The history and culture of Milan can be felt around every corner of the city. Explore Milan’s rich history and intriguing culture during an immersive, 7-day vacation. From ancient Basilicas to world-renowned paintings, discover some of the best attractions and landmarks that Milan has to offer. Step back in time as you tour buildings that date back hundreds of years, and experience the culture of Milan through art and opera. Take a day trip to the nearby city of Bergamo to see another historical...
Customizable Itinerary
Day 1
Milan – Arrive in Milan and Tour of Brera Art Gallery
The Italian city of Milan is rich in history and culture, and the modern business and fashion world blends with the historical landmarks of the city. You will arrive at Malpensa Airport to begin your immersive, 7-day vacation that will have you exploring Milan’s history and culture firsthand. A private transfer will greet you upon your arrival at the airport and lead you to your centrally located and luxurious hotel. Soon, the first of many expert guides will lead your first private tour. This afternoon’s destination will be the Pinacoteca di Brera or Brera Art Gallery. Part of the Brera Academy of Fine Arts, the Gallery is a treasure trove of magnificent paintings that will have you marveling at works by Bellini, Tintoretto, and more master artists as you are led around the museum. Raphael’s Marriage of the Virgin will be particularly striking; it is an oil painting that depicts the marriage of Mary and Saint Joseph and was completed in 1504. Once the tour concludes, the fresh air of the nearby Brera Botanical Garden will be an ideal place to spend the remainder of the day.
What's Included:
Day 2
Milan – Tour Sforza Castle and Monumental Cemetery
Day 3
Milan – Visit Milan Cathedral and La Scala Opera House
Day 4
Milan – Day Trip to Bergamo
Day 5
Milan – Explore More of Milan’s Historical Churches
Day 6
Milan – Discover Merchants Square and Galleria Vittorio Emanuele II
Day 7
Milan – Depart for Home
Trip Highlights
- Delight in a visit to the Brera Art Gallery to see world-renowned paintings, including Raphael’s Marriage of the Virgin
- Marvel at the ancient Sforza Castle during a tour, where you will see the Rondanini Pietà, which is Michelangelo’s last sculpture
- Witness amazing monuments and gorgeous statues during a guided tour of Monumental Cemetery that is recognized as the city’s open-air museum
- Bask in unparalleled views of Milan when you ascend to the rooftop of the Milan Cathedral during an intriguing tour
- Experience an unforgettable live performance at the famous La Scala Opera House
- Immerse yourself in Bergamo’s 16th-century walls, which is a UNESCO World Heritage Site, during a day trip to the city
- Venture through the Church of Santa Maria delle Grazie to view Leonardo da Vinci’s stunning Last Supper painting
- Explore the history and vibrant culture of Italy’s oldest shopping mall, Galleria Vittorio Emanuele II, during an exciting visit
Detailed Description
This discovery-tour of Milan’s history and culture will take you to ancient buildings, historical churches, and wonderful museums. You will land at Milan’s Malpensa Airport to begin this exciting journey. After becoming acquainted with your luxurious hotel, you will enjoy a private tour of the Brera Art Gallery, where you will be able to witness timeless paintings by great artists such as Raphael and Tintoretto. The following day, you will continue your exploration of Milan’s history with visits to Sforza Castle and Monumental Cemetery. The ancient Sforza Castle is home to fascinating museums, and one of them is home to Michelangelo’s last sculpture, which you will be able to see during your exclusive tour. Monumental Cemetery is considered more of an outdoor museum than a cemetery, and you will be in awe of its gorgeous statues and monuments.
An Italian pastry and freshly brewed espresso will be the perfect way to begin your next day. After breakfast, you will venture to the Milan Cathedral for a private tour. The architecture and details of the Cathedral will be stunning, and you will appreciate the stained-glass windows and works of art. You will have the unique opportunity to view the city from a unique viewpoint when you ascend to the rooftop of the Cathedral and enjoy the unparalleled views. Later in the day, your tour will continue to the legendary La Scala Opera House. After you take in the beautiful decor of the main auditorium and antique instruments of the museum on a guided tour, you will immerse in the culture of Milan with a live opera performance. The amazing show will be memorable and a wonderful way to culminate your day.
The following day, you will indulge in an excursion to the nearby city of Bergamo. Here, you can view ancient buildings, the 12th-century Basilica of Santa Maria Maggiore, and the spectacular Colleoni Chapel during your tour of this medieval city. After the day’s exciting trip, you will return to Milan by the evening. Another wonderful look into Milan’s history will await you on day five as you explore more of the city’s magnificent churches on guided tours of the Church of Santa Maria delle Grazie, the Basilica of Sant’Ambrogio, and San Maurizio al Monastero Maggiore. Colorful mosaics, detailed frescoes, and well-preserved paintings will be found at every one of these special destinations, and the opportunity to see Leonardo da Vinci’s painting of the Last Supper will make the visit to the Church of Santa Maria delle Grazie especially unforgettable.
As the sun rises over Milan on the morning of day six, you can savor a tasty breakfast before your tour for the day begins with a visit to Piazza Mercanti. The delightful square is filled with historic buildings, and it will transport you back in time as you discover ancient buildings that used to house the city’s courts and notary. You will also have the unique chance to see a 17th-century school. In the afternoon, you will transfer to Galleria Vittorio Emanuele II, which is Italy’s oldest shopping mall. Here, you will be able to immerse yourself the culture of the city as you journey around the many high-end shops and boutiques. A stop in one of the mall’s delicious cafes or restaurants will be the ideal way to end your visit.
Finally, on the morning of your last day in Milan, you can delight in one more walk around the city before a private transfer leads you to Malpensa Airport for your return flight home. You will have experienced the best of Milan’s history and culture during your amazing weeklong vacation. Consider learning more about our travelers’ favorite Italy travel experiences by reading their Italy travel reviews.
Starting Price
$3,200 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Reviews of Zicasso's Referral Service
4.9 stars based on 5940 reviews.
Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!
Reviewed By Anita L.
The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.
Reviewed By Marci M.
Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.
In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.
Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.
We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!
Reviewed By Kent S.
Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!
Reviewed By Rajesh J.
Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!
Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.
Reviewed By Sally F.
My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.
Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.
Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.
Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.
What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.
Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.
As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.
Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.
The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.
This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.
Reviewed By tasmia S.