10 Best Skopje Multiday Tours in May 2026

Get a customized trip to Skopje in May 2026

Plan a multi-country or regional adventure across Skopje in May 2026, with help from a local expert.

Stefan KerazovskiTravel Expert in Macedonia

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Recommended by

Accommodations

Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

10% OFF TODAY

Balkan Adventure - May 2026

4.4

(67 reviews )

No booking fees

Best price guaranteed

Danilo our Tour Director is one of the very best. This is my 13th Trafalgar your and I can say that Dani was the perfect blend of fun, smart, organized and energetic. Slobodan our bus driver was amazing. They both are now legends for me! The tour was comprehensive and covered a lot of ground. Seven countries! Great agenda and inclusions. Our Be Our Guest excursion to the Winery and our farewell dinner on our last night are two of the best inclusions I have experienced in my many tours. I will continue to travel with Trafalgar. I believe as a tour company you offer fair prices, nice hotels, variety of experiences, and enjoyable itinerary.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Bucharest, Belgrade, Sarajevo, B

Bucharest, Belgrade, Sarajevo, Brasov, Veliko Tarnovo, Sofia, Skopje, Tirana, Budva

10% OFF TODAY

Duration14 days

From

USD 3,795

USD 3,416

Saving

USD 380

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Ancient Macedonia - May 2026

4.7

(26 reviews )

No booking fees

Best price guaranteed

Excellent tour. Guide Elena was outstanding and driver Zoki was excellent. Learned so much about the region and history of Ancient Macedonia. The hotel in Skopje, Hotel Centar, was ok but its location was in the middle of several construction sites which was not great. There were several long drives during the tour but due to the distances covered understandable. Was disappointed with Kratovo although the pipes, herb making and lunch were good. All in all a great trip

Active and outdoor

Tour Type

Small Group Tour

Accommodation

Hotel, Villa, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Sofia, Skopje, Thessaloniki, Kav

Sofia, Skopje, Thessaloniki, Kavala, Thassos, Bansko, Kratovo, Matka Canyon, Lake Ohrid, Albanian Riviera, Pelister National Park, Vergina

Duration15 days

From

USD 3,250

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Balkans Rail Adventure - May 2026

4.9

(18 reviews )

No booking fees

Best price guaranteed

Lazr so knowledgeable about all seven countries he should be teaching upper level university courses. He’s dedicated and streetwise, particularly to your benefit when it comes to getting low prices for tour expenses. He should be given an immediate raise and be considered for future promotion.

Train tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Sleeper Train

Age Range

16-99 yrs

Operated in

english

Destinations

Ljubljana, Pristina, Belgrade, N

Ljubljana, Pristina, Belgrade, Novi Sad, Skopje, Lake Ohrid, Mavrovo National Park, Bled, Zagreb, Plitvice Lakes National Park, Sarajevo, Mostar, Tivat

Duration16 days

From

USD 4,430

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11% OFF TODAY

Treasures of the Balkans - May 2026

4.6

(65 reviews )

No booking fees

Best price guaranteed

An outstanding experience!! Highly recommend!

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Resort, Guest House

Age Range

5-99 yrs

Operated in

english

Destinations

Budapest, Bucharest, Dubrovnik

Budapest, Bucharest, Dubrovnik, Sarajevo, Belgrade, Brasov, Veliko Tarnovo, Sofia, Skopje, Tirana, Budva

11% OFF TODAY

Duration16 days

From

USD 5,375

USD 4,793

Saving

USD 583

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Super Sales

Albania, Kosovo, & Macedonia Adventure - May 2026

No booking fees

Best price guaranteed

Experience the magic of the Balkans on this immersive 14-day adventure, from Albania’s sun-kissed coastline to North Macedonia’s rugged beauty and beyond. Wander through vibrant Soviet-era architecture, indulge in mouthwatering local cuisine and wine, and dive deep into the region’s rich history and culture. Whether you’re exploring ancient fortresses, cruising across glacial lakes, or soaking in the stunning landscapes, every day is packed with moments that will leave you wanting more. This isn’t just a trip — it’s the ultimate way to discover a side of Europe most travellers never see.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Tirana, Skopje, Prizren, Pristin

Tirana, Skopje, Prizren, Pristina, Vlore, Gjirokaster, Berat, Ohrid

Duration14 days

From

USD 2,849

USD 2,764

Saving

USD 85

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Super Sales

Classic Balkan Adventure: Trebinje to Pristina - May 2026

No booking fees

Best price guaranteed

Set off on the ultimate 27-day adventure through the Balkans, where every turn brings a new story to uncover. Think rugged mountains and rolling farmland, walled cities brimming with history, and sparkling bays along the Adriatic. Wander through colourful Soviet-era streets, hike breathtaking trails, and step inside the legendary Castle of Ali Pasha — straight out of The Count of Monte Cristo. With a perfect blend of history, culture, and jaw-dropping landscapes, this month-long journey might just make you want to call the Balkans home.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Trebinje, Kolasin, Podgorica, Sh

Trebinje, Kolasin, Podgorica, Shkoder, Tirana, Vlore, Gjirokaster, Berat, Ohrid, Skopje, Prizren, Pristina, Čitluk, Mostar, Sarajevo, Kotor, Zabljak

Duration27 days

From

USD 5,449

USD 5,286

Saving

USD 163

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Super Sales

Balkans Discovery: Montenegro to Kosovo - May 2026

No booking fees

Best price guaranteed

Picture this: walled cities, rugged mountains, dazzling coastlines, ancient castles, and food so good you’ll be dreaming about it long after you’re home. This 21-day, multi-country adventure through the Balkans is the perfect mix of history, nature, and culture. Cruise across the Bay of Kotor and Lake Ohrid, wander through the untouched beauty of Biogradska Gora National Park, and step back in time at a 15th-century stronghold, a 3,000-year-old ruin, and a 6th-century fortress. With every breathtaking view and unforgettable experience, you’ll be counting down the days until you can do it all over again.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Kotor, Vlore, Gjirokaster, Berat

Kotor, Vlore, Gjirokaster, Berat, Tirana, Ohrid, Skopje, Prizren, Pristina, Zabljak, Kolasin, Podgorica, Shkoder

Duration21 days

From

USD 4,149

USD 4,025

Saving

USD 124

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Super Sales

Balkans Uncovered: Zagreb to Pristina - May 2026

No booking fees

Best price guaranteed

What happens when you take 35 days, a group of like-minded travellers, and a local CEO eager to share their favourite hidden gems? You get an adventure like no other. Journey deep into the Balkans, where history and legend intertwine against a backdrop of ancient architecture and jaw-dropping landscapes. Meet local families, hear stories passed down through generations, and experience life in this incredible region firsthand. Sip regional wines perfected over centuries, savour unexpected culinary delights, and hike through some of the most breathtaking wilderness the Balkans has to offer. This is more than a trip — it’s a deep dive into a world you’ll never want to leave.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Zagreb, Trebinje, Čitluk, Mostar

Zagreb, Trebinje, Čitluk, Mostar, Sarajevo, Kotor, Zabljak, Kolasin, Podgorica, Plitvicka Jezera, Shkoder, Tirana, Vlore, Gjirokaster, Berat, Ohrid, Sibenik, Skopje, Prizren, Pristina, Makarska, Dubrovnik

Duration35 days

From

USD 7,799

USD 7,565

Saving

USD 234

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All Skopje Tours in May 2026

8 Trips in Skopje during May 2026 with 176 Reviews

Get a customized trip to Skopje in May 2026

8 Trips in Skopje during May 2026 with 176 Reviews

Balkan Adventure - May 2026

Ancient Macedonia - May 2026

Balkans Rail Adventure - May 2026

Treasures of the Balkans - May 2026

Albania, Kosovo, & Macedonia Adventure - May 2026

Classic Balkan Adventure: Trebinje to Pristina - May 2026

Balkans Discovery: Montenegro to Kosovo - May 2026

Balkans Uncovered: Zagreb to Pristina - May 2026

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Skopje Tours in May 2026

8 Trips in Skopje during May 2026 with 176 Reviews

Get a customized trip to Skopje in May 2026

8 Trips in Skopje during May 2026 with 176 Reviews