Santorini: Oia Walking Tour and Lighthouse Sunset with Wine

When it comes to Santorini, most travelers think of postcard-perfect views, crowded streets, and sunset crowds in Oia. But what if you could experience this iconic island in a more personal, authentic way? That’s exactly what the Santorini: Oia Walking Tour and Lighthouse Sunset with Wine promises—a day that balances popular sights with lesser-known treasures, all in a small-group setting.

What really caught our eye about this tour are three things: First, the limit of just 7 guests, which guarantees a more relaxed and personalized experience. Second, the chance to walk through Oia’s alleys with an expert guide, revealing stories behind the ruins and seafaring lore. And third, the unique opportunity to enjoy Santorini wines made from volcanic soil, paired with breathtaking sunset views from the Akrotiri Lighthouse. One thing to keep in mind is the long day of walking involved, so comfortable shoes are a must. This tour is perfect for travelers seeking an authentic feel of Santorini, away from overly crowded spots and with a focus on local culture and scenery.

Good To Know

• Small group size (max 7) ensures intimacy and personalized attention.
• Guided walk through Oia offers historical insights, beyond superficial postcard views.
• Wine tasting in Fira highlights the island’s volcanic soil and distinctive flavors.
• Perivolos Black Beach provides a relaxing break with stunning volcanic sands.
• Sunset at Akrotiri Lighthouse offers a serene and less crowded alternative to Oia’s sunset.
• Comfortable transportation in a modern air-conditioned van helps cover the distances comfortably.
• Flexible itinerary with free time at each stop allows for personal exploration.
• Includes a maritime museum entrance ticket, wine tastings, and hotel pickup/drop-off.

You can check if your dates are available here:

Personalization and Intimacy with Limited Participants

With only 7 guests, this tour offers a chance to really connect with your guide and ask questions about the island’s history, culture, and hidden gems. Reviewers have appreciated the small-group vibe, noting that it feels more like a day out with friends than a typical bus tour. This setup allows the guide, whose name isn’t specified but is described as an English, Italian, or Spanish-speaking escort, to tailor moments and share insider insights.

This exclusivity makes a noticeable difference in how relaxed the experience feels—no large crowds pushing for space, no rushed photo ops. It’s about savoring the moment, whether that’s wandering narrow alleys or savoring a glass of local wine.

Exploring Oia with Context and Charm

Oia is undoubtedly the star of the island, with its iconic blue domes and cliffside charm. The guided walk through this village offers more than just sightseeing; it’s a way to understand the seafaring roots and historical ruins, such as the Venetian castle. Guests have mentioned that the guide’s storytelling adds depth, making even the most photographed spots feel special.

The visit to the Maritime Museum, included in the ticket, is especially revealing for those interested in the island’s nautical past. One review mentioned that the guide’s background in local lore made the walk “not just pretty pictures, but stories I’ll remember.”

Tasting Santorini’s Unique Wines

Fira’s wine tasting session is a highlight, with three different wines representing the volcanic terroir. The Assyrtiko is described as crisp and mineral-driven, while Kameni offers volcanic richness, and Vin Santo provides a sweet, amber finish. Reviewers have loved learning how the volcanic soil influences the flavors, making Santorini wines distinctive worldwide.

This part of the tour not only satisfies wine lovers but also offers a taste of how local traditions are woven into everyday life on the island. The tasting lasts about 30 minutes, providing enough time to savor and learn without feeling rushed.

Relaxing at Perivolos Black Beach

A full hour at Perivolos Beach balances activity with leisure. Its volcanic sands and clear waters draw locals and visitors alike. Many reviews mention how beautifully the black sands contrast with the Aegean blue—perfect for a quick swim, a coffee, or just soaking up the sun. It’s a true slice of local life, away from the larger, more commercial beaches.

More Great Thing To Do Nearby

Discovering Pyrgos and Megalochori

Taking inland to Pyrgos offers panoramic views from castle ruins, with narrow streets that wind up the hill, revealing vineyards and small chapels. From the top, the vista stretches across the island’s landscape, making it a favorite for those who enjoy scenic viewpoints.

Megalochori, a timeless village of stone houses, bell towers, and quiet squares, is perfect for wandering at your own pace. Visiting a preserved cave house carved into volcanic rock adds an authentic touch. Guests have appreciated the slower pace here, noting that it’s a genuine glimpse into traditional island life.

Sunset at Akrotiri Lighthouse: The Quiet Alternative

While many head to Oia for sunset, this tour takes you to the Akrotiri Lighthouse, built in 1892. This spot offers a serene, crowd-free sunset experience, with sweeping views over the caldera and the southern coast. Guests have described the setting as “peaceful” and “breathtaking,” especially compared to the often congested Oia.

Practical Details and Value

The entire day spans roughly 8 hours, beginning with hotel pickup in Thera (Fira), and the itinerary is carefully structured to allow ample exploration and relaxation. The use of a modern, air-conditioned van makes covering distances comfortable, and the small group ensures a fluid, personalized experience.

The tour’s price of $118 per person is quite reasonable considering the inclusions—guided walks, museum tickets, wine tastings, and hotel pickup/drop-off. When you factor in the depth of experience, the storytelling, and the chance to see both popular and lesser-known sites, it offers good value for a full day.

However, be prepared for a fair amount of walking and standing, especially at villages and viewpoints. Comfortable shoes and sun protection are advised, as well as swimwear if you plan to enjoy Perivolos Beach.

This experience is ideal for travelers who want a more intimate, authentic look at Santorini. If you prefer avoiding large tour buses and crowds, and enjoy learning about local history and culture, you’ll find this tour rewarding. It’s perfect for those who appreciate small-group camaraderie, scenic walks, wine tasting, and sunset views away from the throng of Oia’s busiest spots.

It’s also suitable for travelers who want a mixture of activity and relaxation—visiting charming villages, enjoying nature, and ending with a peaceful sunset. Since it involves a fair amount of walking, those with mobility issues or recent surgeries might want to consider alternative options.

Is hotel pickup included?
Yes, pickup and drop-off are included at your hotel or accommodation in Santorini, making the day seamless from start to finish.

What should I wear?
Comfortable shoes are essential due to long walks and standing. Light, breathable clothing, sunscreen, and a hat are recommended, especially for outdoor stops.

Can I swim at Perivolos Beach?
Yes, you’ll have about an hour to relax, swim, or take photos at Perivolos Black Beach. Remember to bring a towel and change of clothes if you plan to get wet.

What wines are tasted during the tour?
You’ll sample three wines: Assyrtiko, Kameni, and Vin Santo—each reflecting Santorini’s volcanic environment.

How long is the overall tour?
The entire experience lasts about 8 hours, including transportation, sightseeing, and free time at various stops.

Are the stops well-paced?
Yes, the itinerary balances guided walks with free time, giving you flexibility to explore or relax as you wish.

Is this tour suitable for families?
While generally suitable, the physical demands mean children should be comfortable walking and standing for extended periods.

Do I need to bring cash?
It’s wise to carry some cash for extras or tips, although most inclusions like museum entry and tastings are covered.

Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours in advance for a full refund.

This small-group tour offers a genuine, paced way to experience Santorini’s highlights along with some of its hidden gems. The combination of scenic villages, historical insights, local wines, and a peaceful sunset makes it a well-rounded day for those wanting a deeper connection to the island. Its focus on personalized attention and authentic encounters sets it apart from larger, more hurried excursions.

Ideal for travelers who want to savor Santorini at a relaxed pace, this experience promises memorable sights, flavors, and moments—without the chaos. Whether it’s your first visit or a return trip, it’s a wonderful way to see the island through local eyes and enjoy its many layers.

Note: Always check current availability and confirm details directly with the provider. Experiences may vary seasonally or due to local conditions.

You can check if your dates are available here: