Plovdiv May 2026 Tours and Trip packages

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

No booking fees

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

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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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The Best of Eastern Europe - May 2026

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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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Eastern Europe Express - May 2026

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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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Balkanic Miracle - May 2026

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Best price guaranteed

From Bulgaria’s Sofia to the enchanting canals of Venice, the "Balkanic Miracle" tour package promises a leisurely yet enriching 16-day exploration through some of Europe’s most storied cities. Specially designed for seniors, this easy-paced group tour weaves together the cultural tapestries of Bulgaria and Italy, providing comfortable accommodation, efficient transport, and inclusive meals. Travelers who appreciate a slower rhythm and immersive experiences will find this trip perfectly suited to their preferences. The journey allows ample time to delve into Sofia’s rich heritage before crossing into Italy, where Venice’s unique allure awaits. Along the route, expect thoughtful guidance and plenty of opportunities to savor local cuisine, admire architectural wonders, and enjoy meaningful conversations with fellow explorers. A defining feature of this tour is its seamless blend of historical depth and modern comfort, giving senior travelers both the structure and flexibility they desire. Whether it’s wandering ancient streets, relaxing in charming piazzas, or enjoying the company of a like-minded group, the "Balkanic Miracle" ensures every moment is memorable and relaxed. With all the essentials taken care of, you can focus on soaking up the culture and beauty of two fascinating countries—making this tour package a uniquely comfortable and culturally rich way to experience Eastern and Southern Europe.

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Sofia, Dubrovnik, Split

Venice, Sofia, Dubrovnik, Split, Opatija, Ljubljana, Plovdiv, Veliko Tarnovo, Bucharest, Sighisoara, Timisoara, Belgrade, Sarajevo

Duration16 days

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Discovering the Magic of the Balkans - May 2026

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Best price guaranteed

Set off from Sofia to Belgrade on a 12-day guided tour through the heart of the Balkans, designed for senior travelers seeking both comfort and authenticity. The 'Discovering the Magic of the Balkans' trip features easy-paced activities, hotel accommodations, transport, and included meals, ensuring a worry-free experience. The main activity—guided sightseeing—reveals the region’s rich tapestry of cultures and landscapes. This tour’s unique appeal lies in its in-depth exploration of both Bulgaria and Serbia, offering a rare opportunity to connect with the Balkans’ diverse heritage.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Sofia, Belgrade, Kraljevo, Plovd

Sofia, Belgrade, Kraljevo, Plovdiv, Veliko Tarnovo, Bucharest, Sighisoara, Timisoara, Novi Sad, Nis

Duration12 days

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From Athens to Bucharest - May 2026

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Best price guaranteed

Discover the magic of Southeastern Europe on this 9-day adventure tour from Athens to Bucharest. Geared towards seniors, the easy pace allows you to enjoy landmark cities such as Sofia, Kalabaka, and Sandansky, with visits to Romania, Bulgaria, and Greece. Accommodations, meals, and transport are all arranged for a seamless experience. The highlight of this trip is the opportunity to traverse three countries in under two weeks, offering a compact yet thorough cultural journey.

AdventureWalking tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Athens, Bucharest, Kalambaka, Sa

Athens, Bucharest, Kalambaka, Sandanski, Sofia, Plovdiv, Veliko Tarnovo

Duration9 days

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Budapest to Istanbul Adventure - May 2026

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Best price guaranteed

The journey from Budapest to Istanbul is fast becoming one of Europe’s great cultural adventures, encompassing the unique traditions and lifestyles of Hungary, Romania, Bulgaria and Turkey. For this highlights-packed trip, we explore deeper than anyone else, spending more time in the traditional towns and villages of Hungary, which are too often bypassed, and exploring the great cities of Budapest, Sofia, Bucharest and Istanbul with the expert knowledge of our tour leader and plenty of other adventures along the way.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Budapest, Istanbul, Sofia, Plovd

Budapest, Istanbul, Sofia, Plovdiv, Hollókő, Tokaj, Brasov, Bucharest, Veliko Tarnovo

Duration14 days

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Great European - 2026 - May 2026

No booking fees

Best price guaranteed

Get ready for the journey of a lifetime on our 27-day Great European tour, a deep dive into the heart of Europe and the Balkans. This meticulously crafted itinerary takes you across 31 unforgettable destinations, from the historic grandeur of Berlin and the baroque beauty of Vienna, to the medieval charm of Brasov, the underground marvel of Salina Turda, and the sparkling shores of Dubrovnik, the pearl of the Adriatic. Wander through fairytale towns, ancient fortresses, and vibrant capitals, as you uncover a rich mosaic of cultures, cuisines, and traditions. Discover the legacy of empires in Budapest and Prague, soak in natural beauty in Ohrid and Kotor, and experience living history in places like Sighisoara and Sibiu. With every detail handled for you — from premium transport and handpicked accommodation to expert local guides — this tour promises not just a holiday, but a cultural adventure to remember. Whether you're chasing stories through cobblestone streets or sipping coffee in sunlit squares, every moment is crafted to inspire.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Berlin, Sofia, Budapest, Buchare

Berlin, Sofia, Budapest, Bucharest, Brasov, Cluj Napoca, Sibiu, Plovdiv, Belgrade, Sarajevo, Trebinje, Shkoder, Lake Ohrid, Skopje, Prague, Munich, Vienna

Duration27 days

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All Around Europe - May 2026

No booking fees

Best price guaranteed

Embark on an unforgettable 29-day Great European Tour that takes you deep into the heart of Europe’s most captivating regions. Journey through a rich tapestry of history, culture, and breathtaking architecture as you explore iconic cities and hidden gems alike. From the imperial grandeur of Vienna and the medieval charm of Brasov, to the sparkling Adriatic beauty of Dubrovnik and the timeless majesty of Athens—the cradle of ancient civilization—each destination offers its own unique story and vibrant traditions. This thoughtfully curated tour perfectly balances immersive cultural experiences with moments of relaxation, allowing you to truly connect with the soul of each place. Wander through centuries-old streets, marvel at architectural masterpieces, and savor local flavors while traveling in comfort. Whether you’re exploring the mystical monasteries of Meteora or strolling through bustling city squares, this journey promises a seamless blend of discovery and delight, creating memories to last a lifetime.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Berlin, Athens, Budapest, Buchar

Berlin, Athens, Budapest, Bucharest, Brasov, Cluj-napoca, Sibiu, Plovdiv, Sofia, Belgrade, Sarajevo, Trebinje, Shkoder, Ohrid, Skopje, Thessaloniki, Delphi, Prague, Munich, Vienna

Duration29 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 21 Trips in Plovdiv during May 2026 with 24 Reviews

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

Express to the Orient: Paris to Istanbul - May 2026

Page 2 of 21 Trips in Plovdiv during May 2026 with 24 Reviews

The Best of Eastern Europe - May 2026

Eastern Europe Express - May 2026

Balkanic Miracle - May 2026

Discovering the Magic of the Balkans - May 2026

From Athens to Bucharest - May 2026

Budapest to Istanbul Adventure - May 2026

Great European - 2026 - May 2026

All Around Europe - 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 21 Trips in Plovdiv during May 2026 with 24 Reviews

Page 2 of 21 Trips in Plovdiv during May 2026 with 24 Reviews