Shop in the luxury boutiques of Galleria Vittorio Emanuele II, Milan

Milan Vacation for Seniors

Ratings of Zicasso's Service
Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited

Italy

Places Visited

Milan, Franciacorta, Como

Suggested Duration

8 Days

Milan is one of the most fascinating Italian cities. From ancient castles to high-end shopping and delicious cuisine, the city has everything a dream vacation requires. Explore the best of Milan during this 8-day vacation that is designed specifically for seniors. See history come to life at the Milan Cathedral, hear stunning harmonies at the famous La Scala Opera House, and shop for authentic, Italian leather goods at Italy’s oldest shopping mall: Galleria Vittorio Emanuele II. Discover the nearby...

Customizable Itinerary

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Trip Highlights

  • Explore the 3,400 statues and stunning rooftop of the Milan Cathedral on a private tour
  • Marvel at Leonardo da Vinci’s famous painting, the Last Supper, during a visit to the UNESCO World Heritage Site of Church of Santa Maria delle Grazie
  • Indulge in a relaxing cruise on a private boat around one of Milan’s canals where you will enjoy a unique perspective on the city
  • Journey to a winery and taste the renowned, sparkling wine of Franciacorta on an exclusive day trip to scenic region
  • Witness an amazing opera performance after a private tour of the legendary La Scala Opera House
  • Uncover the historic city of Como and enjoy a private boat ride around stunning Lake Como on an unforgettable day trip

Detailed Description

The intriguing city of Milan is a wonderful blend of historical attractions, modern fashion, and delicious food. Everything the city has to offer will be yours during this 8-day senior vacation. A private transfer will greet you at Malpensa Airport on day one and whisk you away to your luxurious hotel. After getting acquainted with your room, you will set out for a private tour of the Milan Cathedral. The amazing views from the Cathedral’s rooftop will be a perfect introduction to your first day in this charming and bustling city. The next two days of your journey will highlight Milan’s fantastic art and shopping. A tour of the Brera Art Gallery will bring you up-close with magnificent paintings and a trip to the Church of Santa Maria delle Grazie to see Leonardo da Vinci’s Last Supper will leave you in awe.  Explore the high-end shops and boutiques at Galleria Vittorio Emanuele II before you journey around one of Milan’s canals on a private boat ride to end day three.

A peaceful morning ride will bring you to the region of Franciacorta on day four. You will enjoy a private tour of a local winery where you will learn the winemaking process and have the unique opportunity to taste Franciacorta wine. The highly-regarded, sparkling wine will not disappoint, and you will savor every sip before you return to Milan. The following day, you will explore the ancient site and museums of Sforza Castle. Michelangelo’s last sculpture, the Rondanini Pietà, will be a sight that you remember for the rest of your life. Later in the day, the famous La Scala Opera House will provide a memorable evening after you tour the renowned building and indulge in a spectacular performance of intimate harmonies and melodies.

Another exciting excursion will await you on day six. A scenic ride will bring you to the beautiful, lakeside city of Como where you will tour the historic highlights with an expert guide before taking a private boat ride around the iridescent Lake Como. You will marvel at the waterfront villages as you feel the warmth of the sun and glide around the lake. Visits to the Basilica of Sant’Ambrogio and Monumental Cemetery will highlight your day seven. The detailed carvings at the Basilica and intricate statues of Monumental Cemetery will take you deeper into the rich culture of the city before you enjoy the last night of the trip. On the morning of day eight, a private transfer will lead you to Malpensa Airport for the return flight. This 8-day trip to Milan for seniors will be a captivating and memorable vacation that will have you planning your return trip before you return home. Interested in learning more by seeing some of our travelers’ Italy vacation tour reviews? Click here for more.

Starting Price

$3,600 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 5926 reviews.

Italy Trip Review: Guides, 9 Nights

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.

Italy Tour Review: Pompeii, Capri, 10-Day Trip

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.

Italy Vacation Review: Tuscany, Siena, Rome, Amalfi, Capri,...

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.

Italy Anniversary Travel Review: Tuscany, Local Cuisine,...

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.

Italy Family Trip Review: Lake Como, Amalfi Coast, 2 Weeks...

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.

Switzerland, Italy Solo Vacation Review: Zurich, Lucerne,...

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.

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