Milan Vacation for Seniors

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

What to expect on this itinerary

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 areas of Franciacorta and breathtaking Lake Como during exciting day trips. Immerse in the beauty and culture of Milan during this unforgettable vacation that is imbued with unforgettable experiences.

Countries Visited

Italy

Places Visited

Milan, Franciacorta, Como

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

Milan – Arrive in Milan with Introductory Tour of the Cathedral

Milan is a modern and sophisticated Italian city. It is just as rich in history and culture, and you will experience the best of both during this 8-day trip that is designed especially for seniors. The excitement will begin once the first sights of the city come into view as you land at Malpensa Airport on day one. A private transfer will lead you to your centrally located and luxurious hotel. Soon, you will be greeted by your local guide who will lead you on a private tour of Milan’s beautiful Cathedral. Commonly referred to as the Duomo di Milano, the grand church was completed over the course of centuries and is truly a spectacular sight to behold. The gorgeous exterior features an intricate Gothic design and is filled with over 3,400 statues. Once inside, you will marvel at the stunning, marble floors and be amazed at the number of intricately designed, stained-glass windows that glint in the Italian sun. The exclusive tour will then lead you to the rooftop of the Cathedral. Here is where you can get an up-close look at some of the many statues and marble spires while you look out at sweeping views of the city and feel the warmth of the shining sun. Witnessing all of this magnificent art can seemingly transport you back centuries to the time of the sculptors and artists.

After the tour for the day concludes, you can indulge in your first dinner in Milan. You will venture to a local restaurant and have Milanese risotto. The dish of creamy rice will have just the right amount of saffron flavor to absolutely delight your palate and will release an enchanting sent into the air. This will be a delicious way to culminate the first day of your trip.

What's Included:

Transfer
Accommodation
Tour
Breakfast
Day 2

Milan – Explore the Best of Milan’s Art

Day 3

Milan – Shopping at Galleria Vittorio Emanuele II and Canal Cruise

Day 4

Milan – Delight in Winery Tour and Tasting in Franciacorta

Day 5

Milan – Tour Sforza Castle and See an Opera Show at La Scala

Day 6

Milan – Excursion to Secluded Como with Luxurious Boat Ride

Day 7

Milan – Visit the Legendary Basilica of Sant’Ambrogio and Monumental Cemetery

Day 8

Milan – Depart for Home

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

$2,900 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.

4.9

Verified Traveler Reviews

Based on 591 reviews

Italy Trip Review: Venice, Stresa, Lake Como, Local Cuisine, Private Tour, History, Culture, 8 Nights

This was our first experience with Zicasso’s travel company and, thus, with our travel designer. We were a bit concerned because our trip with a travel company back in 2001 had a few bumps along the road. However, once the private driver arrived and met us after exiting our cruise, all the worries and concerns began to vanish.

Our travel designer created an amazing itinerary and every step of the way was seamless. She took care of every single detail and provided us with all the instructions (guidance, maps, contact information, and all train tickets first class) we needed. All I can say is, she surpassed our expectations. The tours she booked for us showed they were carefully crafted based on our interests and all the guides were magnificent.

She allowed time for us to recover from the train rides; the hotels were perfectly situated, all amazing; and the private transfers were timely and extremely pleasant. She sent drawings of where our drivers would meet us. All I can keep stating is she is amazing!

We boarded the first private transfer at the approved area and our driver drove us to the Bologna train station. When we arrived in Venice, there was a young man waiting for us to take us to our private water taxi, which water taxied us right in front of our hotel. The hotel attendant assisted us with the luggage and checked us in.

She booked us at our hotel in Castello in Venice for three nights. The hotel was on the main street, but was away from the craziness of St. Mark’s Square. We had our first small-group, skip-the-line-tour on day two, with a guide from a local partner who was fantastic. He was witty and knowledgeable. Later we found out he was a professor—no wonder his knowledge of dates and history was so extensive. On our third day we met with a guide, again from the local partner, similar to the day before: small tour, skip the line. Our guide was also fantastic.

After our stay in Venice, we went to Stresa. Again, pick-up from our hotel with the water taxi was timely and the drop-off at the train station was smooth. Once we arrived in Milan train station, there was a driver waiting for us, who took us directly to our hotel. The location was magnificent and we could walk easily along the main street, right in front of the hotel.

The next day we met our guide, who picked us up at our hotel and took us on a full-day excursion to the three islands. He was extremely knowledgeable and worked with us at our pace. His incredible knowledge of history and his kindness won us over. Our travel designer pre-arranged lunch at one of the islands, which was outstanding.

Our last visit was to Como. I was a bit disappointed when we arrived at Como. The main area, where you see the charter boats, seemed small based on my expectations. She arranged a private tour that took us to two islands. That trip showed us the Como I had anticipated. We ended up in Bellagio where we had a late lunch at the restaurant at the tip of Bellagio and the boat picked us up and took us back to the main island. It was beyond words.

If you are visiting Italy, reach out to our travel designer; she will surely exceed your expectations.

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Italy Tour Review: Venice, Florence, Tuscany, Lake Como, Milan, Truffle Hunting, Wine Tasting, Cooking Class, Boat Ride, 2-Week Trip

Our trip to Venice, Florence, Tuscany, Lake Como, and Milan was exceptionally well planned and executed by Zicasso's tour operator.

The transportation from one location to another was efficient, even when challenged by the high tides in Venice. Overall, the hotels selected were very good. The one in Montalcino was exceptional. Every guide was knowledgeable and professional. We appreciated their willingness to be flexible. Our driver for the ride to Como and back to Milan was personable and exceptional as well.

We really enjoyed the truffle hunting experience, the first wine tasting in Montepulciano, where we met the entire charming family, the cooking class in Bellagio with a chef who treated us like family, and the boat rides on Lake Como and to the islands in the lagoon of Venice. All of the dinner reservations were spot-on and when there was a slight misunderstanding regarding our wine tasting in Bellagio, where the staff at the hotel in Bellagio had no idea what had been arranged by our agency, this was quickly resolved by our guide through texts and emails with the agency.

The only aspect of the trip that could have been improved was day eight, when our activities, travel time, and late dinner reservation resulted in a late-night drive back to the villa. The hotel in Milan was difficult to find at first due to its location not being visible from the street. Once we found it and settled in, it was in an excellent location for our sightseeing. The gifts of sparkling wine at two of our stops was thoughtful and appreciated.

We thank our agent and the staff at the agency for a wonderful trip and would not hesitate to recommend the firm to our friends and family.

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Italy Tour Review: Abruzzo, Pescara, Chieti, Venice, Verona, Lake Como, Milan, Turin, Cooking Class, Opera, Boat Ride, Food Tour, 12 Days

This was my third customized trip with Zicasso. I previously worked with Zicasso to plan and take mother-daughter trips to Iceland and Croatia. They are the perfect company to help your dreams for a personally unique adventure come true!

This time, I traveled with my daughter, son, and daughter-in-law to Italy. My hope was for my daughter and son to see the towns where their great-grandfather and great-grandmother emigrated from in the Abruzzo region, in the towns of Roccamontepiano and Bugnara. My research had an address for where their great-grandfather was born. Our driver found the address and we took photos of us standing in front of the house, which could now be considered a real fixer-upper. Just the same, it was a moment never to be forgotten. Thank you to our driver and his wealth of information!

Our home base was in Pescara, where we enjoyed a walk on the beach, excellent local cuisine at a local restaurant, and seafood at another local restaurant. These were recommended by our local travel agent and were clearly favorites of the locals.

We had a wonderful tour in Chieti, an historic and cultural gem, with our guide. She too was a gem of a guide!

We then traveled to Venice, which was far less crowded with tourists than in the high season. Upon arrival, a private gondola ride during dusk and at sunset was a surreal way to be welcomed to this beautiful city.

The next day we had a magnificent tour of St. Mark's Basilica and Doge's Palace. Our guide was so engaging and knowledgeable, and eager to share ideas about other things to see while in Venice. We followed our tour with lunch at a historic restaurant, home to the invention of the Bellini. Yum! After lunch, we took the elevator to the top of the tower across from the basilica, with its spectacular panoramic view of the city and surrounding islands. Then our group splintered off—two of us did a Grand Canal boat ride and the other two headed to the isle of Murano to search for glass souvenir treasures.

Our next stop was Lake Como, with a one-hour unexpected stop in Verona. Thank you to our driver for suggesting the stop! Who knew there was a Roman arena and some to-die-for hot chocolate in Verona!

Then off to Lake Como. We had time before we could check in to our hotel, so we did a walkabout to acquaint ourselves with the city. We took a ride on the funicular for another delightful panoramic view and enjoyed cocktails while surveying the lake and city below. That evening, we traveled up into the mountains and had a marvelous meal at a mountain trattoria. We were just us and one other couple in the restaurant, and we watched the chef prepare our local food specialties from our table in front of the wood-burning fireplace. The mantel was adorned with trophies and photos of the local bocce teams over the decades. Again, if you want to travel for cibo delizioso, go to Italy!

The next day, we had a three-hour boat ride on Lake Como. Our skipper and guide made certain to point out and give some history on the villages dotting the coastline and the famous villas.

The following day we traveled north to Domaso for an afternoon at a family-run vineyard and restaurant with views of Lake Como and the Alps! Bellissimo! A family member gave us a wonderful tour of the history and the winemaking facility, as well as the many wines we sampled. We were treated to local charcuterie and ravioli that was made fresh while we were busy sampling. When we received the wine we ordered and shipped back home, they threw in extra gifts for us, with wishes for a Merry Christmas and Happy New Year!

Then we were off to Milan for a chance to try our luck at making our own pasta, sauces, and gelato at a cooking school. Our chef instructor guided us as we made tagliatelle with a pesto sauce and pumpkin ravioli with a cream sauce. Of course, there were wine pairings! He made certain our creations were delicious!

That evening, we donned our fancy apparel and headed to La Scala to take in the opera, "Così fan tutte." The modern take on the comedy was refreshing and the venue was a must-see!

The next day, we were met by our guide, who shared the history of the UNESCO site of Santa Maria delle Grazie and Leonardo da Vinci’s "Last Supper" with expertise and reverence, while keeping us engaged. She likewise inspired us as we toured the Duomo di Milano, San Maurizio al Monastero Maggiore, and the controversial Il Dito sculpture outside the city’s stock exchange.

That evening, we experienced a delightful meal at a Michelin-starred restaurant. The chef, from Naples, created and explained a never-to-be-forgotten bite-sized sampling plate highlighting the tastes of Naples on a plate shaped like the region, with its various borders.

Before leaving Milan, we had a tour of La Scala and its adjacent museum with our guide. She provided us with a history lesson that was quite interesting. That night, we dined at a local seafood restaurant, another treasure clearly favored by the locals. Our waiter was a gem and sent us off with the gift of a bottle of wine.

Our final stop was Turin. Once again, we divided—two of us visited the National Museum of Cinema and the panoramic lift housed in the museum. At the top, we gained a wonderful sense of the city,and the cinema museum was a fun surprise! Our other two toured the Juventus Museum and Stadium, and they thoroughly enjoyed their experience as well.

Our final day, we met our guide, who spent the entire day with us, with only a short break, beginning with a gourmet food tour of traditional Piedmont dishes. Along the way, she shared insights into the history and cultural significance of the foods. Later in the day, she guided us through the Royal Palace of Turin, including the Holy Shroud Chapel, Armory, and Museum. Once again, we were treated to a knowledgeable and entertaining guide.

We departed the next day, leaving with priceless memories of our Italy adventure.

Thank you so much to Zicasso’s travel agent. You helped make our trip come true with such care. Grazie mille!

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Italy Vacation Review: Tuscany, Lake Como, Winery, Boat Ride, Hiking, Balloon Trip, 9 Nights

The trip was great. The hotels in Tuscany and Lake Como were great. I highly recommend both. The rest of our trip that Zicasso's travel company put together, which included wineries, hikes, boat rides, a balloon ride, and recommended dinners, was top-notch. Our travel specialist and her team were very responsive. We highly recommend them.

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Italy Vacation Review: Como, Tuscany, Chianti Region, Amalfi Coast, Cooking Class, Hiking, 12-Day Trip

Zicasso’s trip planner with the travel company were very helpful in planning our trip as to where and what we wanted to do and see. We were able to explore Como, Tuscany, the Chianti region, and the Amalfi Coast. The hotels were exceptional and we were well taken care of at each place, offering their own specialties. I would definitely recommend our trip planner to anyone looking to plan a trip to Italy.

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Italy Travel Review: Milan, Lake Como, Lake Orta, 8-Night Trip

An Unforgettable Italian Journey with Zicasso's travel company!

Our trip to Lake Como, Lake Orta, and Milan was nothing short of extraordinary. From the moment we began planning, this Zicasso travel company made the experience seamless and personalized. Every detail was thoughtfully curated, from stunning accommodations to smooth transfers and unforgettable local experiences.

What truly set this trip apart was the level of service. The travel company's team was attentive, responsive, and genuinely committed to making sure every moment exceeded our expectations. We never had to worry about a thing—just relax and enjoy Italy at its best.

If you’re considering a trip to Italy, trust them. Their attention to detail, deep local knowledge, and exceptional service created memories we’ll cherish for a lifetime. Thank you!

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Customizable Itinerary

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

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