Exclusive Santorini: Oia, Pyrgos & Imerovigli in Small Group

If you’re looking for a way to see some of Santorini’s most famous villages without the chaos of large tours or crowds, this small-group experience promises an intimate, relaxed way to enjoy the island’s highlights. Led by knowledgeable guides, you’ll explore iconic sights and discover lesser-known corners, all with breathtaking views as your backdrop.

What makes this tour stand out? We love how it balances visiting well-known sites like Oia with exploring authentic, quieter villages like Pyrgos. The scenic walks along the caldera offer picture-perfect moments, and the small group size (max 16 people) ensures you’re not just another face in the crowd. Plus, the emphasis on local insights and hidden gems adds a layer of depth that larger tours often miss.

That said, one thing to consider is that the tour involves quite a bit of walking over cobbled streets and uneven terrain, so comfortable shoes are essential. If you’re into authentic, less commercialized experiences that include some gentle hikes and plenty of stunning vistas, this trip will suit you perfectly.

This tour seems ideal for travelers who want a balanced blend of sightseeing, local charm, and scenic beauty without feeling rushed or overwhelmed.

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Key Points

Small group size for a personalized experience
Includes key villages: Oia, Pyrgos, Imerovigli, and Firostefani
Beautiful scenic walks with panoramic caldera views
Authentic visits to lesser-known Pyrgos village
Expert guides sharing local insights and tips
Includes transportation on a modern, air-conditioned coach

You can check availability for your dates here:

A Closer Look at the Itinerary

Looking for more options in Imerovigli? We've reviewed plenty of other experiences.

Starting Point in Fira

The tour kicks off at the Fira Tourist Bus Parking Lot, a convenient meeting spot. Your guide will greet you there, ready to share their knowledge on Santorini’s history, culture, and hidden secrets. The small size (up to 16 travelers) ensures everyone gets individual attention and ample opportunity for questions.

Pyrgos: A Medieval Treasure

Your first stop is Pyrgos, a village often overlooked by travelers rushing to the more popular Oia. Here, winding lanes lead you through a maze of traditional houses, narrow streets, and castle ruins. Described as a “charming village of winding lanes and panoramic hilltop views,” Pyrgos offers a glimpse into authentic local life and medieval architecture. Reviewers praise the guide for giving detailed insights, with one mentioning that they appreciated the “nice walk through narrow streets and the stunning views from the castle ruins.”

Oia: The Iconic Village

Next, you’ll visit Oia, world-famous for its whitewashed houses, blue-domed churches, and unforgettable sunset vistas. Your guide will lead you through the alleyways, pointing out details like pastel cave homes and the perfect spots for photos. While Oia can be crowded, your guide’s tips help you find quieter corners, as one traveler noted, “the tour is very good despite the queues for photos at the iconic spots.”

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Imerovigli: The Balcony to the Aegean

After Oia, the tour moves to Imerovigli, often called Santorini’s “balcony to the Aegean.” From here, you’ll enjoy sweeping caldera views that are some of the island’s most dramatic. The highlight is a scenic clifftop walk from Imerovigli to Firostefani, lasting about 30 minutes. This section is especially loved for its panoramic vistas and tranquil atmosphere. Reviewers mention that this walk offers “unmatched views” and a chance to experience the caldera from a less crowded vantage point.

There's plenty more to explore in Imerovigli

Firostefani and Return to Fira

The final stops involve wandering through Firostefani, a quieter village perched above the volcano, before returning to Fira. Your guide will give you a mini walking tour of Fira, pointing out key viewpoints and sharing insights into local life. One reviewer pointed out that this part of the tour is ideal for ‘witnessing the stunning vistas and understanding the island’s layout.’

What You Can Expect from This Tour

Transportation: The tour uses a modern, air-conditioned coach, making for a comfortable ride between villages. This is especially important given the summer heat or wind gusts common in Santorini.

Duration & Group Size: Lasting approximately four hours, the tour strikes a good balance—enough time to see the main sights without feeling rushed. Limited to 16 participants, it offers a more intimate setting, allowing for easier questions and a friendly atmosphere.

Guides & Insights: Guided by professionals who speak English (among other languages), you’ll get detailed commentary on each village’s history, architecture, and local culture. According to reviews, guides like Emanuela go above and beyond, sharing recommendations for the rest of your stay or lesser-known details about each site.

Walking & Terrain: Expect over two hours of walking, mainly on cobbled streets and uneven surfaces. Comfortable shoes are a must, especially for navigating narrow lanes and steep inclines. The scenic walk from Imerovigli to Firostefani is about 30 minutes and provides some of the best views.

Cost & Value: At just $59 per person, the price is reasonable considering the inclusions—transportation, expert guidance, and access to iconic and hidden spots. Compared to private tours, this offers great value, especially given the small group size.

What Can Be Improved or Considered

While this tour covers the essentials beautifully, some travelers mention the queues at Oia for photos — a common issue on the island’s most iconic sites. However, your guide’s tips can help you beat the crowds or find quieter moments. Also, the extensive walking may not suit everyone, particularly those with mobility issues or those uncomfortable on cobbled streets.

Authentic Experiences and Hidden Gems

One of the best aspects of this tour is how it combines known must-see sights with lesser-traveled spots. Pyrgos, with its medieval charm, often gets overshadowed by Oia but offers a more relaxed, authentic feel. Reviewers appreciated guides like Emanuela who provided personalized suggestions and local insights, making the experience more meaningful.

The scenic clifftop walk is another highlight, providing postcard-perfect views that you won’t forget. It’s a peaceful contrast to the busy streets of Oia and offers fantastic photo opportunities from angles you might not find on your own.

Final Thoughts

This Exclusive Santorini small-group tour offers a well-rounded, authentic taste of the island’s most beloved villages, with a nice balance of scenic walks, cultural insights, and breathtaking vistas. The knowledgeable guides and intimate group size foster a personalized experience, making it suitable for travelers who want more than just a checklist visit.

Pricing at $59 per person is quite fair considering the value of guided expertise, transportation, and access to both iconic and hidden sites. It’s particularly well-suited for those who enjoy moderate walking, want a relaxed pace, and appreciate local stories told by passionate guides.

If your goal is to see Santorini’s highlights without the hassle of large crowds, this tour will likely hit the spot. It’s perfect for travelers seeking an authentic, scenic, and informative way to explore the island’s most charming villages.

FAQ

Is transportation included?
Yes, you’ll travel in a modern, air-conditioned coach between the villages.

How long does the tour last?
The entire experience lasts about four hours, allowing enough time at each stop without feeling rushed.

Can I visit other villages later?
Absolutely. The tour concludes in Fira, and you’re free to explore more on your own afterward.

What should I bring?
Comfortable shoes, sunglasses, sun hat, camera, sunscreen, water, and cash. A passport or ID is also recommended.

Is the tour suitable for people with mobility issues?
No, this tour involves over two hours of walking on cobbled streets and uneven surfaces, so it’s not recommended for those with mobility impairments or wheelchair users.

Can I join from other locations?
Yes, pick-up and drop-off from other locations on the island are available at an additional cost, arranged directly with the provider.

What language is the tour conducted in?
The main guide speaks English, with the tour also available in Spanish, Greek, and Portuguese.

What if I need to cancel?
You can cancel up to 24 hours in advance for a full refund.

In the end, this tour combines the best of Santorini’s scenery, history, and local charm in a way that’s both manageable and memorable. For those looking for a relaxed, well-guided exploration full of photo-worthy sights and authentic village visits, it’s a solid choice.