Travel around Skopje with Bobby

I decided to visit Skopje because I’ve always been fascinated by cities that blend history with modern life. The mix of Ottoman-era architecture in the Old Bazaar and the bold, modern structures in the city center immediately caught my attention. I wanted to experience the rich cultural heritage, especially iconic spots like the Stone Bridge and Macedonia Square. The chance to hike up Vodno Mountain and see the massive Millennium Cross overlooking the city was another big draw for me. Skopje promised a unique blend of history, nature, and vibrant local life, and I couldn’t resist exploring it all firsthand.

Day 1Arrival in Skopje – Exploring the Heart of Macedonia

As soon as I landed in Skopje, I knew this city was going to be something special. My hotel, Hotel Alexandar Square, was perfectly located right on Macedonia Square, the city’s bustling heart. After checking in and dropping off my bags, I headed out to explore the square itself, where the towering statue of Alexander the Great stood proudly. The mix of old and new was striking—modern sculptures next to ancient monuments, all surrounded by cafes and shops.

From Macedonia Square, I made my way across the Stone Bridge, an iconic connection between Skopje’s past and present, linking the old town with the modern part of the city. Crossing the bridge felt like stepping into history, and soon enough, I found myself wandering through the Old Bazaar. The atmosphere was incredible—Ottoman-era buildings, colorful market stalls, and the smell of freshly brewed coffee filled the air. I stopped for a traditional lunch of kebapi at Destan, a local favorite.

As the evening approached, I found a riverside bar, Kolektiv, where I enjoyed a few drinks while watching the sunset over the Vardar River. It was the perfect way to end my first day in Skopje.

Stay near Macedonia Square for easy access to the city's main attractions. Take your time crossing the Stone Bridge, as the views are worth every moment.

Day 2A Journey Through Time – History and Heights

The second day kicked off with an early morning visit to Skopje Fortress (Kale). Perched on a hill overlooking the city, the fortress offers panoramic views of Skopje, the Vardar River, and even as far as Vodno Mountain. After taking in the breathtaking views and exploring the ancient walls, I made my way to the Mustafa Pasha Mosque, one of the city’s most beautiful examples of Ottoman architecture. The peaceful ambiance inside the mosque was a nice contrast to the lively streets outside.

Next up was the highlight of the day: taking the cable car up Vodno Mountain to visit the Millennium Cross, one of the largest Christian crosses in the world. The ride up was scenic, with stunning views of the entire city below. Once at the top, the views were even more spectacular, and the fresh mountain air was a nice escape from the city heat.

For dinner, I opted for something special and went to Pelister, a restaurant right in Macedonia Square, where I indulged in local Makedonska Tavče Gravče (a traditional bean dish) paired with Macedonian wine. The mix of flavors was divine, and the atmosphere in the square during the evening was lively and festive.

Don’t skip the Millennium Cross! Even if you’re not into hiking, the cable car ride offers some of the best views of Skopje. For dinner, Pelister is a must for local cuisine lovers.

Day 3Culture and Charm – Discovering Skopje's Hidden Gems

On my final day, I decided to dive deeper into Skopje’s cultural side. I started with a visit to the Museum of the Macedonian Struggle, which offers a fascinating and, at times, emotional journey through the country’s fight for independence. The exhibits were well-curated and gave me a deeper understanding of the city and its people.

From there, I wandered back into the Old Bazaar, but this time I explored it more thoroughly. I stumbled upon the Suli An, an old Ottoman inn that now houses the Museum of Modern Art. The juxtaposition of ancient architecture with modern art was fascinating, and it perfectly captured the spirit of Skopje—where history and modernity meet.

For lunch, I headed to Kapan Han, another historic inn turned into a restaurant, where I enjoyed a hearty meal of ajvar and grilled meats. The charm of the Old Bazaar, with its cobblestone streets and historical buildings, made me feel like I had traveled back in time.

As my last night in Skopje approached, I wanted to end my trip on a high note. I joined the lively crowd at Menada Bar in the Old Bazaar, where the music was loud, the drinks were flowing, and the vibe was electric. It was the perfect way to experience Skopje’s nightlife one last time before heading home.

Spend time exploring the Old Bazaar—it’s a treasure trove of history and culture. For nightlife, Menada Bar is the place to be if you want to mix with locals and enjoy Skopje’s vibrant atmosphere.

Summary of My Trip

Bobby’s three-day trip to Skopje offered a perfect blend of history, culture, and local experiences. On the first day, he explored Macedonia Square, crossed the iconic Stone Bridge, and wandered through the lively Old Bazaar, ending with a relaxing evening at Kolektiv Bar by the Vardar River. Day two was filled with breathtaking views from Skopje Fortress and Vodno Mountain, with a cable car ride to the Millennium Cross, followed by a delicious dinner at Pelister. On the final day, Bobby dove into Skopje’s cultural side with visits to the Museum of the Macedonian Struggle and Suli An, before enjoying a traditional meal at Kapan Han and wrapping up the trip at Menada Bar for some nightlife.

This journey highlighted Skopje’s unique charm, blending old and new in an exciting way.

Through Bobby's eyes

My experiences

Skopje was a delightful surprise. The city’s unique mix of old and new captivated me from the moment I arrived. Macedonia Square and the Old Bazaar offered a blend of historical charm and modern vibrancy that I hadn’t experienced elsewhere. The food was fantastic, with dishes like kebapi and Tavče Gravče giving me a real taste of Macedonian culture. The people were incredibly welcoming, and I felt at home as I wandered through the lively streets and peaceful parks. The views from Vodno Mountain, especially near the Millennium Cross, were breathtaking and gave me a deeper appreciation for the natural beauty surrounding the city.

Attractions
90%
Value for Money
95%
Cuisine
85%
People and Culture
90%
Accommodation
92%
Cleanliness and Environment
82%
Transportation
80%
Shopping
75%
Safety
88%
Overall Experience
90%

A Detailed Guide For Skopje

If you’d like to explore Skopje in greater depth with detailed information and exclusive tips, feel free to check out my tour page for a comprehensive guide