Plovdiv is a treasure trove for anyone interested in history and culture. Its fascinating mix of Roman ruins, Ottoman architecture, and Communist relics makes it a prime spot for historical tours. You might find yourself wandering through ancient theaters, exploring ethnographical museums, or visiting striking monuments like Buzludzha. We especially love how some tours combine authentic insights with practical experiences, such as tasting local wines or walking along cobblestone streets that have seen centuries of history. For instance, the Communist Heritage Tour takes you to the iconic Buzludzha Monument, a symbol of Bulgaria’s Communist past, which recently saw a dedicated restoration effort. Whether you’re a history enthusiast or a curious traveler, Plovdiv’s diverse options are sure to satisfy.
The list below features some of the best historical tours in Plovdiv, each with its own unique focus. From examining Bulgaria’s Communist era to discovering the town’s architecture and role in the April Uprising, these experiences are designed to deepen your understanding of Bulgaria’s complex past. If you want a personalized experience, the Private Urban Wine & Cultural Tour offers a fantastic mix of sightseeing and tasting local wines. Looking for something more extensive? The 9-Day Bulgaria Hisarya Springs & Thracian Heritage combines spa relaxation with ancient treasures. Now, let’s explore each tour in detail to help you pick the perfect fit.
1. Communist Heritage Tour- Buzludzha and The Might of the East Block Aviation
At number 1, we have the Communist Heritage Tour, which offers an in-depth look at Bulgaria’s Socialist past. For around $104.08, you’ll spend about 10 hours uncovering two of the most notable symbols of that era. The tour kicks off with a scenic drive to the Buzludzha Monument, built in the late 1970s atop a mountain to celebrate socialism. The site’s dramatic, futuristic architecture is both awe-inspiring and somewhat eerie, especially after decades of abandonment and recent restoration efforts. Your guide will share stories about its construction, symbolism, and the post-1989 decline, making this a fascinating visit for anyone interested in political history.
Next, you’ll venture to the East Block aviation museum in Dimitrovgrad, where aviation enthusiasts will be pleased to see aircraft and equipment from Bulgaria’s Soviet-aligned era. The tour’s strength lies in its comprehensive narrative, blending history with visually striking sights. Guests consistently praise the guide’s knowledge and patience—one reviewer called it “an amazing all-day trip with a great explanation of Bulgaria’s socialist era.” The tour also includes admission tickets, making it a smooth experience.
Bottom line: If you’re intrigued by Bulgaria’s Communist past and want a full-day experience that combines history with striking visuals, this tour hits the mark. It’s especially suited for those willing to spend a long day exploring meaningful sites off the usual tourist trail.
2. Koprivshtitsa History and Architecture: From Plovdiv

At number 2, the Koprivshtitsa History and Architecture tour offers a charming day out for around $124 per person. Lasting about six hours, this trip takes you from Plovdiv to the historic town of Koprivshtitsa, famous for its well-preserved 19th-century architecture and role in Bulgaria’s national revival. The town played a key part in the 1876 April Uprising, and your guide will highlight the significance of its museums and historic houses.
As you stroll along cobblestone streets, you’ll see authentic wooden houses and colorful facades that capture the town’s essence. The tour also includes a lunch by the Topolnitsa River, where you can sample traditional Bulgarian dishes. Visitors love the opportunity to learn about the April Uprising’s pivotal role in Bulgaria’s independence through engaging stories and national treasures. It’s a great choice for history fans who appreciate architecture and want a taste of local life.
Bottom line: If you want an authentic experience that combines history, architecture, and local cuisine, this tour offers excellent value and insight, perfect for a shorter day trip.
3. The Ultimate Private Plovdiv Urban Wine & Cultural Tour

Number 3 on our list is the Private Urban Wine & Cultural Tour, which is ideal for those who want a personalized, intimate experience in Plovdiv. For about $79.94, you get roughly four hours exploring the city’s most iconic sites like the Roman Amphitheatre, Old Town, and Hisar Kapia. What makes this tour stand out is the combination of history, culture, and wine tasting.
As you walk through ancient ruins and charming streets, your guide will share stories about Plovdiv’s 2,000-year history. The highlight is sampling Bulgarian wines—local varietals that have been cultivated for centuries—and learning about the region’s long-standing wine-making traditions. The tour includes hotel pickup and drop-off, making it especially comfortable for visitors short on time.
One reviewer commented, “This private tour really made my visit special—personalized, relaxed, and full of great stories and wine.” It’s perfect for culture lovers who want to combine sightseeing with tasting small-batch wines in a relaxed setting.
Bottom line: If you prefer a flexible, intimate experience that combines Plovdiv’s historic sites with local wine, this is a fantastic choice, especially for small groups or couples.
4. Bulgaria Hisarya Springs & Thracian Heritage 9-Day Tour Trip

Taking the longest route, the 9-Day Bulgaria Hisarya Springs & Thracian Heritage appeals to travelers wanting a comprehensive exploration of Bulgaria’s ancient and spa traditions. Lasting nine days, this tour covers Roman mineral springs in Hisarya, Thracian tombs in Starosel, and Plovdiv’s UNESCO-listed Old Town. It’s perfect for those who want a relaxing yet historical vacation that balances spa indulgence with cultural discovery.
Highlights include bathing in mineral springs, exploring Thracian temples and tombs, and tasting boutique wines. The tour involves visitations to historic sites with expert guides, and the inclusion of spa treatments makes it stand out. While it’s a longer commitment, it offers a deep dive into Bulgaria’s ancient civilizations and wellness traditions.
Reviews are not available, but considering the extensive itinerary, it’s suited for travelers keen on structured exploration combined with relaxation. The trip’s value lies in its diversity, blending culture and wellness seamlessly.
Bottom line: For those with time and interest in Bulgaria’s Treasures, this multi-day tour offers a rich, immersive experience with a focus on Thracian heritage and Roman spa culture.
How to Choose the Right Historical Tour in Plovdiv
Choosing between these options depends on your interests and schedule. If you’re fascinated by political history and want an adventurous day, the Communist Heritage Tour provides a compelling story. For a more relaxed, cultural experience, the Koprivshtitsa or Private Wine & Cultural Tour are excellent picks. Travelers with more time and a love for ancient civilizations should consider the 9-day Hisarya itinerary.
Think about your budget, time availability, and whether you prefer guided group tours or a more personalized experience. Booking early is recommended, especially in peak seasons, to secure your preferred date.
In summary, Plovdiv offers a wide range of historical tours, from deep dives into Bulgaria’s Communist past to exploring ancient towns and wine tastings. For those interested in architectural beauty, the Koprivshtitsa tour provides authentic sights, while the private wine tour adds a personal touch. Longer trips like the Thracian Heritage Tour are perfect for travelers who want to combine relaxation and discovery. No matter your choice, booking in advance will help ensure a smooth, memorable experience.
