules
Morning, sunset, or custom start times - we work around your plans, whether you're arriving by cruise ship, ferry or flight. Your time on the island, your way.
Hidden Gems & Iconic Views
See the postcard-perfect blue domes and caldera sunsets, plus the island's lesser-known beaches, villages and wineries that most visitors never discover.
Award-Winning Service
Trusted by hundreds of guests with consistent 5-star ratings across TripAdvisor, Google and partner platforms for professionalism and attention to detail.
What Our Guests Say
★★★★★ 5.0 • 1,334+ Reviews
"Perfect Santorini Day! — We used VIP Travel in Santorini this past September. We were arriving via cruise ship and had several contacts with the company before we arrived, explaining exactly what…"
"So, 3 out of the 4 of us had been to Santorini before... However, Paulina made sure to provide us with new details about the island and show us off the beaten track gems most tourists never see. Sh…"
"Sometimes in your travels you meet the perfect person, on the perfect day, in the perfect place, …. and that is what happened on our tour of the island of Santorini Greece! Our tour guide, Chris…"
"Brilliant tour - highly recommend — What a brilliant day. With little time on the island to explore - this was the perfect way to tour the island and learn all about its history as well as seeing…"
"Amazing experience — I had an AMAZING experience. My guide Cristos was the best, very knowledgeable and kind and also took great pictures of me. I was traveling solo and he was kind enough to wal…"
"An incredible experience to see all the key sites is Santorini- a must do — This is a tour like no other, focusing on the key sites of Santorini, beautiful villages, churches, red and black beach…"
"Our guide met us exactly where we expected. He drove us all around Santorini, beginning with a visit to Oia. There are a lot of stairs made of stone and a couple in our group decided not to go down…"
"Santorini Island Sightseeing Tour — Nicolas gave us a great tour of the entire island. Very informative with history and current facts.. explained everything. Highly recommend."
"Amazing tour and guide! — Nikos did such a nice job covering all the favorites spots, giving us history, and testing us with kindness and respect."
"We definitely enjoyed our tour in Santorini, our tour guide was fun and knowledgeable, and knew all the best places for photographs!! we ended the tour with a visit to the black sand beach! Highly …"
"Polly (Paulina) was a fantastic VIP tour guide for our group of 4 women! She was open to OUR schedule without hesitation and was so friendly and showed us the best of Santorini in our time together…"
"Even though Santorini was cold and shrouded in clouds on the day of our tour (Jan 21st), our guide Chris did a wonderful job of making it as sunny as possible. He took us the entire length of the i…"
About Our Santorini Tours
VIP Santorini designs private and small-group tours for guests who want a relaxed, well-organized way to discover the island. Each itinerary is built around comfort, timing, and local insight, so you can enjoy Santorini's best-known landmarks and quieter corners without the rush of big groups.
Our tours cover a wide range of interests, from classic sightseeing and shore excursions to wine experiences, hidden villages, and scenic photo stops. With professional, English-speaking driver-guides and modern, air-conditioned vehicles, you can move easily between locations and focus on the views, not the logistics.
If you'd like to learn more about our team and the standards behind every tour, visit our About Us page.
Places You'll Love in Santorini
A selection of our favorite villages, viewpoints, and beaches you can explore on your VIP Santorini tour.
Oia Village
Three Bells of Fira
Imerovigli Village
Red Beach
Megalochori Village
Emporio Village
Black Beach
Pyrgos Village
Lighthouse
Mesa Pigadia
