High-End Fashion Shopping Tour of Rome, Florence, and Milan

What to expect on this itinerary
Fashion will reign supreme as you indulge in the chic style inspired by history during your custom tailored tour to Italy. Reveal the fabulous and fierce designs of the ultimate fashion destination as you experience the designer streets and high fashion outlets with a personal shopper eager to uncover remarkable finds. Discover the captivating beauty of ancient Rome, the Renaissance flourish of Florence, and the artistry of Milan as the past and the future collide to inspire artists and stylists. From shoes to handbags, perfume to tailored suits, luxury, and elegance come first while the boutiques stay open on your exclusive shopping trip to Italy. Learn more as you browse some of our Italy itinerary options and handcraft your ideal vacation.
Customizable Itinerary
Rome – Arrive in Rome and Delight in a Luxurious Multi-Course Dinner
Rome has held a place at the center of the fashion world since the empire stood at the heart of Western Europe. The city continued to draw fashion aficionados and historians from around the world eager to use the rich past and preserved architecture to inspire their fashion-forward designs. Your flight will land at Rome Fiumicino Airport, where your private transfer will greet you upon arrival before venturing into the city to relax in the comforts of where was once the epicenter of the Western World. Hydrangeas blossom in the gardens of the hotel amongst vibrant roses while the aroma of citrus zest emanates from the orange trees on the property.
The remainder of the day will be yours to explore the beauty of Rome’s history at your leisure, making your way to Piazza Navona to view the marvelous Baroque palaces that frame the cobblestone piazza. Artists set out easels and sit on the stone benches to capture the colorful facades in the passing sunlight while the sound of trickling water emanates from the gorgeous Fountain of the Four Rivers, designed by Gian Lorenzo Bernini in the mid-17th century. Allegorical figures represent the main waterways of four continents, including the Nile, Danube, Ganges, and Rio de la Plata. In the evening, you can venture to a restaurant with three Michelin stars that is known for elegance, comfort, and the delicate flavors showcased on the menu.
What's Included:
Rome – Enjoy a Shopping Tour of Rome before Visiting the Ancient City
Rome – Explore the Famous Shopping Districts of Rome and a Day at Leisure
Florence – Discover Charming Orvieto and the Decadent Shops in Tuscany
Florence – Relish a Guided VIP Shopping and Museum Tour of Florence
Florence – Find Boutique Shops in Lucca and the Spa at Montecatini Terme
Milan – Tour the Gorgeous Shops at Fidenza Village en route to Milan
Milan – Bask in Milan Fashion before Visiting the Historical Sites of the City
Milan – Visit the Gourmet Shops of Milan and Enjoy Piedmont Cuisine
Milan – Depart for Home
Trip Highlights
- Visit the fabulous shops found around Rome, Florence, Bologna, and Milan and visit designer boutiques with elegant ambiance with your personal shopper
- Stroll the high fashion streets of Via Condotti in Rome and Via Monte Napoleone in Milan to enjoy the luxury experience and window displays
- Relish a VIP shopping excursion in Florence for a unique and unforgettable visit to designer, boutique, and historical artisan shops
- Discover the charm found alongside the fabulous fashion of the Gucci and Ferragamo Museum in Florence to view the evolution of the company and shoe design
- Relax in the indulgent spa treatments of Montecatini Terme, a gourmet spa retreat in Tuscany
- Wander the gorgeous walls and magnificent streets of Lucca for a distinct perspective on fashion, art, and architecture from the 14th century to today
- Explore the ancient architecture and mixture of classical and Baroque artistry in Rome that has inspired fashion designers for centuries
- Enjoy the charm and beauty of Orvieto, a small town in Umbria known for golden mosaics and views over the lush valley
Detailed Description
The beauty of Italy is encompassed by the rolling hills, snow-capped peaks, classical statues, Renaissance paintings, and distinguished fashion. Your 10-day tour of Italy will immerse you in a fashion-forward mentality as you experience the inspiring history and fascinating artwork found in Rome, Florence, and Milan. Your exploration will begin with your arrival in Rome. Your private transfer will greet you at Fiumicino Airport and escort you to your gorgeous hotel in the historical center of the city, leaving the remainder of the day to stroll along the cobbled lanes to view the Pantheon, Trevi Fountain, and Piazza Navona for an introduction into the preserved beauty of ancient and Baroque Rome.
Wake the next morning, and your personal shopper will meet you at your hotel ready to guide you along the famous shopping streets of the elegant city. View the Spanish Steps from Via Condotti and then wander along Via del Corso. Enjoy an immersive tour of Imperial Rome in the afternoon that will bring you from the Colosseum to Palatine Hill. Venture the next day just outside of Rome to visit the Valmontone Fashion District, and you can enjoy the views of the scenic hills as you shop along the fabulous district that features designer boutiques before returning to Rome.
The following day, you will leave Rome behind and travel to the charming town of Orvieto. The inspiring architecture is seen through the glinting mosaics and marble façade of the Cathedral before you continue to the beautiful shops just outside of Florence to find high-end fashion like Dolce & Gabbana and Prada. After arriving in Florence, you can stroll through the historic city center to visit the jewelers of the Ponte Vecchio and the leather shops in San Lorenzo. The next day will bring a VIP Tour of the fashionable and enchanting museums found around the city. Take your time in the Gucci and Ferragamo Museum before visiting a traditional Florentine Silk factory. Enjoy the beauty of the city’s design on a walking tour before entering into the Accademia Gallery.
Move next to follow the country roads into Tuscany to find the town of Lucca and traverse the medieval walls that protect the city with their grassy walkways. Stroll down into the shopping district and then to the top of the Tower Guinigi to find the hanging garden. Continue into the hills at Montecatini Terme for a relaxing spa treatment in one of the luxurious spas of the antique resort town. Your private transfer will then greet you at your hotel and escort you to the Fidenza Village in Emilia Romagna. Relish a high-end shopping day before continuing to Milan to find the beauty of the Navigli Canal lit with hanging lamps at night.
The next day, your personal shopper will lead you along the fashionable lanes of Milan, including the stores in the 19th-century Vittorio Emanuele II arcade. In the afternoon, you will take to the antique landmarks of the city to view the castles and La Scala Opera House. Venture to the Serravalle Fashion area the next day to explore the luxury shops that feature Versace and Cavalli before returning to Milan for the remaining day at leisure. Conclude as your private transfer will greet you at your hotel in the center of Milan and escort you to Malpensa Airport for your flight home, bringing an end to your fashionable tour of Italy. You could also work with one of our partner travel agents for Italy and explore another region of Italy before returning home.
Starting Price
$9,800 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.
Verified Traveler Reviews
Based on 6180 reviews
Our trip to Italy was absolutely amazing. Zicasso’s travel company provided exceptional service and attention to detail. We had never used a travel company for arrangements prior to this trip and we are so glad we did. It made the trip stress-free and truly over-the-top.
Our favorite time on the trip was at a location recommended by our travel agent in a very small area called Ciociaria. We loved this location and our resort in Ciociaria. The staff was incredible and we felt so relaxed.
I have been telling all my family and friends about the travel company’s services and that I will use them for future trips. I am so thankful to Zicasso for connecting me to an incredible experience with our travel company.
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This was our first time using a travel agency for a trip like this and Zicasso’s travel company completely exceeded our expectations. Traveling internationally with pre-teen children can be stressful, but from the very beginning, this travel company removed every bit of that anxiety. Every detail was thoughtfully planned, clearly communicated, and flawlessly executed.
From airport transfers to hotels, tours, trains, guides, and daily logistics, everything worked seamlessly. We never once felt lost, rushed, or unsure of what was next. Instead of worrying about schedules or navigating a foreign country, we were able to fully focus on our family and enjoy the experience. That peace of mind alone was invaluable.
What really stood out was how well the trip was tailored to our family. The pacing was perfect, the experiences were engaging for adults and kids, and every guide we worked with was knowledgeable, friendly, and professional. It truly felt like a curated, high-quality experience rather than a generic itinerary.
We came home with incredible memories and zero travel stress, something I didn’t think was possible with kids that age. This travel company was phenomenal and we would absolutely use them again, and recommend them without hesitation to anyone considering international travel, especially families.
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I apologize for the delay in writing this review, but was very busy the last few months and wanted to dedicate the time it deserved. This review will address my wife and my trip to Italy from September 26, 2025, to October 6, 2025. Please feel free to share all or any portion of this review.
Trip Planning:
As a bucket-list event, I spent a great deal of time doing research, but would not have been able to put together the ideal vacation without the support of Zicasso and the travel company. Upon hearing my general interests, Zicasso provided two groups whom they thought would be able to plan and implement my trip. Both groups interviewed me and my wife about interests and price range, and then prepared an initial itinerary. Both groups would have done a fantastic job by their presentation, but it seemed I was slightly more in tune with the travel company and selected them. This proved to be a very wise choice, as the entire team at the travel company, particularly the travel specialists, were the absolute best and I would recommend their service without reservation. Fully responsive to my many questions before the trip, addressing all potential itinerary changes, and providing invaluable guidance throughout the entire process. Their response to inquiries while in the country was unbelievably prompt and thorough. At our request, the travel specialists made restaurant recommendations and reservations that were spot-on. I can’t say enough good things about these ladies.
Transportation and travel between locations:
Although not involved in the flights, the travel specialists provided great guidance concerning flights, trip insurance, and other logistics.
One key point that I fully expressed was that I did not want to flounder at the various transportation points and did not want to lug luggage in foreign areas on the way to and from lodging. The team took this to heart and provided me with either an escort or driver to and from every terminal. Everyone providing this task was friendly and provided information that made the travel much easier. Particularly valuable were our escorts, who adeptly negotiated our entrance and exit from Venice, and provided great insights into this historic city.
Venice:
Our hotel in Venice seemed to be right in the middle of everything, which allowed us to explore, and we have never had so much fun getting lost. At night, we opened our windows and fell off to sleep listening to nearby music; it was idyllic. The staff was professional and friendly. Breakfast was the best of all the hotels we stayed at in Italy.
The first full day in Venice, the travel company leveraged “skip the line” so we could make the very most of our time and is essential to any planning. Both guides were great and really good company. One guide’s knowledge of the Doge Palace really brought it to life for us. Another guide had a real insider’s view of Burano, as this was her family’s island. As private tours, we could go at our own pace, which we really liked. Probably the least enjoyable tour was the glass factory in Murano. We got the impression most of the tour beyond the initial exhibition was an attempt to sell their products. My wife succumbed and purchased a pair of earrings that broke the first time she wore them. Really disappointing, and I would advise you to spend more time in Burano.
Florence:
As with all the trains, the travel was very comfortable and we enjoyed watching the scenery. Our lodging in Florence was right on the Santa Maria square, superb for people watching. The staff was fine, nothing more. The hotel was near the world’s oldest pharmacy, famous as the world's oldest perfumery. Although there is a line to enter, it goes quickly and is historical, to say nothing of buying a scent more than 400 years old. I strongly recommend you go.
While knowledgeable, our tour guide for the Accademia and Uffizi Galleries was a little too technical for us, leaving us with the feeling that we were taking an art history class.
Dinner was based on the travel specialist's recommendation and it was delicious. A strong recommendation.
Day trip to Pisa:
The travel arrangements were perfect. The purpose of the trip was to take the obligatory picture holding up the tower—hokey, but we loved it.
The private cooking class with our instructor was a lot of fun. The view of the city from her window at sunset was beautiful. My wife and our instructor fell into a real rhythm cooking, and she was kind enough not to scoff at my ham-handed attempts. Her directions were simple enough for me to follow, theoretically. She followed up her lesson with an email containing detailed recipes. We have purchased all necessary utensils and are planning a pasta-making party soon. This was a fun change of pace.
Rome:
Our bed-and-breakfast in Rome was our least favorite lodging. Entry into the building was confusing and, as a B&B, the desk was not manned all the time, which made it difficult to secure a taxi early in the morning (we had to walk to a nearby hotel) or get assistance after 8pm or before 6am. When we came in, we attempted to coordinate laundry service with the person working the front desk, followed his instructions, but when we returned the next day, our dirty clothes were still where we were told to leave them. The initial response from the on-duty staff, who I believe was the owner, was that the individual was no longer an employee. Ultimately, the hotel comped and completed our laundry, which was nice. We would have preferred different lodging.
Our first afternoon, we took a four-hour golf cart tour, which was our favorite tour of the entire trip. Adding an extra hour to the traditional length and having only my wife and me allowed us to do everything we wanted to do. Our driver took us everywhere. He would drop us at the top of the Spanish Steps and meet us at the bottom, and would conveniently bring us closest to all other locations. I can’t believe how much we did in four hours. Our driver brought all these iconic sites to life with his marvelous insight and provided a great insider view of these monuments. This is a must-do for all first-time visitors to Rome. The only thing we were not able to do, due to no fault of our driver, was the Aventine Keyhole. When we got there in the afternoon, the line was 45 minutes and not a wise use of our time. If this is a strong interest, he recommends going early in the morning.
The travel specialists arranged tickets for the Papal general audience on Wednesday. Rising at sunrise was worth it to get the seats as close as we were able to secure. Most online sites suggest getting there an hour and a half before the start time, but I think that is much too late. I recommend you get there three to four hours ahead to get the best seats. The best seats are on the end near where the Pope drives by, ideally near an infant, and His Holiness will stop to personally bless these children. Facing the stage, the right side filled up quicker than the left side, so go directly to the left side of the audience. Being so close to the first American-born Pope was a memory I will never forget. His Holiness blesses all items in the audience's possession, so load up on rosary beads; they will make great Baptism and Communion gifts.
The afternoon was our first group tour at the Vatican Museums. It might be that we were spoiled with the previous private tours, but linking up with the group was chaotic and the quality of the tour was contingent on those in our group. Fortunately, all our groups were good, considerate, and friendly people. The main value was skipping the line for entrance. As with the Doge Palace, our guide was a little too academic and didn't really manage time well, potentially a victim of being in a group, but I would have rather spent more time in the Sistine Chapel and the Basilica. Taxis were extremely hard to get back to the hotel and I would arrange a ride if I were to do it again.
The Thursday tour of the Colosseum and Forum was also a group tour, but led by a guide who brought this ancient land to life. An archaeologist by trade, our guide seemed to know everything and also took a great picture.
The end of a very long but enjoyable day was another group tour of the catacombs and Santa Maria Maggiore. While the catacombs were the main attraction, the after-hours and behind-the-scenes access to Santa Maria Maggiore was an unexpected gem. Going through a second Holy Door, viewing the magnificent nighttime skyline from the roof, seeing the location of a relic from the baby Jesus’ manger, and being struck by the modesty of Bernini’s and Pope Francis’s tombs were all highlights. Unfortunately, taxis were again hard to come by.
Sorrento:
We took a train from Rome to Naples. While there was a national strike, it did not prove more than an inconvenience, no worse than New York City on a regular day. Our driver from Naples told us this simply provided us with a genuine Italian experience. I wish I could remember this driver’s name because he was the best of a very good group of drivers during this trip. En route to Sorrento, we stopped for a tour and meal at a winery and a private skip-the-line tour of Pompeii. We were so impressed with the quality of the winery that we made a large purchase of wines and olive oils that, thankfully, included free shipping.
During our drive to Sorrento, our driver took us through his hometown, which we really enjoyed. Going through the town, he pointed out the birthplace of Bruce Springsteen’s mother. Little did he know, we were from New Jersey and are HUGE Springsteen fans.
Our hotel in Sorrento was a nice place, close to the center of town. I would have preferred a hotel with a view of the coast.
On Saturday, we took a private tour up the coast. This was the most comfortable car I have ever ridden in, with heated and cooled seats, and a convenient icebox. The driver made clear he was at our disposal. The scenery was marvelous and it was a thrill to dip our toes in the Med. Our driver hooked us up with a restaurant on a cliff overlooking the water—beautiful and scrumptious.
Our last day was supposed to be the Gozzo tour of Capri, but was canceled due to weather. We refunded the canceled boat tour, but ate the driver and ferry fees. In hindsight, knowing this day was largely contingent on weather, I would have liked to have a contingency plan and would advise the travel company to plan this in the future.
Based on how smoothly things went, we will be contacting Zicasso to arrange a trip to Iceland and Ireland next fall, and hope they can refer a team as talented as this travel company.
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Thank you to Zicasso’s travel specialist and her amazing staff. The itinerary was fabulous. It was filled with food, wine, and highlights of the most important tourist places. Her guidance throughout the year-plus planning was the right amount of checking in and waiting. Thank you for the nudges to have reservations for all the holiday days. Things seemed to be pretty open overall, but it was nice not to worry.
All the restaurants set up for us were wonderful. The app was terrific to keep track of what we were doing when. All the drivers were very friendly, professional, and punctual.
Thank you for making our 35th wedding anniversary trip (December 22 2024 to January 6 2025) a most memorable one. We hope to return to Italy to enjoy the southern area and maybe some of the beaches and islands.
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We had an excellent itinerary and we really liked the accommodations provided, and their locations within walking distance of our must-see sites.
Excellent tour guides, drivers, and transportation were provided!
The Zicasso travel expert's recommended restaurants were also great and the guidelines were helpful!
My husband and I saw and enjoyed what we needed to see and experience!
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It was a great experience! Every activity was fun and interesting. The guides and drivers were wonderful. You made our trip so easy.
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