Milan exclusive private tour and wine tasting - Discovering the Art District at Pinacoteca di Brera

Milan exclusive private tour and wine tasting

Discover Milan with this private 2.5-hour food and wine tour through the Brera district, including visits to iconic sites, tastings, and personalized guides.

Exploring Milan often means visiting its well-known landmarks like the Duomo or La Scala. However, the Milan exclusive private tour and wine tasting offers a more intimate experience of the city’s vibrant cultural and culinary scene. For $252.21 per person, travelers enjoy a 2-hour 30-minute walk led by a professional and local guide who shares the story of Milan’s streets, architecture, and food culture. The tour departs from Piazza della Scala at 4:00 pm, with all stops designed to combine sightseeing, history, and authentic tastings.

What makes this tour particularly appealing is its personalized private format. Unlike larger group tours, this experience is tailored to your interests, providing more room for questions and interaction. Reviews highlight the guides’ extensive knowledge and the careful selection of bars and restaurants, making it a flexible and immersive way to see Milan beyond the usual tourist spots. While the tour is exclusive and detailed, it’s best suited for those who appreciate a mix of sightseeing, fine food, and local wines in a relaxed atmosphere.

Key Points

Milan exclusive private tour and wine tasting - Key Points

  • Private, personalized experience led by a local guide
  • Includes visits to key Milan landmarks like Piazza della Scala and Brera District
  • Tastings of Milanese treats and local wines at carefully chosen venues
  • Walks through historic neighborhoods, including the artist-rich Brera district and Porta Garibaldi area
  • Duration of 2.5 hours, departing from Piazza della Scala at 4:00 pm
  • Suitable for travelers seeking cultural insights, food, and wine in an intimate setting

Starting Point at Piazza della Scala and Its Significance

Milan exclusive private tour and wine tasting - Starting Point at Piazza della Scala and Its Significance

The tour begins at Piazza della Scala, home to the renowned Opera House built on a foundation dating back to 1381. It’s a central point in Milan’s history and culture, and the guide introduces the area’s significance with stories about Italy’s divided kingdoms in medieval times. The free 15-minute stop offers an overview of Milan’s historical heart, setting the tone for the exploration ahead.

From here, the walk naturally flows into the surrounding streets, where the guide shares insights about Milan’s artistic and architectural developments. The famous opera house and the nearby Galleria Victor Emanuel II are visual highlights, and the guide’s storytelling adds depth to the sightseeing experience.

Discovering the Art District at Pinacoteca di Brera

Milan exclusive private tour and wine tasting - Discovering the Art District at Pinacoteca di Brera

Next, the tour reaches the Pinacoteca di Brera, Italy’s third most important museum. The 10-minute stop at the courtyard emphasizes Milan’s art district’s history since the 18th century. The free admission allows visitors to appreciate the area’s artistic heritage, which has attracted painters, sculptors, and travelers for centuries.

Walking through the Brera district, the guide paints a picture of its transformation from an aristocratic neighborhood to Milan’s Montmartre-like artist hub. The lively streets, with their mix of historic buildings and creative energy, make this one of the most engaging parts of the tour. The 15-minute walk includes stops at notable shops, galleries, and cafes where local artists still gather.

Porta Garibaldi and the Modern Milanese Vibe

The Porta Garibaldi stop introduces a different side of Milan, a vibrant district that connects to Lake Como and features modern nightlife. The guide explains the area’s history as an ancient city gate and highlights its current role as a hub for nightclubs, restaurants, and local Milanese life.

This part of the tour provides insight into Milan’s evolution from historic city gates to a lively, contemporary district. Visitors can enjoy the bustling atmosphere, where locals gather in corso Como, a street famed for its fashionable bars and eateries. This stop underscores how Milan balances its rich history with a dynamic modern lifestyle.

Food and Wine Tastings in Authentic Milanese Venues

Throughout the tour, participants visit select bars and restaurants that are popular among locals. The guide introduces guests to traditional Milanese dishes and local wines, ensuring an authentic experience. The pairings are thoughtfully curated, with opportunities to sample aperitifs, cheeses, meats, risotto, and well-chosen wines, including reds and whites.

The wine tasting session at the 13 Giugno café receives praise for its quality, with wines carefully selected to complement the food. Guests often find themselves enjoying enough food and drink that they comfortably skip dinner afterward. The guide’s knowledge and stories about each dish and wine enhance the tasting experience, making it both educational and flavorful.

Navigating the Tour Logistics and Group Size

Milan exclusive private tour and wine tasting - Navigating the Tour Logistics and Group Size

This private tour guarantees personalized attention, with a maximum group size of 10 guests. The local and professional guide ensures a smooth experience by proactively managing the meeting arrangements and providing in-depth commentary. The meeting point at Piazza della Scala is accessible via public transportation, and the tour ends at Viale Monte Grappa.

While transportation between stops is not included, the walk is comfortable, and the pacing allows plenty of time for questions and photos. The guided walk is designed to be engaging yet manageable, making it suitable for most travelers with moderate mobility.

What Sets This Tour Apart in Milan

Milan exclusive private tour and wine tasting - What Sets This Tour Apart in Milan

The private, tailored approach distinguishes this tour from more general group excursions. Travelers value the flexibility to focus on personal interests, whether art, food, or history. The guides’ expertise truly enhances the experience, with reviews frequently praising Roberto’s lively storytelling and extensive knowledge.

Plus, the inclusion of food and wine tastings in authentic Milanese venues makes this tour a practical way to enjoy local culture without the need for additional planning. The careful selection of stops ensures a balance between sightseeing, cultural education, and culinary indulgence.

Considerations and Limitations

The tour is designed as an art and food/wine experience, so it involves walking through historic neighborhoods. Some reviews mention the pacing can feel quick or the number of stops limited compared to other tours; however, the exclusivity and quality compensate for this.

It’s important to note that transportation costs to the meeting point are not included, and participants should be comfortable with a moderate walking pace. The tour’s focus on art, architecture, and food means it might not satisfy those primarily interested in other aspects of Milan, such as shopping or nightlife.

Booking and Cancellation Flexibility

Booking ideally occurs about 20 days in advance, given the limited group size and high demand. The tour offers free cancellation up to 24 hours before the start, providing flexibility for travelers with changing plans. The early afternoon departure is ideal for combining with other activities or arriving in Milan.

Final Thoughts on the Milan Private Food and Wine Tour

This tour offers a well-rounded look at Milan through the lens of its artistic neighborhoods and culinary traditions. The private format ensures a personalized, engaging experience, with expert guides adding depth to every stop. The tastings of local wines and Milanese dishes complement the sightseeing perfectly, making it an excellent choice for those wanting a combination of cultural exploration and food enjoyment.

While it may not suit those seeking a large-group, fast-paced experience, it is ideal for travelers who appreciate detailed storytelling, authentic local flavor, and a relaxed pace. This tour provides a solid value for those eager to see Milan beyond the typical tourist paths.

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Milan exclusive private tour and wine tasting



4.5

(31 reviews)

81% 5-star

“Roberto was an excellent guide who shared the history of the buildings and area as we strolled around Milan. We went to lovely bars & restaurants w…”

— James W, Apr 2025

Frequently Asked Questions

How long is the tour?
The tour lasts approximately 2 hours and 30 minutes.

Where does the tour start?
It begins at Piazza della Scala at 4:00 pm.

What is included in the experience?
Guests receive personalized guiding, visits to key Milanese sites, and food and wine tastings at selected venues.

Is transportation between stops included?
No, transportation is not included, but the walk between stops is manageable and within the city center.

What is the group size?
The tour is private, with a maximum of 10 guests.

Can I cancel the tour?
Yes, there is free cancellation available up to 24 hours before the start.

Is this tour suitable for all ages?
Most travelers can participate; however, the minimum drinking age is 20 years.

Are tips included?
No, tips are not included and are at your discretion.

What makes this tour unique?
The personalized service, expert local guide, and combination of art, history, and culinary experiences set this tour apart.

Is the tour accessible for people with limited mobility?
The tour involves walking through historic neighborhoods, so some mobility consideration is recommended.

What should I wear?
Comfortable walking shoes and weather-appropriate clothing are advisable.