Santorini: Night Hike, Wine Tasting, and Greek Dinner

If you’re looking to experience Santorini in a different light, this night hike with wine tasting and traditional Greek dinner could be just what you need. While it might not be the most intense trek you’ll ever do, it’s a thoughtfully curated evening that combines stunning views, local flavors, and a peaceful vibe away from the daytime crowds.

What we really like about this experience is the chance to walk the famous Fira-Oia trail in the evening, when it’s much quieter but just as beautiful. Plus, the wine tasting at a local restaurant gives a genuine taste of Santorini’s renowned vineyards, ending with a hearty Greek meal. The only downside might be that this tour isn’t suited for those who prefer daytime adventures or want a full-on hiking challenge. But if you’re after a relaxed, visually stunning evening with a dash of local culture, this could be perfect.

This tour tends to appeal most to those who want a blend of scenic beauty, cultural insight, and good food without the hassle of planning. It’s suitable for travelers who enjoy moderate activity and are curious about local wines and cuisine, but probably not ideal for those who want a long, strenuous hike or family-friendly outing with very young children.

Key Points

• Evening hiking experience along the famous Fira-Oia trail, offering a peaceful, crowd-free environment
• Spectacular sunset views over Caldera and the volcano, best enjoyed from a hilltop vantage point
• Nighttime illumination of Santorini with thousands of lights creating a magical atmosphere
• Wine tasting featuring four local wines, including Assyrtiko and Vinsanto, with insights into the island’s viticulture
• Authentic Greek dinner at a local restaurant, showcasing traditional recipes and flavors
• Convenient round-trip transportation included, making the evening seamless
• No hiking experience required; suitable for most fitness levels
• Duration of around 3 hours—a perfect short evening activity

You can check availability for your dates here:

The Experience: What to Expect on This Santorini Night Adventure

From the moment you’re picked up outside your hotel, this tour sets the tone for a laid-back yet engaging evening. The guide will take you to Fira, the island’s bustling capital, where you’ll start your two-hour hike towards Imerovigli. This isn’t a strenuous trek — it’s a moderate walk along the famous Fira-Oia trail, which during the day can get crowded with travelers. At night, however, it’s a different scene. Most visitors have gone, leaving you with panoramic views and a quiet, almost meditative atmosphere.

As you stroll along, you’ll make stops at various viewpoints, each offering stunning vistas of the Caldera, the volcano, and the shimmering lights of the island below. One of the highlights is watching the sunset from a hilltop, where the sky turns a fiery orange before fading into twilight. It’s a moment that feels both special and private, thanks to the reduced crowds in the evening.

Travelers have shared how much they appreciated the calm, uncrowded environment during the hike — a real contrast to the busy daytime. “The views were spectacular,” one reviewer noted, “and the feel of the island at night is simply magical.” The walk offers plenty of photo opportunities, so bring your camera and a comfortable pair of shoes.

Upon reaching Imerovigli, your evening continues at a cozy, local restaurant. Here, you’ll enjoy a wine tasting experience, sampling four different Santorinian wines, including the famous Assyrtiko and the sweet, complex Vinsanto. The guide will share insights into the island’s viticulture and traditions, making the tasting more than just a sip-and-swallow affair.

While sipping your wine, you’ll indulge in a hearty Greek dinner featuring local recipes. Reviewers consistently praise the quality of the food — “The meal at the end was the best we had during our entire trip,” one traveler exclaimed. It’s a chance to relax and savor authentic flavors amid the warm, welcoming atmosphere of a traditional tavern.

Finally, transportation is arranged for your ease, with hotel pickup and drop-off included. This means you can fully enjoy your evening without worrying about logistics or navigation.

The Pros and Cons

The positive aspects of this tour are clear: spectacular sunset views, intimate trail experience, excellent wine selection, and a memorable dinner. Several reviewers have called their guides “superb” and highlighted how much they learned about local traditions. Plus, the fact that it’s a small group or private experience adds to the relaxed, personal vibe.

On the flip side, there are a few considerations. The hike is fairly short and moderate, so it’s not suited for those seeking an intense workout or a long trekking adventure. Also, since the activity is scheduled in the evening, it might not be ideal for very young children or travelers with mobility issues. The tour does not include walking sticks, so if you have difficulty with uneven terrain, plan accordingly.

Regarding cost, at $175 per person, it’s reasonably priced considering all inclusions — transportation, guide, wine tasting, and dinner. For those wanting a unique, low-stress way to see Santorini’s sunset and enjoy local flavors, it offers good value.

Why This Tour Works

This experience is especially appealing for couples, groups of friends, or solo travelers who enjoy moderate activity with a focus on scenery, culture, and cuisine. It’s a great way to see a different side of Santorini — the tranquil night-time ambiance, twinkling lights, and cooler temperatures make it a refreshing alternative to daytime sightseeing.

Because it’s well-organized with convenient pickup and drop-off, you can relax and focus on the scenery and flavors. The knowledgeable guide enhances the experience, offering context and stories that deepen your appreciation of the island.

Who Should Consider This Tour?

This tour is best suited for travelers who want a relaxed, scenic, and cultural introduction to Santorini. If you’re visiting during warmer months and enjoy moderate walking, it’s a perfect way to unwind while soaking in gorgeous views. It also suits those curious about wine and local food, eager to learn and taste authentic flavors without overdoing it.

If you prefer a more intense hike or a longer day of activities, you might find this experience a bit short or gentle. It’s also not geared towards families with very young children, as the walk and evening schedule may not be ideal for small kids.

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FAQs

Is this tour suitable for people without hiking experience?
Yes, no hiking experience is needed. The hike is moderate and designed to be accessible for most.

How long does the hike last?
The hike takes about 1.5 to 2 hours, depending on walking pace and stops.

What’s included in the price?
Hotel pickup and drop-off, an English-speaking guide, wine tasting of four local wines, and a traditional dinner are included.

Do I need to bring anything?
Comfortable shoes, comfortable clothes, and a daypack are recommended for carrying essentials during the walk.

Will I see the sunset?
Yes, the tour is timed so you can watch the sunset from a hilltop with panoramic views over the Caldera.

Is transportation arranged?
Yes, round-trip transportation to and from your hotel is included for convenience.

What if I want to cancel?
You can cancel up to 24 hours in advance for a full refund, making it flexible if your plans change.

How many people typically participate?
Reviews suggest this is a small, intimate group, enhancing the personal experience.

Can children join this tour?
While not specifically targeted at families, the activity is moderate and suitable for older children comfortable with walking.

Final Thoughts

If you’re after a relaxing evening that combines spectacular views, authentic local flavors, and a touch of adventure, this Santorini night hike with wine and dinner is a solid choice. It offers a peaceful way to see the island’s beauty after the crowds have gone, paired with cultural insights and delicious food.

It’s especially suited for travelers who enjoy moderate activity, scenic settings, and leisurely evenings. While it might not be the best for thrill-seekers or families with small kids, those looking for a special, understated experience will find plenty to like here. Plus, the positive reviews and knowledgeable guides suggest you’re in good hands for a memorable night out in Santorini.

Disclaimer: As always, double-check availability and specific starting times when booking, as these can vary depending on the season and demand.

You can check availability for your dates here: