Plovdiv Tours in May 2026
Planning for a trip to Plovdiv during May? We offer 20+ tour packages to Plovdiv departing in May 2026 that have 4 customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Plovdiv on your May holiday.
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10 Best May 2026 Tours in Plovdiv
Join one of these handpicked Plovdiv May 2026 tour packages, tailored to the season.
Newly-prosperous Bulgaria is a storied land of pristine forests, rushing rivers and soaring mountains, marked by the civilizations that have flourished here from ancient Thrace and on through Greek, Roman, Byzantine, Ottoman, and Soviet eras. Quaint villages, seemingly lost in time, reveal their character as we explore their stone bridges, narrow streets and medieval churches, while the wilderness beckons us to explore its deep gorges and hidden caverns. Larger towns like Koprivshtitsa and Plovdiv put intriguing layers of history on display in their grand old houses and preserved monuments from antiquity. After the day's ride, soothe your muscles in the waters of the country's famed spa towns. Ever the gregarious hosts, Bulgarians will invite us to join them over hearty local fare and bottles of their regional wines, lending warmth and humour to our journey through their beautiful land.
After a briefing and welcome dinner in the revitalized old-world elegance of Sofia, our riding begins in the foothills of the Balkan Mountains, and we soon delve into a little-known part of Europe along the Vit River, stretching our legs with some challenging ascents. Reaching Chiflik, relax in the thermal baths for which Bulgaria is famous. The next day, follow a Roman road across Beklemeto Pass, Bulgaria’s highest, and take in the view before cruising down through forested countryside into Koprivshtitsa, a living monument to 19th century Bulgaria. After a night in this ambience, pedal among remnants of ancient Thrace, visiting millenia-old sacred sites and a modern winery, before reaching Plovdiv, where we spend the evening in its immaculate town centre of preserved theatres, mosques, and public baths. We then enter the Rhopode Mountains of Bulgaria’s remote southern frontier. Exploring monasteries and fortified villages, transition to the natural beauty of the marble Trigrad Gorge and the underground waterfall nearby before arriving at a welcoming local hotel. Awaking in this peaceful setting, we continue deeper into the wilderness among yet more stunning rock formations, ascending a forested route to Dospat and our lakefront hotel. The final day of cycling takes us northward to Velingrad, Bulgaria’s spa capital, where we can once more allow the waters to rejuvenate our legs after the journey and share a final night dinner. The following morning, we will transfer back to Sofia in time for onward journeys or further exploration of this fascinating city.
Join us on this 8-day cycling adventure to discover Bulgaria’s rich heritage, natural splendour, and warm hospitality!
8 days
fromUSD 2,990
15% Off Today
Experience Bulgaria on your own terms with Go Local: Best Of Bulgaria, Self-drive—a relaxed 11-day trip designed with seniors and independent travelers in mind. Starting and ending in Sofia, this self-guided tour lets you chart your own path from bustling city streets to tranquil Black Sea shores.
Explore Sofia’s blend of ancient and modern, climb to the heights of Veliko Tarnovo for sweeping views, and wander cobblestone lanes once trod by medieval merchants. Enjoy days along the romantic Black Sea coast, discovering Nessebar and Sozopol’s old-world charm. Dive into rural Bulgarian culture, visit Plovdiv—European Capital of Culture—and savor authentic hospitality with a village granny near Bansko.
What sets this tour package apart is its flexibility: enjoy the freedom of self-driving with the comfort of pre-arranged accommodation, transport, and meals. Discover Bulgaria’s hidden gems at your own pace, knowing the essentials are taken care of for a stress-free, enriching journey.
11 days
USD 1,304fromUSD 1,108
18% Off Today
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.
10 days
USD 1,990fromUSD 1,641
15% Off Today
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.
8 days
USD 3,906fromUSD 3,320
15% Off Today
Let Bulgaria’s hidden stories captivate you on the "Exclusive Group: Discover Bulgaria" tour package, thoughtfully crafted for seniors and those who appreciate a relaxed pace with plenty of cultural depth. Over eight days, you’ll journey from Sofia to Varna, Plovdiv, and the medieval capital of Veliko Tarnovo, weaving through vibrant cities, rustic villages, and the scenic Black Sea coast.
Stand atop Tzarevetz hill for stunning vistas, and stroll through timeless towns where wealthy merchants once thrived. The itinerary guides you to Nessebar’s ancient streets, the cosmopolitan buzz of Varna, and the colorful, history-rich atmosphere of Plovdiv—European City of Culture. Throughout, you’ll be immersed in Bulgaria’s countryside traditions, meeting friendly locals and discovering the customs that have shaped the nation’s character.
With all accommodation, transportation, and meals included, this art and architecture tour ensures your comfort and convenience every step of the way. The key highlight? A carefully curated balance of history, nature, and authentic rural experiences—making it easy to savor Bulgaria’s beauty without rushing. Whether you’re passionate about heritage or simply seeking new horizons, this relaxed journey is designed to fill your travel diary with unforgettable memories and plenty of stories to share.
8 days
USD 1,681fromUSD 1,429
15% Off Today
Enjoy the freedom of the open road with the "Explore Bulgaria In A Week, Self-drive" tour, a relaxed eight-day private adventure designed for seniors who appreciate traveling at their own pace. Starting and ending in Varna, this self-guided trip traces Bulgaria’s Black Sea coast, the charming towns of Nessebar and Sozopol, and the vibrant city of Plovdiv, renowned for its cultural flair.
Journey through rural landscapes, delve into Sofia’s rich history, and be captivated by the panoramic views from Veliko Tarnovo’s Tzarevetz hill. With comfortable accommodations and all logistics handled, you’re free to soak up Bulgaria’s traditions, scenery, and local hospitality.
The standout feature of this tour package is its flexibility: you set the tempo, choosing where to linger and what to explore. For travelers who value independence and cultural discovery, this self-drive adventure offers a unique, memorable trip through Bulgaria’s highlights.
8 days
USD 834fromUSD 709
3% Off Today
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.
18 days
USD 3,950fromUSD 3,832
15% Off Today
Let Bulgaria’s cultural treasures unfold before you on the "Exclusive Group: Bulgaria's UNESCO World Heritage Sites" tour package, specially crafted with seniors in mind. Starting and ending in Varna, this relaxed-paced, eight-day journey takes you across the country’s most remarkable UNESCO-listed gems, from the charming Black Sea coast to the tranquil mountains.
Your itinerary is a tapestry of rich history and local hospitality: stroll the cobbled alleys of Nessebar’s ancient town, marvel at the awe-inspiring frescoes of Rila Monastery, and be welcomed by warm-hearted locals in the Rila Mountains. Discover Sofia’s fascinating blend of modern life and historic legacy, and wander through the fragrant Rose Valley where the Kazanlak Tomb’s artistry awaits. The tour also ventures north to uncover three more UNESCO sites, each with stories and heritage to share.
This art and architecture-focused tour is thoughtfully paced to ensure comfort, with all accommodation, transportation, and meals included. The unique selling point? You’ll visit all seven of Bulgaria’s cultural UNESCO sites in just seven days, experiencing authentic traditions and scenic landscapes with a group of like-minded travelers. Whether you’re rekindling a passion for history or seeking new discoveries, this relaxed and inclusive tour offers a wealth of memories to share with friends and family upon your return.
8 days
USD 1,593fromUSD 1,354
15% Off Today
Savor the authentic tastes and traditions of Bulgaria on the "Exclusive Group: Bulgarian Culinary Wine Tour," an inviting five-day food trip designed especially for seniors seeking relaxed exploration and rich local flavor. Beginning and ending in Sofia, this journey traverses the country’s culinary heartlands, promising an immersive experience of both its celebrated cuisine and ancient winemaking heritage.
From the bustling capital—where layers of history blend seamlessly with modern vibrancy—you’ll venture into the famed Rose Valley, inhaling the scent of Bulgaria’s prized rose oil, and sample award-winning wines in mountain wineries. The highlight for many is a warm welcome into the home of Bulgaria’s most famous village grandmother, where you’ll discover, hands-on, what makes Bulgarian cooking so unique and delicious.
Each day blends gentle sightseeing with mouthwatering tastings, from fresh vegetables and dairy to aromatic spices and fine vintages. All accommodation, transport, and meals are included, ensuring a worry-free trip with every detail taken care of.
What makes this tour package truly special is its emphasis on genuine local interaction—enjoying not just the food and drink, but the hospitality and stories that make Bulgarian culture so memorable. If you’re seeking a relaxed, flavorful journey through an underexplored corner of Europe, this culinary adventure is sure to delight the senses and the soul.
5 days
USD 1,001fromUSD 851
40% Off Today
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.
16 days
USD 4,306fromUSD 2,584
See all Plovdiv May 2026 Tours
Top Plovdiv Tour Activities for May 2026
From art and architecture tours to explorer and others, here are some popular tour activities in Plovdiv with departures in May 2026.
Plovdiv May 2026 Tours for all Age Groups
Plovdiv tours in May 2026 designed for all ages—families, young adventurers, seniors, and everyone in between.
Trending Plovdiv May 2026 Tour Deals
Popular Plovdiv May 2026 multiday tours now available at reduced prices, on sale for a limited time.
15% Off Today
Explore all 7 of the 7 cultural UNESCO sites in Bulgaria in 7 days! Land in the Sea Capital - Varna on the romantic Black Sea Coast and visit the old aged town of Nessebar. Spend several days traveling through the countryside, learning more about the culture and traditions of rural Bulgaria. Meet the hospitality of the locals in Rila Mountain and visit the famous Rila Monastery. Then head to the capital of Bulgaria, a modern and buzzing city which keeps an impressive history from Antiquity to nowadays. The travel will pass by the Rose Valley, where you can admire the paintings of the Kazanlak Tomb. Head to the North of Bulgaria to find the next three UNESCO World Heritage sites. Discover the beauty and the history of this unknown country and have a lot to share with your friends!
8 days
USD 1,593fromUSD 1,354
15% Off Today
Discover the secrets of Bulgaria during this eight days private tour. Admire the romantic Black sea coast, the Sea Capital Varna, and the old-aged towns of Nessebar and Sosopol. Spend several days traveling through the countryside, learning about the culture and traditions of rural Bulgaria. Stop in the European city of Culture, Plovdiv, and have enough time to feel the special atmosphere of this colourful town. Meet the hospitality of the locals in Rila Mountain and visit the famous ski resort Bansko. Then head to the capital of Bulgaria, modern and buzzling city which keeps impressive history from Antiquity to nowadays. In Veliko Tarnovo you will be fascinated by the magnificent views from the top of Tzarevetz hill and will discover how wealthy merchants have lived in the Bulgarian Medieval ages. Lots of history, scenic nature, and rustic traditions – what memories to share.
8 days
USD 3,906fromUSD 3,320
18% Off Today
Embark on an express journey from Romania to Bulgaria, finishing in Istanbul. Absorb Bucharest’s atmosphere on a guided walking tour, compare age-old places of worship in Sofia and breathe in crisp alpine air on a hike in the Pirin Mountains. Meander back in time in the Old Town of Plovdiv, see Veliko Tarnovo's imposing Tsarevets Fortress and learn about the distillation process and history of rose oil production at a family rose distillery in Sofia. This 10-day trip is a fascinating insight into just how much regions can change as you cross national borders!
10 days
USD 1,990fromUSD 1,641
15% Off Today
Take this self-drive tour and discover this beautiful country at your own pace. Start your trip exploring the capital of Bulgaria, a modern and buzzing town which keeps impressive history from Antiquity to nowadays. Continue to Veliko Tarnovo and be fascinated by the magnificent views from the top of Tzarevetz hill. Have a walk through the tiny cobblestones streets to find out how did wealthy merchants live in the Bulgarian Medieval ages. Spend several days exploring the romantic Black sea coast, the Sea Capital Varna and the old aged towns of Nessebar and Sozopol. Explore the countryside, the culture and traditions of rural Bulgaria. Stop in the European city of Culture, Plovdiv, and be a guest of a granny in a village, close to the famous ski resort Bansko. End your inspiring trip in Sofia and be sure that you will come again to visit this interesting land.
11 days
USD 1,304fromUSD 1,108
22% Off Today
From pastoral countryside to forbidding forests and fairytale villages, this tour from Budapest to Istanbul is definitely the road less travelled, but absolutely a worthy adventure to take. Over 13 days, you’ll explore the weathered architecture of Budapest, grand Ottoman palaces, “Dracula’s Castle” in Transylvania, and much more. With an intriguing combination of cultural colour and exploration, you'll come away with a real feel for this lesser-explored corner of Europe.
13 days
USD 2,699fromUSD 2,094
15% Off Today
Discover the secrets of Bulgaria during this 8 days exclusive group tour. Start with the former Bulgarian Capital of Veliko Tarnovo and be fascinated by the magnificent views from the top of Tzarevetz hill. Explore the nearby villages and learn how wealthy merchants have lived in the Bulgarian Medieval ages. Then head to the romantic Black sea coast, the Sea Capital Varna and the old aged town of Nessebar. Spend several days travelling through the countryside, learning more about the culture and traditions of rural Bulgaria. Stop in the European city of Culture, Plovdiv and have enough time to feel the special atmosphere of this colourful town. Finally explore the capital of Bulgaria, a modern and buzzing city which keeps impressive history from Antiquity to nowadays. Lots of history, scenic nature and rustic traditions – what memories to share!
8 days
USD 1,681fromUSD 1,429
15% Off Today
Take in the highlights of Serbia, Romania and Bulgaria on this 12-day group tour travelling from Belgrade to Sofia. Explore the vibrant capitals of Belgrade, Bucharest and Sofia, see Dracula's Castle in Transylvania and visit medieval Brasov. Uncover the rural roots of lesser-visited Bulgaria in Arbanasi, stroll the cobbled streets of Veliko Tarnovo and take in the historic highlights of Plovdiv.
12 days
USD 3,745fromUSD 3,183
40% Off Today
Experience the highlights of the Balkans and Transylvania on this 16 day adventure. Explore the historic capital of Bucharest, delve into the legend of Dracula at Bran Castle, learn about the humbling history of Bosnia, be amazed by the coastlines and fjords of Montenegro and take a dip in Macedonia’s beautiful Lake Ohrid. You’ll experience it all with the perfect balance of history, culture, adventure, night-life and scenery.
16 days
USD 4,306fromUSD 2,584
27% Off Today
On this 15-day adventure traversing Europe from Paris to Istanbul, use local trains to follow the historic routes once used by the Orient Express’ carriages in the 19th century. Travel by train all the way from Paris to Budapest, with stops to explore the historic quarters and modern offerings of Strasbourg, Munich and Vienna. Then change lines and follow another historic route from Belgrade to Istanbul, riding local trains to experience Nis, Sofia and Plovdiv as you go. With plenty of free time to explore at each stop, and a passionate local leader on hand to point you in the right direction, there isn’t a moment you’ll want to miss on this rail adventure.
15 days
USD 4,675fromUSD 3,401
15% Off Today
Take in the central belt of countries in the Balkan region, journeying from Belgrade in Serbia to Dubrovnik in Croatia. Uncover the highlights of Bulgaria and Romania including Bucharest, Sofia, Plovdiv and Dracula's Castle. In Bosnia, take in the highlights of Sarajevo and see the famous bridge of Mostar, and uncover the Bay of Kotor in Montenegro. In Croatia, discover the highlights of Dubrovnik with guided sightseeing and free time.
19 days
USD 6,505fromUSD 5,529
Plovdiv May 2026 Tour Types
Discover Plovdiv May 2026 tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
Plovdiv Travel Styles
Explore Plovdiv with our diverse travel styles! Choose from luxurious tours that pamper you with comfort and elegance, or budget-friendly options that let you experience the beauty of Plovdiv without breaking the bank. Whether you're indulging in fine dining or discovering hidden gems, there's a perfect adventure waiting for you.
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Plan a multi-country or regional adventure across Plovdiv in May 2026, with help from a local expert.
Florin PredaTravel Expert in Bulgaria, Hungary & Romania
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