If you’re planning a trip to Thessaloniki and want to truly connect with its vibrant soul, this Upper Town Historical Tour might just be what you’re looking for. Promoted as a three-hour journey through the city’s most captivating spots, it offers a chance to see Thessaloniki from a local’s perspective, all led by an experienced guide. While I haven’t taken it myself, reviews consistently praise it for its engaging storytelling, stunning views, and the guide’s genuine passion for the city.
What we love about this experience is how it combines history, culture, and local stories, making it more than just a walk through old streets. Plus, the stops at iconic sites like Osios David and the Trigonion Tower are thoughtfully chosen to give a real taste of the neighborhood’s character. On the flip side, the price — around $126 per person — might seem high for some, especially if you’re on a tighter budget. Still, considering this is a guided walk packed with insights, it offers good value for those who appreciate storytelling and authentic local experiences.
This tour is best suited for travelers interested in history, architecture, and local culture who enjoy walking and exploring at a relaxed pace. It’s especially appealing if you’re looking for a way to see Thessaloniki’s hidden gems without the hassle of navigating on your own. If you’re traveling with a moderate level of physical fitness and love engaging guides, this experience could be a highlight of your visit.
Key Points

- Expert guidance: Led by a registered professional guide, ensuring accurate and engaging storytelling.
- Rich cultural stops: From ancient monasteries to Ottoman monuments, each site offers a unique perspective.
- Stunning views: Trigonion Tower provides panoramic vistas, perfect for photo lovers.
- Authentic stories: Learn about Greek mythology, the fire of 1917, and the Greek refugee history.
- Music and local flavor: Experience Rebetiko music and explore the neighborhood’s vibrant atmosphere.
- Flexible and convenient: Includes all fees and taxes, with mobile tickets and group discounts.
The Itinerary in Detail

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Osios David (Latomou Monastery)
Our adventure kicks off at this ancient church, one of the oldest in the world. The highlight here is the breathtaking mosaic art that adorns the interior — a true masterpiece of Christian art. Visitors often comment on how this site feels like stepping back in time. The fact that the admission is free makes it a perfect starting point, letting you soak in history without extra cost.
Trigonion Tower
Next, we ascend to the Trigonion Tower, which offers some of the best views of Thessaloniki. From this vantage point, you’ll see the sprawling cityscape, the sea, and the surrounding mountains, making it a favorite among travelers for photos and panoramic appreciation. Many reviews emphasize how this stop provides a visual feast and a deeper understanding of the city’s size and layout. It’s a brief visit — about 30 minutes — but packed with awe-inspiring sights.
Tsitsanis Square
This is where the tour shifts from history to cultural vibrancy. Here, a small music show features Rebetiko — an iconic Greek music genre that captures the soul of Greek society. The guide explains the significance of this music style, which is woven into Thessaloniki’s cultural fabric. It’s a lively, engaging moment that brings the city’s spirit to life. Many reviewers note how the guide’s passion makes this part especially memorable.
Vlatadon Monastery
Moving on, we visit one of the oldest monasteries in the city. This site is deeply connected to St Paul’s presence in Thessaloniki, and the guide shares stories about early Christian history here. The peaceful surroundings contrast beautifully with the lively city below. The visit lasts about 30 minutes, offering a quiet moment to reflect and appreciate the religious art and architecture.
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Mausoleum of Musa Baba
Here, we explore a significant Ottoman monument, which also serves as a window into the city’s Turkish era. The guide discusses the Ottoman influence and current Greek-Turkish relations, making this site not just historic but also politically relevant. It’s a brief stop, but many find the stories enriching — providing a layered understanding of Thessaloniki’s diverse past.
Andronikos Lapardas Tower
Our final stop takes us to the old city walls, revealing how large and fortified Thessaloniki once was. The guide explains the city’s expansion over the centuries and how those ancient defensive structures shaped its development. This stop neatly wraps up the tour with a view of the old city limits and an understanding of its historical importance.
What Makes This Tour Stand Out?
Many travelers highlight the guides’ knowledge and enthusiasm as the biggest draw. According to reviews, guides like Giorgos are not only well-informed but also passionate storytellers who make history come alive. They add personal touches— sharing anecdotes, playing music, and making everyone feel welcome. As one reviewer puts it, “George has a great knowledge about Thessaloniki and many other subjects. His ability to express his feelings about them is the best quality.”
The stellar views and historical depth are other key strengths. The panoramic vistas from Trigonion Tower, in particular, leave a lasting impression, helping you see the city from a broader perspective. The mix of ancient sites, Ottoman monuments, and lively cultural moments ensures that you get a well-rounded picture of Thessaloniki’s layered identity.
Although the price might seem high at first glance, many reviews emphasize the value in having a dedicated, passionate guide who brings stories and history to life. The fact that all fees and taxes are included simplifies planning, and the mobile ticket system makes it easy to join.
Practical Details and Tips

The tour starts at Church of Prophet Elijah at 10:30 a.m., which is a convenient time for most travelers. It ends near the Triangle Tower, allowing easy access for further exploration or heading back to your accommodation. The walk is moderate, with about 3 hours of sightseeing, making it suitable for most people with a reasonable fitness level.
Because the tour is private, only your group participates, allowing for a more personalized experience. If the weather is poor, the tour might be canceled or rescheduled, so keeping an eye on the forecast is a good idea. Remember, there are no bottled water included, so bringing some along is wise, especially during warmer days.
The guide’s ability to remember everyone’s name and customize the experience makes the tour feel personal and engaging. One reviewer even mentions a small concert with a bazouki, adding a musical twist that makes the tour even more memorable.
Who Would Enjoy This Tour?

If you’re a curious traveler who loves history, architecture, and local stories, you’ll likely find this tour rewarding. It’s excellent for those who appreciate guided narration that adds depth to the sites rather than just walking around on their own. If you’re traveling with moderate physical fitness and enjoy walking at a relaxed pace, this tour will suit you well.
While not specifically marketed as family-friendly, the length and content are generally suitable for older children and teenagers interested in history and culture. The stories, music, and panoramic views can keep kids engaged, especially if they enjoy learning about different periods and cultures.
The Sum Up

In essence, this Upper Town Historical Tour offers a well-balanced mix of history, culture, and scenic views, all delivered by guides renowned for their knowledge and enthusiasm. It’s a perfect choice for travelers keen on understanding Thessaloniki’s past and present through engaging storytelling and beautiful sights. If you’re after a rich, personal experience that reveals the neighborhood’s essence, this tour is certainly worth considering.
While it may be pricier than some self-guided options, the depth of insight, the stunning vistas, and the genuine warmth of the guides make it a worthwhile investment. Whether you’re a history buff, a culture lover, or simply someone wanting to see Thessaloniki from a local’s perspective, this tour can serve as a memorable highlight of your trip.
Upper Town Historical Tour Experience at Greece
“George is a great guide.”
FAQ

Is this tour suitable for all ages?
This tour is generally suitable for most people with moderate physical fitness. It involves walking and some stairs at certain sites, so those with mobility issues might want to consider their comfort level.
What is included in the price?
All fees and taxes are included in the $126.10 per person cost. The tour is private, and you only participate with your group, which enhances the experience.
Can I cancel if the weather is bad?
Yes, the tour can be canceled free of charge if the weather is poor. In that case, you’ll be offered a different date or a full refund.
How long does the tour last?
It lasts approximately 3 hours, covering several key sites and viewpoints around the Upper Town.
Do I need to book in advance?
Yes, the tour is usually booked about 120 days in advance, and it’s recommended to secure your spot early, especially during peak seasons.
Is there any music involved?
Yes, at Tsitsanis Square, there’s a small musical show, which is a highlight for many visitors who enjoy Greek cultural expressions like Rebetiko.
If you’re ready to explore Thessaloniki’s Upper Town with a knowledgeable guide who brings stories and sites to life, this tour could be a fantastic way to deepen your connection to the city.
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