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 644 reviews
Zicasso's travel specialist organized an amazing 12-day series of private tours, taking us from Milan to the lake regions (Como, Maggiore, and Garda) and down to Bologna. Our days were filled with visiting churches, museums (including the Ferrari and Enzo Ferrari museums), a winery, parmigiano, prosciutto, and traditional balsamic manufacturing, a cooking class, boat tours, and food tours.
Along the way, we saw testing at the Ferrari track and a small portion of the women’s Giro d’Italia. With all that, we still had sufficient downtime to search the streets to find our own gems.
Our trip coordinator checked in with us daily to confirm the daily itinerary and transportation. When we had questions or needed to make a change due to the weather, she was thorough, attentive, and responsive in a way that was reassuring and comforting. She was simply amazing.
I would highly recommend using this travel specialist and team for any of your Italian travel needs.
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We had a fantastic experience for a first-time trip to Italy. I wasn't sure how this would be, considering I learned about Zicasso while trying to plan the trip myself. Zicasso put me in touch with a travel specialist and the whole team was incredibly responsive to my many, many questions. If they were ever annoyed, it didn’t show.
I really wanted a smooth experience for my family of five, including three teens, one of whom has Celiac. Our agent was great in helping plan out the experience we wanted. As you may know, it is challenging to find rooms for five in Europe, but the travel company found apartments (usually two bedrooms with a pull-out couch) in the heart of town. You can really customize what you do, but we elected to plan our own meals and handle some of our own transport. We did have one issue where the van driver taking us to the train failed to show. I got one with Uber and the travel company quickly (I mean before we got home quickly!) refunded that amount.
Our contact in Italy was amazing and patient. I can’t give her enough credit. Any time I was unsure of something, she was there. The tours were great, especially Florence and Rome. You may be able to find the companies online, but ours seems to have the connections to get the best guides.
As for meals, we didn’t have any issues. We used an app and got a few recommendations from the travel company and local guides. Even our wine-tasting tour out in Tuscany was accommodating.
I would use our travel company and Zicasso again. I think the only downside is we tried to cram a lot in and it was hot. I probably should have asked for one to two fewer or shorter walking tours, especially on days we switched cities. Otherwise, it was excellent.
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Overall, the trip was perfect! The hotels were really nice and the itinerary was great.
A few things I would have changed. First, the Amalfi tour day. There was not enough time in Ravello or Positano. We needed more time to relax and shop.
The class of train could have been nicer for the Florence-to-Rome portion of the trip.
We've been to many wineries throughout Europe and the one we went to on our way to Siena was okay, but we have been to much nicer wineries, with better wine and food tastings. It was not a great wine tour experience.
Everything else was wonderful and we really enjoyed the trip with our sons!!!
Thank you!
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We've taken many family vacations over the years, but we all agreed this was the best one yet!
The team at Zicasso’s travel company did an exceptional job tailoring the perfect trip for our family. Every detail was thoughtfully planned, making the entire experience seamless and truly enjoyable from start to finish.
We had wonderful drives and knowledgeable, engaging tour guides who made each destination come to life. Some of our favorite highlights include a hands-on cooking class in Florence, exploring the beautiful Tuscan countryside, and having effortless access to iconic sites like the Vatican and the Colosseum.
The experiences were unforgettable, from the best food tour in Rome to a fun and unique golf-cart tour through the city. We also loved visiting a Parmigiano-Reggiano factory and a Parma ham producer, along with an extra-special stop at the Ferrari Museum that was such a memorable surprise.
Every moment felt thoughtfully curated and we came home with incredible memories that we will cherish for years to come. We highly recommend the travel company to anyone looking for a truly personalized and exceptional travel experience.
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Zicasso’s tour operator planned the most amazing trip to Italy for us! My requirements were culture, romance, and relaxation. She delivered on every aspect. Although we missed our tour of the Vatican due to the Pope's funeral, my husband and I actually attended his funeral!! Our hotel, though planned many months before, was next to the basilica where Pope Francis was laid to rest. Talk about being a part of history!
We stayed in a beautiful converted villa to boutique hotel in Florence; got whisked away through the Tuscan countryside in a vintage Fiat 500; took cooking classes; sipped lovely wine, accompanied by excellent lunches on our winery tours; soaked in Italy's rich culture and museum scene; and even ticked the relaxation box by spending time by the pool, in the spa, and resting on our large deck overlooking the Amalfi coastline.
Every tour guide was extremely knowledgeable and personable, and it was evident they loved their jobs. Between memories of the boat ride along the Amalfi Coast, tips from the cooking classes I have already started using at home, and the cases of wine we are eagerly awaiting delivery of, my husband and I will forever hold Italy in our hearts and la dolce vita it provided us.
Talk with our tour operator; you will be glad you did!
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The trip was awesome. The accommodations were very nice. We just did not realize how much walking we would do, but we managed. There were a few hiccups, but nothing major.
Our transport from the airport to the hotel in Venice went smoothly. We definitely appreciated the private transfer after seeing the crowd on the public transportation. My sister was a little disappointed that the gondolier did not sing to us in Italian, but she thought the ride was very relaxing. The tour guide for St. Mark's was very knowledgeable and informative. Venice was a lovely and unique city. We were surprised by the narrow walkways/streets and canals; but came to appreciate them. It gave Venice its charm. The transport from the hotel to the train station was right on time and the guy at the train station was great. He explained exactly what we needed to do to catch the train to our next destinations. We really appreciated his help.
The transport from the train station to the car rental agency was okay. The driver spoke little English and the A/C did not work in the vehicle. The driver did try everything to work the A/C and did apologize that it was not working. The driver dropped us off at the wrong spot at the rental car place. He dropped us off where you turn in the cars. We had to walk to where you rent the cars with our luggage. The car-rental line was extremely long and somewhat confusing. There were no instructions to take a number. We only knew because a nice couple informed us to do so. And there were so many other car-rental places with no lines.
We explored Cinque Terre, Pisa, and Florence during our time in Impruneta. We really enjoyed the cooking class and winery tour you scheduled for us; our guide was a great teacher. Driving in Florence was a little confusing with the ZTLs, but I think we did okay. Little did we know how much we would appreciate the ZTLs while walking around in Florence. We walked and shopped in Florence. We even did a tour at the Accademia Gallery to see the statue of David.
Returning the vehicle was way easier than renting it and our next transport picked us up right where we were dropped off. We felt very comfortable navigating the train station for our train ride to Rome, thanks to the train station lesson we received from the guy in Venice. The train rides went very smoothly. The transport from the station in Rome to our hotel went very well. He literally dropped us off right in front of the hotel.
Rome was different. It had the narrow, quaint streets between buildings which made Rome very walkable. However, we did not expect cars/motorcycles to be driving down these narrow streets as well. It made for interesting walks. We really enjoyed our tours with our guide. She was very knowledgeable and informative. She also allowed us to go at our own pace. Needless to say, our pace became slower than usual from all the walking we already did in Venice and Florence. Our feet were starting to hurt, even though we wore comfortable shoes the whole time. We also enjoyed the Vatican Necropolis. I was extremely humbled that I was able to kneel and pray before the actual remains of St. Peter. I am very grateful we were allowed to get into that tour. Although Rome was different, it was very historical and a lot to take in. There was just so much history everywhere you turned. Rome was really inspiring.
Our transport from the hotel back to the airport was on time and went very well. The driver spoke very good English and gave us some additional interesting facts while on our way to the airport. We were ready to go home, but also sad to be leaving.
Thank you for putting the details of the trip together. The trip would not have been as great as it was without you.
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