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

Gallery of Victor Emmanuel II, an architectural monument, one of the tourist attractions of Milan, Italy

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.

Countries Visited

Italy

Places Visited

Rome, Florence, Lucca, Montecatini Terme, Milan, Fidenza, Orvieto

Suggested Duration

10 Days

Customizable Itinerary

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Day 1

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:

Accommodation
Transfer
Dinner
Day 2

Rome – Enjoy a Shopping Tour of Rome before Visiting the Ancient City

Day 3

Rome – Explore the Famous Shopping Districts of Rome and a Day at Leisure

Day 4

Florence – Discover Charming Orvieto and the Decadent Shops in Tuscany

Day 5

Florence – Relish a Guided VIP Shopping and Museum Tour of Florence

Day 6

Florence – Find Boutique Shops in Lucca and the Spa at Montecatini Terme

Day 7

Milan – Tour the Gorgeous Shops at Fidenza Village en route to Milan

Day 8

Milan – Bask in Milan Fashion before Visiting the Historical Sites of the City

Day 9

Milan – Visit the Gourmet Shops of Milan and Enjoy Piedmont Cuisine

Day 10

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.

4.9

Verified Traveler Reviews

Based on 424 reviews

Italy Trip Review: Rome, Venice, Florence, Opera, Walking Tours, 10 Nights

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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Italy Trip Review: Rome, Florence, Tuscany, Amalfi Coast, Pope Francis’ Funeral, Wine, Cuisine, Culture, Museums, Relaxation, 10 Nights

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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Italy Trip Review: Rome, Siena, Orvieto, Venice, Pienza, Vatican, Colosseum, Roman Forum, Vespa Tour, E-Bike Tour, 10 Nights

Our trip to Italy was amazing! The tours that were organized for us were all excellent and engaging. 

The Vespa sidecar tour was an incredible way to kickstart the trip and our two teenage boys really enjoyed it. Our walking tours of the Vatican museums and the Colosseum and Roman Forum tours with our guide were excellent. We loved her. She was fantastic. Our tour of the crypts and catacombs was very interesting and the guide was very good.

The hotels were very nice and accommodating, especially in Rome and Venice. The car rental in Rome was good and the car was the perfect size for what we needed. It was just big enough to fit our luggage. 

The hotel in Orvieto was a bit spartan and had plumbing issues. Our tour guide in Orvieto was also great. The hotel in Siena was very nice. Our tour guide in Siena was very nice, but we had some difficulty hearing her. She did explain things nicely and took us to some interesting locations around the city, but not being able to hear her was a little challenging. The e-bike tour in Montepulciano was incredible. The scenic landscapes and the visit to Pienza was a nice surprise. 

Returning the car in Florence was very difficult and our only suggestion is that on the travel documents, the return address be included on the page of the event. We did not think to look back at the rental agreement. Driving in Florence is very difficult and can be overwhelming for some people. 

The train station was organized and it was easy to locate the train. The train ride itself was very easy and fast. 

Venice was outstanding. Our hotel was beautiful and comfortable, and the breakfast was incredible. Due to the difficulty we had in returning the car in Florence, our travel company was kind enough to buy us dinner at an wonderful restaurant in Venice, which was one of the highlights of the trip. 

Our family had a wonderful experience and the trip was so well planned and organized. I will be using our travel company for future trips and, on behalf of my family, I would like to thank you for the time of our lives!

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Italy Tour Review: Monterosso al Mare, 10 Nights

We loved the hotels you selected. The drivers were prompt and the guides were good. We especially loved our guide in Florence. Monterosso al Mare was beautiful.

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Italy Vacation Review: Florence, Venice, Tuscany, Siena, Cooking Class, Tasting Tour, 9-Day Trip

From the moment we began working with Zicasso's trip planner, our every need was met. He listened and planned an epic trip based on our conversations. Then, for our trip, we worked with another trip planner who was extremely responsive and professional, especially when we were in Italy. Any questions we had were promptly answered. Everything they planned was pure luxury and fantastic. The private pick-ups, drivers, and tour guides were absolutely prompt and fantastic. Every tour was super-fun and informative. Highlights included the wonderful hotels, food tour in Florence, tour in Venice, cooking class, and tasting track in Tuscany. I would highly highly recommend. It was a five-star, wonderful trip!

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Italy Tour Review: Tuscany, Florence, Montalcino, Castellina, Chianti, Wine Tasting, Cheese Experience, Local Cuisine, Walking Tour, 9-Day Trip

We loved everything about our trip to Tuscany. We had great, comfortable hotels as bases to explore the beautiful countryside and towns. Our hotels had kind, welcoming staff. Zicasso's travel company provided helpful suggestions and reserved non-touristy restaurants and enjoyable, interesting activities: eating in Florence, wine tasting in Montalcino, and cheese making in Pienza.

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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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