Milan exclusive private tour and wine tasting

Discover Milan through its art, food, and wine on this private guided tour of Brera district. Enjoy personalized service, authentic tastings, and insider stories.

Thinking about experiencing Milan beyond its famous Duomo and shopping streets? This private tour focusing on the Brera district offers a chance to savor local wines, enjoy delicious Milanese bites, and learn about the city’s vibrant culture. It’s a good pick for travelers who want a more intimate, guided experience—without the crowds—and who appreciate a mix of history, art, and good food.

What we really like about this tour is how personalized it feels. With a private guide, you get tailored stories about Milan’s hidden gems and a relaxed pace that lets you really soak in the surroundings. Plus, the included tastings—ranging from local wines to classic Italian dishes—are carefully curated to give you a taste of Milanese life.

One thing to keep in mind is the tour’s focus on art, food, and wine. If you’re after a broad city overview, this might feel a bit niche. And the price? At around $252 per person, it’s not the cheapest option out there, but when you consider the private guide, authentic tastings, and the exclusive access, many find it good value.

This tour is best suited for curious travelers who enjoy good conversation, local food, and a bit of art history. It’s also a solid choice for couples, friends, or small groups looking for a relaxed yet engaging way to discover Milan from a different perspective.

Key Points

Milan exclusive private tour and wine tasting - Key Points

  • Personalized experience: A private guide means tailored stories and a relaxed pace.
  • Cultural highlights: Pass by Milan’s iconic sites like Piazza della Scala and explore the artistic Brera district.
  • Authentic tastings: Enjoy local wines, Milanese treats, and traditional Italian dishes.
  • Insightful commentary: Learn about Milan’s history, architecture, and food culture from knowledgeable guides.
  • Intimate group size: Maximize interaction and comfort with a small, private tour.
  • Vibrant neighborhoods: Experience lively areas like Porta Garibaldi, beyond just tourist hotspots.

A Closer Look at the Tour Experience

Milan exclusive private tour and wine tasting - A Closer Look at the Tour Experience

Starting Point and Meeting Details

The tour kicks off at Piazza della Scala, right in the heart of Milan. You’ll meet your guide at the Leonardo da Vinci Statue, conveniently located near the Duomo and Galleria Vittorio Emanuele II. Starting around 4:00 pm, this timing is perfect for those who want to enjoy the city’s evening vibe. The walk from the Duomo to the meeting spot is straightforward and scenic, passing through Milan’s most famous shopping gallery.

What to Expect on the Itinerary

The itinerary is designed to blend history, local culture, and culinary delights seamlessly. The stops include:

  • Piazza della Scala: You’ll get a quick introduction to Milan’s artistic soul at the home of its world-famous opera house. It’s a site visited by many travelers but also holds historical significance dating back to the 14th century, originally built on a medieval church foundation. Expect some lively commentary on Milan’s evolution from a divided city of kingdoms to a modern cultural hub.

  • Pinacoteca di Brera: The next stop is at the Brera Art Gallery, set in a charming courtyard in the historic art district. This area has been Milan’s art hub since the 18th century. The Gallery is Italy’s third most important museum, and even a brief stop here offers a glimpse into its artistic treasures. The museum’s courtyard is also perfect for snapping photos of Milan’s quaint side streets.

  • Brera District: Often called Milan’s Montmartre, this neighborhood is filled with artists’ studios, galleries, and bohemian cafes. It’s a lively, authentic part of the city where locals live and work. Walking through its alleys, you’ll get a feel for Milan’s creative spirit and see how art and daily life blend seamlessly here.

  • Porta Garibaldi and Corso Como: The tour moves to this vibrant district, known for its nightlife, modern restaurants, and lively atmosphere. Historically an city gate leading to Lake Como, Porta Garibaldi is now a hub for Milanese nightlife and contemporary culture. The guide shares stories about how this area has evolved from historic gateway to a modern hotspot.

Food and Wine Tastings

Unlike large group tours, this one offers exclusive tastings. You’ll sample local wines—reds and whites carefully chosen to complement the Milanese cuisine—and enjoy traditional bites like cheese, meats, and regional specialties. Reviews mention that the wines are well-selected and the food generous enough to skip dinner afterward, which is a nice perk.

Guide and Personal Service

One recurring theme from reviews is how knowledgeable and engaging the guide, Roberto, is. Multiple guests praised him for sharing stories about Milan’s architecture, history, and food culture with warmth and expertise. As one reviewer put it, “Roberto was an excellent guide who shared the history of the buildings and area as we strolled around Milan.” His familiarity with local hotspots adds value, especially since he’s also a local guide to Lake Como.

Tour Duration and Group Size

The tour lasts approximately 2.5 hours, making it manageable for those who dislike overly long outings. With only your private group, you’ll enjoy a tailored experience without having to share the guide’s attention with strangers. Several reviews highlight how this intimacy enhances the experience—Roberto can answer all your questions and adjust the narrative to your interests.

Price and Value

At $252.21 per person, this experience might seem a bit steep, but many guests feel it’s justified by the personalized service, quality tastings, and the rich storytelling. For food and wine lovers, this is an immersive way to explore Milan’s culinary scene beyond the usual tourist spots.

Authentic Feedback from Travelers

Many reviews highlight the guide’s charisma and knowledge. For example, one enthusiastic guest said, “Roberto was lively, animated, engaging, and very knowledgeable about Milan,” while another appreciated the wine tasting experience at a local bar, noting “the wines being well-chosen for the food.” This consistent praise points to a well-executed tour that genuinely adds a flavor of local life.

A few reviews mention the tour’s focus on art, food, and wine, emphasizing how the stops are carefully curated. One guest even remarked that the tour included enough food to skip dinner, thanks to the variety of snacks and tastings provided.

However, not all feedback is glowing. A couple of reviewers felt the stops were limited or that the pace was hurried, especially on hot days. The tour is quite focused on the Brera neighborhood’s art and culinary scene, so if you’re expecting a broad city overview, this may not be the best fit.

Practical Details and Tips

Milan exclusive private tour and wine tasting - Practical Details and Tips

  • The tour begins at Piazza della Scala around 4:00 pm, a convenient starting point near public transportation.
  • The total duration is about 2 hours and 30 minutes—perfect if you want a concise, engaging experience.
  • As it’s a private tour, the group size is limited, providing comfort and personalized attention.
  • Be prepared for walking through historic streets, some cobblestone, so wear comfortable shoes.
  • The tour includes a professional and local guide, but transportation is not included, so plan accordingly.
  • Tips are not included, so if you enjoy the experience, consider rewarding your guide.
  • The tour is suitable for most travelers, but note that the minimum drinking age is 20 years.

The Sum Up

Milan exclusive private tour and wine tasting - The Sum Up

This Milan private tour focusing on art, food, and wine offers an intimate, culturally rich experience that’s perfect for those who want to see the city through a local lens. With a knowledgeable guide like Roberto, you’ll enjoy insider stories, authentic tastings, and vibrant neighborhood strolls. While the price might seem high at first glance, the personalized service and curated experiences often justify the cost, especially if you value quality over quantity.

If you’re a traveler who appreciates art, history, and culinary delights, this tour will help you get a true taste of Milan’s soul—beyond the typical tourist spots. It’s also a good option for couples, small groups, or friends seeking a relaxed, engaging way to connect with the city.

For those seeking a quick, yet meaningful glimpse into Milan’s artistic and gastronomic culture, this tour delivers both with style. Just keep in mind the focus on the Brera district and the art-centric nature of the experience to ensure it matches your interests.

Ready to Book?

Milan exclusive private tour and wine tasting



4.5

(31)

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

Is this tour suitable for families with children?
While the tour is generally adult-oriented, most travelers over 20 can participate. Children might enjoy the art and lively neighborhoods, but the tastings and pacing are better suited for older teens and adults.

How long does the tour last?
It lasts approximately 2 hours and 30 minutes, making it a manageable activity that fits well into an afternoon or early evening plan.

Can I cancel or get a refund?
Yes, you can cancel free of charge up to 24 hours before the start time for a full refund. Cancellations less than 24 hours before are not eligible for refunds.

What’s included in the price?
The experience includes a professional guide, a local guide, and the tastings—local wines, Milanese treats, and some traditional dishes.

Are transportation costs covered?
No, transportation to and from the attractions is not included, so plan to walk or arrange your own transport.

Is the tour good for art lovers?
Absolutely, many reviews highlight the art-rich stops like the Brera Museum and the neighborhood’s artistic vibe.

What should I wear?
Comfortable walking shoes are recommended, especially since you’ll be strolling through historic streets and neighborhoods.

Can I join the tour spontaneously?
It’s better to book at least 20 days in advance, as this private experience is popular and limited in group size.

Embarking on this private Milan experience promises a charming blend of art, history, and local flavors—perfect for travelers who want an authentic taste of the city with a personal touch.