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Discover Plovdiv’s top sights and wine traditions on this private urban tour, combining cultural highlights with tastings of local Bulgarian wines for an authentic experience.
Travelers seeking a well-rounded glimpse of Bulgaria’s second city will find the Ultimate Private Plovdiv Urban Wine & Cultural Tour to be an engaging mix of history, culture, and flavors. With a private guide, flexible start times, and a focus on key landmarks plus wine tasting, this tour offers a personalized way to explore Plovdiv’s highlights in just four hours. The included hotel pickup and drop-off make it a convenient choice, especially if you’re pressed for time.
What we particularly appreciate is how this experience balances sightseeing with indulgence. The chance to sample four types of Bulgarian wine, paired with local snacks, stands out as a real treat. However, a potential consideration is the relatively quick pace, which might leave some wanting more time at each stop. This tour is ideal for travelers who want a curated, comfortable overview of Plovdiv’s top attractions with a tasty and authentic wine experience thrown in. It’s perfect for culture-lovers, wine enthusiasts, and those wanting a private, flexible approach.


The Ultimate Private Plovdiv Urban Wine & Cultural Tour is designed to give you a thorough yet manageable exposure to the city’s most iconic sights. The tour’s flexible start time and private format mean you can customize the experience around your schedule, making it especially appealing for travelers who prefer a more intimate and adaptable adventure.
Pricing at approximately $80 per person offers good value considering the inclusion of five sight entrances, four wine tastings, and hotel pickup. While it’s a bit on the brisk side, it covers a lot in four hours, making it perfect for a quick city immersion without feeling rushed.
For a more personal experience, these private Plovdiv tours deliver individual attention
Starting Point: The Central District
The tour kicks off from the heart of Plovdiv, the area that was the European Capital of Culture in 2019. Here, you’ll get a sense of the vibrant, bustling atmosphere and a quick overview of the city’s modern pulse mixed with history.
Ancient Stadium of Philippopolis
Your first stop is the Ancient Stadium, a 15-minute visit into the Roman past of Plovdiv. It’s a remarkable open-air site where you can imagine the grandeur of Roman entertainment. The ticket is included, so you won’t need to worry about additional costs, and it immediately sets the tone for a city layered with history.
Old Town Exploration
Next, you’ll spend approximately two hours wandering through the Old Town. This is arguably the highlight, with its well-preserved Revival-period houses, charming cobbled streets, and vibrant arts scene. Expect plenty of picturesque viewpoints and photo opportunities. The inclusion of an Ethnographic Museum and a Balabanov House enriches your understanding of local traditions and architecture.
Ancient Theatre of Philippopolis
A quick 15-minute visit to one of the city’s most famous landmarks, the Roman Theatre, reveals an impressive structure that still hosts performances today. Its semi-circular seating and scenic surroundings evoke the grandeur of ancient entertainment venues.
Roman Forum & Odeon
A short walk brings you to the Roman Forum and the Odeon, small but significant archaeological sites that deepen your insight into Roman civic life. These stops help connect the dots of Plovdiv’s ancient urban fabric.
Additional Sights
While some sights, like the Djumaya Mosque, Hippocrates Old Pharmacy, and Hisar Kapia (a towering gate), are quick stops, they’re worth seeing for their historical and architectural interest. Note that some entrance fees are not included here, so budget accordingly if you want to go inside.
What elevates this tour is the wine tasting component. You’ll sample four different Bulgarian wines, paired with water and local appetizers. Reviewers highlight how Bedya, the host, “did a phenomenal job of hosting a very informative and cordial tour”, emphasizing the high quality and tastiness of each wine. This part of the tour transforms a cultural outing into a sensory experience, giving you a taste (literally) of Bulgaria’s long-standing winemaking traditions.
The wine tasting is not just about the drinks — it’s about understanding how Bulgaria’s climate and soil produce unique local varietals. This adds a layer of appreciation for the region’s viticulture, making your experience more than just sightseeing.
The private guide ensures you get tailored insights, and the E-guide included offers information on sights for later reference. Hotel pickup and drop-off mean you can relax without worrying about transportation logistics, especially valuable in a city where navigating public transit might be less straightforward.
Timing is flexible—your guide will start the tour at a time that suits you, which is a big plus for travelers with tight or variable schedules. The overall duration of about four hours is ideal for fitting into a busy day or as a highlight of a longer Bulgaria trip.
While the tour covers foundational sights, it’s the blend of culture and wine that makes it special. The inclusion of entrance fees to key archaeological sites means you won’t be surprised by hidden costs, and the small group setting or private format makes the experience more intimate.
A reviewer described the experience as “wine tasting excellence”, noting how each wine was “oh-so tasty,” which speaks to the quality of the tastings. The tour’s value is further enhanced by the chance to explore multiple sights and enjoy a private guide’s personalized attention — all for under $80.
Some might find that the tour moves quickly through the sights, which is a fair trade-off for making the most of limited time. If you prefer more in-depth exploration at each stop, this might feel a little rushed, but for those who want a rundown coupled with wine in a compact format, it’s perfect.
This experience is ideal for culture enthusiasts who want a curated taste of Plovdiv’s landmarks, wine lovers eager to learn about Bulgarian varietals, and travelers who appreciate private, flexible arrangements. It suits those on a short visit but who don’t want to miss key sights or local flavors. If you’re after a relaxed, personalized experience with a focus on authentic local traditions, this tour ticks those boxes.

The Ultimate Private Plovdiv Urban Wine & Cultural Tour offers a well-rounded, engaging way to discover Bulgaria’s charming second city. With its balance of cultural highlights, archaeological sites, and wine tastings, it provides a flavor-packed snapshot of Plovdiv that feels both authentic and enjoyable.
The private guide and hotel pickup add convenience and a personal touch, making it a stress-free way to see the city’s top sights without feeling rushed. The inclusion of four tastings of Bulgarian wines, paired with snacks, transforms the experience into a delightful sensory journey that echoes Bulgaria’s long-standing winemaking traditions.
While the pace is quick, it’s perfect for those who want a rundown without spending too much time on each individual site. The tour’s value lies in its thoughtful combination of history, culture, and gastronomy, making it a strong choice for travelers wanting a meaningful yet comfortable introduction to Plovdiv.
If you’re after a personalized exploration that also satisfies your taste buds, this tour is a great bet. It’s best suited for curious, adaptable travelers who want a taste of Bulgaria’s rich heritage and flavors in just a few hours.

Is this tour suitable for all ages?
Yes, most travelers can participate, but the minimum drinking age is 18, due to wine tastings.
Does the tour include transportation?
Yes, hotel pickup and drop-off are included if you need them, making the experience stress-free.
How long does the tour last?
Approximately four hours, which includes sightseeing, tastings, and travel time if pickup/drop-off is used.
Can I choose the start time?
Yes, this is a private tour with flexible start times to fit your schedule.
Are entrance fees included?
Entry to five sights is included in the private guide option but note some sights like the Djumaya Mosque and Ethnographic Museum are not included.
What’s included in the wine tasting?
Four different Bulgarian wines, water, and appetizers.
Is the tour good for history buffs?
Absolutely, it covers key archaeological and historical sites like the Roman Theatre and Ancient Stadium.
Is this tour a good value?
Yes, considering the sights visited, the wine tastings, and the convenience of private transportation, it offers good value at around $80.
What should I wear?
Comfortable shoes are recommended since you’ll be walking through cobbled streets and ancient sites.
How do I book this tour?
Through Viator’s website or directly via the provider, VisitBulgariaOn Bespoke Experiences, with confirmation provided instantly.