Cruising Through Italy in a Ferrari Itinerary

What to expect on this itinerary
Your customizable 8-day Italy itinerary will take you from Rome to Milan on a self-driving tour and allow you to experience the true beauty of Italian design from the art inside the Accademia Gallery to the cobbled lanes of medieval Siena. Discover Renaissance architecture in Pienza and the gilded coffered ceilings of the Map Room at the Vatican Museum. Treasure the remarkable countryside, bask in the prestige of a personal shopper in Milan, and indulge in the unique opportunity of driving a Ferrari through Italy.
Customizable Itinerary
Rome – Explore the Piazzas of the Eternal City
The city of Rome embodies passion and history as lavish statues and fountains adorn the historical city center, and opulent villas overlook the pristine gardens. Narrow cobbled lanes lead to beautiful piazzas and allow locals and visitors alike to happen upon remnants of Ancient Rome. Your flight will land at Fiumicino Airport, and your private transfer will meet you upon arrival and escort you to your gorgeous villa located in the heart of the city. The traditional elegance of the past decorates the interior to bring traditional grace with modern luxury.
Your guide will greet you in the hotel lobby eager to lead you on an introductory tour of the Eternal City. The scent of fresh pasta dough emanates from restaurants hidden in the tapering alleys. As you stroll down the street, you will notice cobbles and dress makers working within the antique buildings. You will soon reach the Pantheon, the city’s most complete ancient structure, which was built in its current iteration in the 2nd century AD. The porch contains 16 granite columns adorned with Corinthian capitals.
Gold originally draped over the bronze doors, and once inside, you cannot help but notice the large hole in the dome. The feature remains the largest unreinforced concrete dome in the world, reaching a diameter of 142 feet, the same measurement as the distance between the floor and the top of the dome. The niches along the walls once held statues of Roman gods, and today contain the tombs of kings and famous Italians, including the Renaissance artist Raphael.
What's Included:
Rome – Delight in a Private Tour of Vatican City and Rome’s Ancient Charm
San Casciano Bagni – Revel in a Scenic Ferrari Drive and Tour of Pienza
Florence – Tour Siena and Chianti en route to Florence
Bologna – Enjoy a Florence Guided Tour and Travel the Passo della Raticosa
Milan – Relish a Balsamic Tasting and Visit the Ferrari Gallery in Maranello
Milan – Tour Historical Milan and Enjoy a Personalized Shopping Experience
Milan – Depart for Home
Trip Highlights
- Revel in the power, prestige, comfort, and thrill of driving a Ferrari through the Italian countryside from Rome to Milan
- View the treasures of master Italian artists in the form of da Vinci’s Last Supper, Michelangelo’s David, and the Sistine Chapel
- Traverse the cobblestone streets of historical Siena to view the preserved walls, palaces, and the pristine Cathedral
- Enjoy a spectacular view of Florence and the Tuscan countryside from atop the famous dome of the central Cathedral that reaches a height of more than 375 feet.
- Sample the flavors of balsamic vinegar at an estate that carries on the traditions passed down through generations
- Discover the beauty and style found in the fashion capital of Italy while touring the shopping districts of Milan with a private shopper
- Visit the Ferrari Museum in Maranello to wander the galleries that depict the evolution of the car
- Explore the preserved ruins and streets of Ancient Rome from the Colosseum to the Roman Forum on a private guided tour
Starting Price
$7,800 per person (excluding international flights)
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 535 reviews
When we started planning our trip to Italy, I knew I wanted to work with a travel agent—specifically, someone who specialized in Italy and was based there. After reaching out to several agencies and reviewing their responses, we chose Zicasso and, more specifically, our travel agent. She is based in Milan and from my very first interaction with her, I knew we had made the right choice.
Our trip could not have been more perfect. Our agent put a lot of thought into every location and planned activity. At the outset, we had a few discussions with her about what we wanted from the trip and, after that, we were happy to leave most of the details in her capable hands. Our goal was to explore mid-to-northern Italy and everything—from the hotels and tours to the free time and transportation—was beautifully organized.
Our 11-night trip started in Milan and ended in Florence, with overnight stays in Milan (one night), Lake Como (three nights), Venice (three nights), and Florence (four nights). Initially, I was hesitant about staying at Lake Como for three nights, but our agent encouraged me to do a little research. I’m so glad she did, as it turned out to be incredible. We had more self-guided time at Lake Como, which was perfect as we adjusted to the time change. In Venice, our itinerary became more structured, but we still had plenty of time for our own explorations. By the time we reached Florence, we had activities and tours planned for every day, which was just what we wanted.
A highlight for my family was a full-day trip into Tuscany, where we visited San Gimignano, an organic vineyard in Chianti, and finished with a tour of Siena. Our day trip to Rome allowed us to see the main attractions and we concluded the journey with a tour of Florence and the Accademia Gallery. Every tour our agent arranged was spot on.
Throughout our trip, she was wonderfully communicative—always available when we had questions, but never intrusive. She even helped us with a couple of last-minute requests: booking a hotel in Milan for one night and arranging train tickets to Verona for an impromptu visit to Juliet’s balcony. Whenever we needed something, she was there.
When we return to explore the mid-to-southern part of Italy, there’s no question that we’ll be asking her to plan our trip again. I highly recommend her to anyone looking for a seamless, thoughtfully curated Italian adventure.
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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 travel company and every single guide and driver were stellar. All four hotels were good or excellent. There was one error on the schedule for the day outside of Florence when we had a driver to take us to the Siena region. The schedule stated three hours, so we paid for tickets to the Pitti Palace/garden, which turned out to be wasted money as the driving tour was actually nine hours. It was a beautiful day, though.
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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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Zicasso's travel agency gave me the Italian trip of a lifetime! We were a family of six (myself, my husband, my two teenage daughters, and my elderly parents aged 75 and 80). From start to finish, all of the details were handled by the agency.
They helped us arrange private drivers from the airport to our hotel, from our hotel to the train stations, from the train stations to the next hotel. Because my parents had some mobility issues, I told them we had to have hotels that were accessible. The hotels they chose for us were boutique, unique, comfortable, and centrally located in the heart of the cities we were visiting. My parents didn't have any issues getting in and out of the hotels. In Florence, our hotel room had a view of the Duomo. It was amazing!
I asked them to help me plan a few day trips to the Ferrari Museum in Modena and to Padova and Verona when we were staying in Venice. They recommended a day trip to Pisa and Lucca when we were staying in Florence. The itinerary they planned for us was so thoughtful. I felt like they planned the trip exactly for us. I would give them 10 stars if I could.
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Zicasso's travel agent was like our “patron saint of hassle-free and VIP vacations!" Every step of our trip was planned for us; we were greeted by private guides at each airport or train station, and met in the lobby of our hotel for each privately guided tour. We went to the front of the line at the Vatican on a day when the line stretched over a mile. Each night she sent us a detailed itinerary for the next day’s tours and on our free days she even gave us suggestions for local restaurants.
I have traveled pretty extensively for work and pleasure, and this trip was so well organized by this travel agency. I cannot recommend them any higher. If you want a truly memorable and hassle-free vacation, you must use them; you will not be disappointed! Thank you so much for creating a true “trip of a lifetime."
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