7-Night Skopje Experience: Culture, Nature & Macedonian Wine

Discover Skopje: Gastronomy, Nature & Heritage Journey

Travelers: 2 adults

Please note that some activities may not be available during your selected travel dates. In such cases, an alternative experience will be offered, which may result in a price adjustment. This is our suggested itinerary, but you are welcome to adjust or customize the activities to match your preferences.

Arrival Day – Welcome to Skopje

Relax after your journey and get to know the city at your own pace. Your driver will be waiting for you at the airport to take you straight to your accommodation.

Day 1 – Skopje Walking Tour & Culinary Experience

Begin with a taste of local life — try Boza (a sweet drink from Ottoman times), enjoy a traditional simit breakfast at a bakery dating back to 1956, and finish with homemade baklava.

Discover the city’s highlights with your guide:

Main Square & Alexander the Great Monument

Pedestrian Street Macedonia

Memorial Home of Mother Teresa

Post-earthquake urban design by architect Kenzo Tange

Italian & Spanish Embassies, Arabic House, and Skopje’s brutalist landmarks

Old Bazaar, Golden Street, Stone Bridge, Mustafa Pasha Mosque & Kale Park

In the evening, join a six-course Macedonian wine-pairing dinner, tasting local varieties like Zhilavka, Smederevka, Stanushina rosé, Prokupec, Vranec Reserva, and Temjanika — each paired with an avant-garde dish.

Day 2 – Vodno Mountain, Matka Canyon & Macedonian Village

Escape the city for a half-day nature and culture tour:

Panoramic views from Vodno Mountain & Millennium Cross (cable car closed on Mondays/last Tuesday of the month)

12th-century St. Pantelejmon Church

Traditional Macedonian Village Complex

Matka Canyon’s turquoise lake, caves, and trails

Perfect for photographers, nature lovers, and those seeking authentic experiences.

Day 3 – Kokino Observatory & St. Joakim Osogovski Monastery

Travel back in time to the 3,800-year-old Kokino Megalithic Observatory, where ancient civilizations observed the sun and moon. Continue to the St. Joakim Osogovski Monastery, a 1,000-year-old spiritual center surrounded by serene mountain landscapes.

Day 4 – Skopje Aqueduct & Local Food Tasting

Take a leisurely walking tour of Skopje with the option to visit the impressive Roman Aqueduct — a rare reminder of the city’s ancient past. End your day tasting Macedonia’s famous cevapi and other local delicacies.

Day 5 – Wine Country & Archaeological Treasures

A full-day wine and culture experience:

Explore the archaeological site of Stobi, once the capital of Roman Macedonia Salutaris

Visit Stobi Winery for a tasting surrounded by vineyards

Lunch and wine experience at Macedonia’s largest winery, including a tour of the production process

End with one more winery stop, enjoying the gardens and peaceful countryside atmosphere

Day 6 – Free Day in Skopje

Spend your final full day exploring Skopje at your own pace — relax at a café, shop in the Old Bazaar, or revisit your favorite spots from the tour.

Departure Day – Farewell



Why You’ll Love This Trip

This 7-night experience is a perfect mix of city discovery, nature escapes, archaeological wonders, and world-class Macedonian wine & food — ideal for travelers who want to immerse themselves in everything Skopje and its surroundings have to offer.