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 776 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'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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We had an absolute dream trip to Italy with the help of Zicasso's travel specialist! Traveling as a family of five, we visited Rome, Florence, San Gimignano, Greve, Siena, Cinque Terre, and Venice, along with many beautiful towns and smaller areas throughout the country.
The wonderful vacation rental accommodations were thoughtfully chosen and every detail of our trip was carefully planned. The local tour guides were incredibly knowledgeable and gave us a truly authentic experience. Our private transfers, train transfer, and private tours were efficient, informative, and made traveling from place to place seamless and stress-free.
The communication between all tour guides and transportation providers was great, as was that of each vacation rental host, who contacted us in advance to prepare us for our arrival.
One of our favorite parts of the trip was discovering the smaller, less-touristy areas within the larger cities, places we likely never would have found on our own. We enjoyed exploring Tridente for shopping and Trastevere in Rome for a private pizza-making class (highly recommended), artisan shops, excellent restaurants, and a vibrant nightlife.
Florence was wonderful, but we had the opportunity to travel to a few other areas, such as Siena, Greve, and San Gimignano. We even had a private vineyard tour and chef's meal while in Chianti. A must-see is the walk to the Boboli Gardens across Ponte Vecchio and, on the way back to our apartment, a stop at Piazzale Michelangelo.
While staying in Cinque Terre (Monterosso al Mare), be sure to take a private boat to visit all of the other villages and maybe even snorkel. The water is so clear!
Venice had great history, but we also enjoyed our boat tour to Murano to watch the glassmaking process and Burano, filled with gorgeous multicolored homes and artisan shops.
Every experience felt personal, meaningful, and special.
This trip was truly an absolute dream and we are so grateful to him for helping make our family vacation to Italy unforgettable. We highly recommend him to anyone looking to plan an incredible, seamless, and memorable trip!
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This was our first time visiting Italy, and we were very excited to experience the country through a thoughtfully planned luxury itinerary. Overall, we had some wonderful experiences, but there were also several disappointments that affected our trip and that we feel are important to share.
Highlights
Venice was a highlight of our trip. We loved the atmosphere, scenery, and overall experience of being there.
The wine tasting experience in Tuscany was another major highlight. Our trip to Chianti from Florence was beautiful, and the Tuscan countryside was exactly the type of experience we had hoped for. Our cooking class with our instructor in Florence was also exceptional. Making fresh pasta and tiramisu while enjoying wine, music, and great conversation made it feel authentic and personal. These are experiences we will truly remember.
Areas That Fell Short
We would have appreciated much more advance guidance about how incredibly hot and crowded Italy would be during peak season in September. We experienced a significant heat wave and extremely limited air conditioning throughout the trip, including in hotels and fine dining restaurants. This made traveling much less comfortable than anticipated, particularly as first-time visitors to Italy.
We also visited four cities in just eight days, which in hindsight felt far too rushed. As first-time visitors, we were relying on the agency’s expertise to help us create a realistic itinerary. We would have appreciated being advised that this pace was too ambitious and that fewer destinations with more time in each would have made for a more relaxing experience.
We also did not particularly enjoy Milan and felt there was not much there that appealed to us. In hindsight, we would have preferred to spend more of our limited vacation time in destinations that were a better fit for us.
The Lake Como boat tour was canceled at the last minute because we were given the wrong pickup location. This was especially disappointing because it was an experience we had been looking forward to and had planned our day around. Having it canceled at the last minute due to incorrect pickup information was frustrating and felt avoidable. For a luxury travel itinerary, we expected a higher level of coordination and attention to detail.
Transportation was another area that fell short. The three-hour private drive from Venice to Milan was exhausting, particularly because the driver was blasting music throughout the journey. We also had a four-hour drive from Lake Como to Florence in cramped transportation with limited air conditioning, which was extremely uncomfortable given the heat. For a luxury itinerary, we expected transportation to be spacious, comfortable, and properly climate-controlled, especially for longer transfers.
The hotel in Florence was particularly disappointing. We found the atmosphere to be creepy and uncomfortable and did not feel that the property matched our preference for modern, understated luxury. The shower would not drain properly, and although maintenance told us they had fixed it, the problem continued. The hotel did have an excellent location, a balcony, and warm, attentive staff, which we appreciated, but the overall property was not a good fit for us.
Communication
One area where the agency excelled was communication. The team was consistently prompt and responsive through WhatsApp, which truly became our lifeline throughout the trip. Whenever we had questions or needed assistance, we were able to reach someone quickly, and we very much appreciated that level of accessibility and support while traveling.
Overall
Italy was beautiful, and we are grateful for the opportunity to experience it. However, the trip did not consistently feel like the luxury experience we had envisioned. For future clients, we would strongly recommend providing more candid guidance around itinerary pacing, September peak-season crowds, heat, limited air conditioning, hotel style, and destination selection, as well as ensuring greater attention to detail with transportation and excursions.
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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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Our 16-day trip through Venice, Florence, Tuscany, Sorrento and the Amalfi Coast, and Rome was outstanding in every detail. Every transfer ran on time, every guide was knowledgeable and warm, and every hotel was a great choice.
Our favorites were the private lagoon boat trip in Venice, the Brunello wine and cheese tour, the pasta class at a Tuscan farm, Pompeii, the Capri cruise, and the Vatican tour. We couldn’t have asked for better planning or support. We highly recommend Zicasso's travel company.
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