If you’re planning a trip to Santorini and want a well-rounded experience that combines stunning views, authentic local flavors, and a touch of the island’s unique charm, this 5-hour private Oia tour with lunch or dinner at a local farm might be just what you’re looking for. While it’s not the most intensive sightseeing marathon, it offers a relaxed, intimate look at some of the island’s most captivating spots—all curated for small groups, which means plenty of personalized attention.
What really caught our eye are two things: first, the chance to visit Oia, with its famously picturesque scenery of whitewashed houses and blue-domed churches, and second, the opportunity to enjoy local farm-to-table dishes and a wine tasting at Artemis Karamolegos Winery. The balance between sightseeing, tasting, and learning makes this experience both enjoyable and informative.
One thing to keep in mind is that Santorini’s steep roads and limited parking make self-driving tricky, so a guided tour like this can be a much easier way to see the sights without stress. However, since it’s a half-day experience, if you’re eager to explore the island more extensively, you might want to supplement this with additional activities.
This tour seems perfect for travelers wanting a taste of Santorini’s iconic views, local food, and wine in a relaxed, small-group setting. It’s especially good if you prefer an experienced guide to help navigate the island’s highlights comfortably.
Key Points
- Intimate Group Sizes: capped at just eight travelers for a more personal experience
- Flexible Scheduling: multiple departure times to fit your plans
- Comprehensive Itinerary: combines Oia, a local farm, and a winery for well-rounded exposure
- Comfortable Transport: round-trip transfers in a modern Mercedes-Benz Vito
- Delicious Local Food & Wine: enjoy authentic dishes and five local wines
- Ideal for Relaxed Sightseeing: perfect if you prefer a leisurely, guided approach over self-driving
An Immersive Half-Day in Santorini’s Most Famous Spots

This tour packs a good amount into just five hours, making it a practical option for travelers who want to see and taste without committing to a full-day itinerary. Let’s break down what you get and why it might be right for you.
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The Charm of Oia
Your adventure begins on Oia’s main street, known worldwide for its postcard-perfect views. With a local guide leading the way, you’ll wander along cobbled streets lined with whitewashed houses and iconic blue-domed churches. The best part? You get to soak in the spectacular caldera views and learn about the area’s history and architecture from someone who knows the ins and outs.
Most travelers, including those who reviewed this tour, found Oia to be the highlight. As one reviewer put it, “It was a wonderful day and Fani was the best tour guide and host,” emphasizing how a knowledgeable guide can make all the difference when exploring a place as photogenic and layered with stories as Oia.
Visiting Kissiras Farm
Next, you’ll head to Kissiras farm, a small local operation that offers a peek into Santorini’s agricultural side. Here, you’ll tour the farm, see where they grow microgreens, edible flowers, and seasonal produce, and even visit their chicken and quail coop. The farm produces ingredients used in the dishes you’ll taste later, giving you a true farm-to-table experience.
The food on offer is simple but flavorful: Santorinian salad with goat cheese, fava beans with spring onion and capers, tomato fritters, and more. These dishes highlight local ingredients and traditional recipes, making it a tasty way to connect with Santorini’s culinary roots.
Guests consistently remarked on the quality and authenticity of the food. One review mentioned, “Taste the goods that we produce collaboratively with local producers,” which adds a layer of genuine local flavor that larger tour groups often miss.
Wine Tasting at Artemis Karamolegos Winery
The final stop is the Artemis Karamolegos Winery, where you’ll learn about the island’s winemaking traditions. The winery offers a chance to understand how Santorini’s unique volcanic soil influences its wines, and of course, you’ll sample several varieties.
Wine tasting is an appreciated feature, especially since the wines are local and typically paired with stories about the winemaking process. The review mentions the “five Santorini wines,” which suggests a generous sampling. For wine lovers, this is a highlight—an educational yet relaxed experience in a beautiful setting.
The Overall Experience
Throughout, the small group size ensures you’re not lost in a crowd. The reviews reflect this favorably, with one person noting, “Fani was the best tour guide and host,” which hints at the personalized touch that makes this tour stand out.
The Mercedes-Benz Vito transfers mean comfort, especially after a busy day of sightseeing. Plus, the flexible departure times make it easier to fit this into your schedule, whether you’re an early riser or prefer later mornings.
While in Santorini, here are other experiences we've covered
- Traditional Greek Night live Music & Dinner Show in Santorini
- Santorini Wine Stories: Sunset Tour with Tasting & Dinner
- Santorini Sunset Sailing Cruise: Dinner, BBQ, Open Bar, Transfers
- Santorini Volcano Sunset Cruise with Dinner
- Secrets of Santorini – Private Full Day Tour with Dinner
- Private Sunset Cruise with Dinner and Drinks!
Why This Tour Might Be Worth the Price
At $196.59 per person, this isn’t the cheapest tour on the island, but it offers good value for those seeking a curated and intimate experience. The combination of sightseeing, local food, and wine tasting in a small group means you’re paying for quality, personalized attention, and unforgettable views.
The inclusion of round-trip hotel transfers also saves you the hassle of navigating Santorini’s tricky roads and parking—definitely a plus for comfort and convenience.
Who Will Love This Tour?

This experience is perfect if you want to combine iconic scenery with authentic local flavors in a manageable timeframe. It suits travelers who appreciate small-group settings, personalized guides, and a relaxed pace. It’s also ideal for those who prefer not to rent a car and want a hassle-free way to see key spots.
While not specifically tailored for children, it’s suitable for most age groups, provided everyone is comfortable walking on cobbled streets and engaging in a few hours of tasting and touring. If you’re a wine enthusiast or foodie, this tour will hit the right notes.
Final Thoughts

This private Oia tour with a farm visit and wine tasting provides a balanced look at Santorini’s beauty and flavors. It offers a chance to see the famous village without the crowds, enjoy authentic local dishes, and learn about the island’s winemaking traditions—all in just a few hours. The small-group setup and knowledgeable guide make it a personalized experience worth considering.
If you’re after a relaxed, authentic, and visually stunning slice of Santorini that doesn’t require a full day commitment, this tour could be just right. It’s especially fitting if you value good food, quality wines, and intimate moments with a knowledgeable host guiding the way.
Santorini 5 Hour Private Oia Tour & Lunch/Dinner at a Local Farm
“It was a wonderful day and Fani was the best tour guide and host! I would highly recommend this tour! We also had two people celebrating their birt…”
FAQs

Is this tour suitable for families with children?
While not explicitly marketed as family-friendly, the tour involves walking on cobbled streets and tasting food and wine, so older children who are comfortable with that should enjoy it. However, it’s best suited for adults or teenagers.
What’s included in the price?
The price covers the guided tour, visits to Oia, the farm experience, wine tasting at Artemis Karamolegos Winery, and round-trip hotel transfers. Meals at the farm are also included.
Can I choose my departure time?
Yes, the tour offers a huge choice of departure times to help you fit this into your schedule comfortably.
How long is each stop?
Oia’s main street visit lasts about 1 hour 30 minutes, the farm tour about 1 hour, and the winery tasting approximately 1 hour. The total is around five hours including travel and transitions.
Is transportation comfortable?
Yes, transfers are in a new Mercedes-Benz Vito Tourer, ensuring a smooth and comfortable ride between stops.
What if the weather is bad?
Since the experience is outdoor-focused, poor weather might lead to a reschedule or full refund, as per the cancellation policy.
Can I cancel if my plans change?
Absolutely—cancellations made at least 24 hours in advance are fully refunded.
Is this a crowded tour?
No, with a maximum of eight travelers, it’s designed to be intimate and personalized.
How far in advance should I book?
Most travelers book about 86 days ahead, so it’s wise to plan early to secure your preferred time slot.
If you’re seeking an efficient, charming way to experience Santorini’s most iconic sights, flavorful farm-to-table dishes, and local wines—all in a relaxed setting—this private tour hits the sweet spot. It’s a great choice for those who want a personalized touch, comfort, and a taste of authentic island life.
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