Plovdiv May 2026 Tours and Trip packages

Splendours of Balkans and Transylvania (4 Star Hotels) - May 2026

No booking fees

Best price guaranteed

Journey into the heart of the Balkans and Transylvania on this 17-day "Splendours of Balkans and Transylvania (4 Star Hotels)" tour. From Bucharest to Sofia, discover a region where medieval castles meet dramatic coastlines and mountain landscapes. Perfect for young adults and families, this adventure highlights the Gothic architecture and legends of Bran Castle, the beauty of Dubrovnik’s coast, and the colorful capitals of Tirana and Skopje. With hotels, transport, and meals arranged, your days are filled with culture, history, and the warmth of Slavic, Greek, and Ottoman influences. The USP? An expertly balanced itinerary blending fairy-tale villages, rich traditions, and vibrant city life.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Sofia, Bucharest, Sarajevo, Treb

Sofia, Bucharest, Sarajevo, Trebinje, Shkoder, Ohrid, Skopje, Brasov, Cluj-napoca, Sibiu, Plovdiv, Belgrade

Duration17 days

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Central Balkans Explorer - 19 days - May 2026

No booking fees

Best price guaranteed

Discover the heart and soul of the Balkans on the Central Balkans Explorer - 19 days tour, an epic journey from Belgrade to Dubrovnik. With an easy activity rating and a focus on comfort, this trip is ideal for experienced travelers and seniors eager to experience the region’s diversity. Traverse Bulgaria and Romania’s cultural capitals, stand before Dracula’s Castle, and wander through Plovdiv’s historic streets. In Bosnia, absorb the poignant history of Sarajevo and the architectural brilliance of Mostar’s famous bridge, then admire the Bay of Kotor in Montenegro. Finish in Croatia, where Dubrovnik’s ancient walls and free time for personal exploration await. The unique selling point: a well-paced, all-encompassing tour package that introduces you to multiple countries, cultures, and stories—perfect for those who want to see it all in one unforgettable trip.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Dubrovnik, Belgrade, Plovdiv, So

Dubrovnik, Belgrade, Plovdiv, Sofia, Zlatibor, Sarajevo, Trebinje, Sibiu, Sinaia, Bucharest, Arbanasi

Duration19 days

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Balkans Encompassed - 22 days - May 2026

No booking fees

Best price guaranteed

The Balkans Encompassed - 22 days tour is a sweeping journey through six captivating countries, designed for experienced travelers and seniors who relish culture, history, and scenic variety. From Belgrade to Zagreb, this easy-paced tour covers the historic capitals of Bucharest, Sofia, Sarajevo, and Zagreb, the storybook bridges of Mostar, and a three-hour guided walk through Croatia’s Plitvice Lakes. Cruise to Hvar’s idyllic island, discover Dracula’s legendary castle, and explore Montenegro’s fortified town of Kotor. Ride a heritage railway in Zlatibor and unwind on a Danube sundown cruise. The USP of this tour package is its sheer breadth—offering an unrivaled opportunity to see the best of the Balkans in one expertly organized, comfortable journey.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Zagreb, Belgrade, Plovdiv, Sofia

Zagreb, Belgrade, Plovdiv, Sofia, Zlatibor, Sarajevo, Trebinje, Dubrovnik, Split, Sibiu, Sinaia, Bucharest, Arbanasi

Duration22 days

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Eastern Europe Explorer - May 2026

No booking fees

Best price guaranteed

From Budapest’s grand boulevards to the cultural crossroads of Istanbul, the "Eastern Europe Explorer" tour is your ticket to the region’s most captivating cities, charming towns, and scenic mountains. Over 18 days, this easy-paced sightseeing journey explores the best of Hungary, Romania, Bulgaria, and Turkey—sampling local cuisine in Viscri, discovering Transylvanian legends, and soaking up Istanbul’s vibrant atmosphere. Enjoy guided tours, traditional craft workshops, and free time to discover hidden gems. With all travel logistics covered, this trip’s standout feature is its deep dive into culture and history, making it an enriching tour package for those who want to experience the heart and soul of Eastern Europe.

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Home-stay, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Budapest, Sofia, Bucharest, Veli

Budapest, Sofia, Bucharest, Veliko Tarnovo, Bansko, Plovdiv, Istanbul, Eger, Maramures, Sighisoara, Viscri, Brasov

Duration19 days

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Amazing Balkans and Transylvania (4 Star Hotels) - May 2026

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Best price guaranteed

Uncover the essence of Eastern Europe with the "Amazing Balkans and Transylvania (4 Star Hotels)" tour, a 16-day adventure starting in Bucharest and finishing in Sofia. Tailored for young adults and families, this city sightseeing trip navigates the highlights of Romania’s capital, the fabled Bran Castle, Bosnia’s moving history, Montenegro’s stunning fjords, and the inviting waters of Lake Ohrid in Macedonia. With a perfect mix of culture, nightlife, and breathtaking scenery, the tour includes comfortable accommodations, meals, and transport. What sets it apart? The seamless integration of historic intrigue and modern adventure, ensuring every day holds a new discovery.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Sofia, Bucharest, Sarajevo, Treb

Sofia, Bucharest, Sarajevo, Trebinje, Shkoder, Ohrid, Skopje, Brasov, Cluj-napoca, Sibiu, Plovdiv, Belgrade

Duration16 days

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Express to the Orient: Paris to Istanbul - May 2026

No booking fees

Best price guaranteed

Retrace the legendary route of the Orient Express on this 15-day rail journey from Paris to Istanbul, a tour designed for those who crave history and adventure. Board local trains to traverse the storied cities of Strasbourg, Munich, Vienna, and Budapest, then follow another historic line through Belgrade, Sofia, and Plovdiv before arriving in Istanbul. With ample free time to explore at each stop and a passionate local leader to guide you, this explorer trip offers a unique blend of historic intrigue and modern discovery. Its standout feature: the rare opportunity to experience the heart of Europe by rail, following in the footsteps of travelers from a bygone era—ideal for those seeking a relaxed, immersive, and culturally rich trip.

ExplorerTrain tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Paris, Istanbul, Belgrade, Nis

Paris, Istanbul, Belgrade, Nis, Plovdiv, Strasbourg, Munich, Vienna, Budapest

Duration15 days

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Eastern Europe Express - May 2026

No booking fees

Best price guaranteed

What better way to experience the dramatic contrasts of Eastern Europe than with the "Eastern Europe Express"? This guided sightseeing tour stretches from Bucharest to Istanbul over nine days, weaving through Sofia, Plovdiv, and the Pirin Mountains. Enjoy guided walking tours, compare historic places of worship, and savor crisp mountain air on a scenic hike. Conclude your adventure in Istanbul, with the option to extend your journey into Turkey. With accommodation, meals, and transport included, this easy-going trip reveals the fascinating diversity between neighboring countries. Its unique selling point lies in its curated blend of urban exploration and natural beauty, perfect for travelers eager to pack a lot into a short trip.

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Sofia, Bucharest, Istanbul, Veli

Sofia, Bucharest, Istanbul, Veliko Tarnovo, Bansko, Plovdiv

Duration10 days

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Secrets Of Bulgaria, Private Tour - May 2026

Trip customizable

Best price guaranteed

Unlock the hidden treasures of Bulgaria with the "Secrets Of Bulgaria, Private Tour." Over eight days, this relaxed guided art and architecture journey is crafted for seniors who wish to blend history, scenic beauty, and authentic rural traditions. Begin on the romantic Black Sea coast, discovering Varna and the ancient towns of Nessebar and Sozopol, before venturing through Bulgaria’s picturesque countryside. Soak up the vibrant culture in Plovdiv, feel the warmth of local hospitality in Rila Mountain, and visit the celebrated ski resort of Bansko. Explore the capital city of Sofia, rich with stories from antiquity to today, and marvel at the views from Veliko Tarnovo’s Tzarevetz hill. Each day is filled with opportunities to connect with Bulgaria’s past and present. The unique selling point of this private tour package is its emphasis on authentic local encounters and scenic discovery. If you seek a trip that’s as enriching as it is comfortable, "Secrets Of Bulgaria" promises unforgettable memories to share.

Art and architectureFood tours

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

6-99 yrs

Operated in

english, french, german

Destinations

Varna, Plovdiv, Bansko, Sofia, Veliko Tarnavo

Duration8 days

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The Best of Eastern Europe - May 2026

No booking fees

Best price guaranteed

Embark on a spectacular 33-day journey from Vienna to Istanbul where you’ll gain a fascinating insight into how much regions can change as you cross national borders! Discover the hidden fairy tale gem of Cesky Krumlov, explore the classic Polish cities of Wroclaw and Krakow and join a guided tour around the medieval churches of Brasov, including Bran Castle – the inspiration for Dracula’s home. Breath in the crisp alpine air on a hike in the Pirin Mountains and dine with a local family during your overnight homestay in Viscri. Take a wine cellar tour in the Valley of the Beautiful Women and become acquainted with traditional Romanian culture and customs in Maramures.

Explorer

Tour Type

Small Group Tour

Accommodation

Home-stay, Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Istanbul, Vienna, Krakow, Tatra

Istanbul, Vienna, Krakow, Tatra Mountains, Budapest, Eger, Maramures, Sighisoara, Viscri, Brasov, Bucharest, Veliko Tarnovo, Sofia, Bansko, Cesky Krumlov, Plovdiv, Prague, Wroclaw

Duration33 days

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Treasures of Transylvania (4 Star Hotels) - May 2026

No booking fees

Best price guaranteed

Step into the realm of legends with the "Treasures of Transylvania (4 Star Hotels)" tour, a 9-day city sightseeing journey from Bucharest to Sofia. Especially suited for young adults and families, this trip explores the myths and monuments of Transylvania, from Dracula’s Castle to the gothic and baroque marvels of Sibiu and Cluj-Napoca. Venture through mystical forests and across ancient mountains before uncovering the cultural riches of Bulgaria’s Plovdiv and Sofia. With all essentials—hotels, transport, meals—provided, this package offers an enchanting blend of folklore, architecture, and history, making it the perfect escape for those drawn to Europe’s most storied landscapes.

City sightseeingLocal culture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Sofia, Bucharest, Brasov, Cluj-n

Sofia, Bucharest, Brasov, Cluj-napoca, Sibiu, Plovdiv

Duration9 days

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Tours and Trip Packages to Plovdiv in May 2026

Get a customized trip to Plovdiv in May 2026

Page 2 of 34 Trips in Plovdiv during May 2026 with 36 Reviews

Page 2 of 34 Trips in Plovdiv during May 2026 with 36 Reviews

Splendours of Balkans and Transylvania (4 Star Hotels) - May 2026

Central Balkans Explorer - 19 days - May 2026

Balkans Encompassed - 22 days - May 2026

Eastern Europe Explorer - May 2026

Amazing Balkans and Transylvania (4 Star Hotels) - May 2026

Express to the Orient: Paris to Istanbul - May 2026

Eastern Europe Express - May 2026

Secrets Of Bulgaria, Private Tour - May 2026

The Best of Eastern Europe - May 2026

Treasures of Transylvania (4 Star Hotels) - 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

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Tours and Trip Packages to Plovdiv in May 2026

Get a customized trip to Plovdiv in May 2026

Page 2 of 34 Trips in Plovdiv during May 2026 with 36 Reviews

Page 2 of 34 Trips in Plovdiv during May 2026 with 36 Reviews