Dubrovnik Walk & Wine: Old Town Walking tour with a Glass of Wine - Exploring Onofrio’s Fountain and Medieval Water Systems

Dubrovnik Walk & Wine: Old Town Walking tour with a Glass of Wine

Discover Dubrovnik’s enchanting Old Town with a 1.5–2 hour evening walking tour, including historical insights and a glass of local wine at sunset.

Exploring Dubrovnik’s Old Town comes alive during the twilight hours on this intimate walking tour that lasts approximately 1.5 to 2 hours. For $35.97 per person, visitors wind through narrow alleys, sunlit squares, and historic landmarks while uncovering the stories that shaped this city’s independent spirit. Led by a knowledgeable guide, this tour offers a perfect blend of history, culture, and scenic views, with the highlight being a scenic viewpoint where a glass of local wine or non-alcoholic beverage is enjoyed as the sun sets.

This tour is designed for those seeking a more authentic experience away from crowds. Since the journey takes place outside opening hours, entrance fees to monuments are not included, and you’ll see everything from outside. The small group size—a maximum of 10 travelers—ensures a personalized experience, making it ideal for travelers who want an engaging, relaxed exploration of Dubrovnik’s most iconic sites.

Key Points

Dubrovnik Walk & Wine: Old Town Walking tour with a Glass of Wine - Key Points

  • Duration: 1 hour 30 minutes to 2 hours, perfect for an evening stroll.
  • Cost: $35.97 per person, including a glass of local wine.
  • Small group: Maximum of 10 travelers for a more personalized experience.
  • Start point: Amerling Fountain in Dubrovnik’s Old Town at 7:30 pm.
  • Highlights: Pile Gate, Onofrio’s Fountain, Stradun, Sponza Palace, Jesuit Staircase, Cathedral, Rector’s Palace, Old Port, and Porporela.
  • Guide: Engaging and knowledgeable, sharing stories, legends, and insights about Dubrovnik’s history and culture.
  • Special feature: A scenic viewpoint at Porporela where wine is served as the city lights begin to glow.

Starting at Pile Gate: Introduction to Dubrovnik’s Spirit

Dubrovnik Walk & Wine: Old Town Walking tour with a Glass of Wine - Starting at Pile Gate: Introduction to Dubrovnik’s Spirit

The tour begins at Pile Gate, the main entrance to Dubrovnik’s Old Town. Here, the guide introduces the city walls and the independent spirit that has defined Dubrovnik through centuries. From this vantage point, visitors get their first glimpse of the historic city walls and a sense of the fortress-like charm that surrounds the city.

Moving through this iconic entrance sets the tone for the walk ahead. As the guide shares stories about Dubrovnik’s resilience and unique history, the atmosphere instantly feels more personal and meaningful. It’s an excellent starting point for understanding the city’s identity and its proud independence.

Exploring Onofrio’s Fountain and Medieval Water Systems

Dubrovnik Walk & Wine: Old Town Walking tour with a Glass of Wine - Exploring Onofrio’s Fountain and Medieval Water Systems

Next, the route takes you to Onofrio’s Large Fountain, a marvel of medieval engineering. The guide explains secrets of ancient water supply systems and how this fountain served as a crucial source of freshwater for the city.

Close by, you’ll see the nearby Franciscan pharmacy, which adds a layer of historical depth to the walk. This stop offers insight into medieval life, emphasizing how Dubrovnik balanced practicality with urban beauty. The fountain’s design and function stand as a testament to Dubrovnik’s ingenuity and resourcefulness in crafting a sustainable city.

Discovering the Heart of Old Dubrovnik at Stradun

A highlight of the tour is strolling along Stradun, Dubrovnik’s main thoroughfare. This wide, sunlit street is the bustling center of everyday life and urban planning in the city. The guide highlights urbanistic planning and daily life as you walk past shops, cafes, and historic buildings.

While the tour emphasizes outside views due to the timing, the architecture and atmosphere of Stradun offer an authentic sense of local life. The guide may point out significant buildings and share stories that bring this lively street to life, making it a quintessential part of the Old Town experience.

Architectural Marvels at Sponza Palace and Saint Blaise Church

Dubrovnik Walk & Wine: Old Town Walking tour with a Glass of Wine - Architectural Marvels at Sponza Palace and Saint Blaise Church

A brief stop at Sponza Palace offers a chance to appreciate architecture views of Lua Square, including the City Clock Tower and Saint Blaise Church. Although entrance tickets are not included, the exterior architecture speaks volumes about Dubrovnik’s historical richness.

The Sponza Palace served as a customs house and treasury, and its façade reflects the city’s wealth and prominence. Nearby, the Saint Blaise Church honors the patron saint of Dubrovnik, adding religious and cultural layers to the tour.

Legends and Films: The Jesuit Staircase

Dubrovnik Walk & Wine: Old Town Walking tour with a Glass of Wine - Legends and Films: The Jesuit Staircase

The Jesuit Staircase is not just architecturally striking but also steeped in legend. The guide shares stories of Old Dubrovnik and points out side alleys that hold tales of centuries past. This location is also famous for being featured in Game of Thrones, adding a pop culture touch to the walk.

Even if not visiting this site inside, the outside views and stories make this stop a memorable part of the evening journey, blending history with modern storytelling.

Visiting the Oldest Part: The Cathedral of the Assumption

Dubrovnik Walk & Wine: Old Town Walking tour with a Glass of Wine - Visiting the Oldest Part: The Cathedral of the Assumption

A quick stop at The Cathedral of the Assumption of the Virgin Mary reveals the oldest part of the town. The guide emphasizes the beautiful architecture and the significance of this church in Dubrovnik’s spiritual life. Although admission tickets are not included, the exterior view offers a sense of continuity with the city’s religious heritage.

This stop underscores the depth of history woven into Dubrovnik’s urban fabric, providing a peaceful moment amidst the lively walk.

The Rector’s Palace and Maritime Heritage

Dubrovnik Walk & Wine: Old Town Walking tour with a Glass of Wine - The Rector’s Palace and Maritime Heritage

Passing by the Rector’s Palace offers the opportunity to hear more history and charming stories of Dubrovnik’s governance and political history. The guide shares insights into how the city’s leadership functioned and its impact on regional history.

The route then leads to the Old Port of Dubrovnik, where beautiful views and maritime history are on display. Though interior visits are not part of this tour, the exterior vistas of the harbor highlight Dubrovnik’s long-standing seafaring importance.

The Final Stop at Porporela: Wine and City Views

Dubrovnik Walk & Wine: Old Town Walking tour with a Glass of Wine - The Final Stop at Porporela: Wine and City Views

The tour concludes at Porporela, a popular meeting spot for locals. Here, you enjoy a scenic viewpoint overlooking the water and city walls while raising a glass of local wine or non-alcoholic drink. The setting is perfect for soaking in Dubrovnik’s evening ambiance, with the city’s lights flickering and a gentle breeze from the sea.

This relaxed ending encapsulates the tour’s goal: to combine history, culture, and scenic beauty in a memorable, shared experience.

Logistics and Practical Tips

The meeting point for the tour is at Amerling Fountain in Dubrovnik’s Old Town, starting at 7:30 pm. The tour is designed for most travelers and allows service animals. Since it takes place outside opening hours, monument admission fees are not included, and all stops are viewed from outside.

The small group size—up to 10 people—helps keep the experience intimate and engaging. The mobile ticket makes it easy to access, and the service is provided by Ragusa Boat Charter & Tours.

Why This Tour Stands Out in Dubrovnik

What makes this Walk & Wine tour unique is not just the scenic views or the historical landmarks but the combination of storytelling, sunset ambiance, and local wine. The guide’s enthusiasm shines through in reviews, highlighting knowledgeable explanations and passionate storytelling.

The tour’s timing during twilight offers a quieter, cooler setting with fewer crowds, making it a more relaxed way to appreciate Dubrovnik’s beauty. The scenic viewpoint at Porporela with wine makes for a perfect conclusion to the evening, especially for those who enjoy a laid-back, cultural experience.

Dubrovnik Walk & Wine: An Authentic Evening Experience

This tour offers a balanced mix of history, architecture, legends, and local flavor. Its cost-effectiveness, combined with the personalized attention and scenic highlights, makes it a compelling choice for visitors wanting a meaningful taste of Dubrovnik’s soul.

While it’s not a comprehensive inside tour of monuments, its focus on exterior views and storytelling offers a charming and authentic way to connect with the city after sunset. It’s especially suited for those who appreciate guided narratives and relaxing evenings with a glass of wine.

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Dubrovnik Walk & Wine: Old Town Walking tour with a Glass of Wine



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(7 reviews)

100% 5-star

“Martina was a wonderful and knowledgeable guide. She was enthusiastic and friendly. We gained a deeper understanding of Dubrovnik history and cul…”

— A Tripadvisor Reviewer, Sep 2025

Frequently Asked Questions

Is the wine included in the tour price?
Yes, a glass of local wine is included for adults over 18 years old. Non-alcoholic drinks are available upon request for those who don’t drink alcohol.

Are entrance fees to monuments included?
No, entrance tickets are not included because the tour takes place outside opening hours. All visits are from outside the monuments.

What is the group size?
The tour is limited to a maximum of 10 travelers, ensuring a more personal and engaging experience.

Where does the tour start and what time?
The tour begins at Amerling Fountain in Dubrovnik’s Old Town at 7:30 pm.

Can this tour accommodate service animals?
Yes, service animals are allowed on the tour.

What should I wear or bring?
Comfortable walking shoes are recommended since the tour involves walking through narrow alleys and uneven surfaces. The tour is outdoors, so bring a light jacket if needed for cooler evening temperatures.