Cruising Through Italy in a Ferrari Itinerary

Walk the cobbled streets of historic Siena to explore the preserved walls, palaces and the untouched cathedral.

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.

Countries Visited

Italy, Vatican City

Places Visited

Rome, Florence, Milan, Bologna, Siena, Chianti, San Casciano Bagni, Vatican City

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

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:

Accommodation
Transfer
Tour
Breakfast
Day 2

Rome – Delight in a Private Tour of Vatican City and Rome’s Ancient Charm

Day 3

San Casciano Bagni – Revel in a Scenic Ferrari Drive and Tour of Pienza

Day 4

Florence – Tour Siena and Chianti en route to Florence

Day 5

Bologna – Enjoy a Florence Guided Tour and Travel the Passo della Raticosa

Day 6

Milan – Relish a Balsamic Tasting and Visit the Ferrari Gallery in Maranello

Day 7

Milan – Tour Historical Milan and Enjoy a Personalized Shopping Experience

Day 8

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)

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 657 reviews

Italy Tour Review: Milan, Lake Como, Bologna, Ferrari Museums, Winery Visit, Food Tour, Cooking Class, Boat Ride, 12-Day Trip

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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Italy Trip Review: Milan, Florence, Lake Como, Venice, 11 Nights

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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Italy Trip Review: Rome, Florence, Tuscany, Vatican, Colosseum, Cooking Class, Food Tour, Cheese Sampling, Wine Tasting, 10 Nights

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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Italy Trip Review: Rome, Florence, Tuscany, Cinque Terre, Venice, Pizza-Making Class, 2 Weeks

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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Italy Tour Review: Pompeii, Amalfi Coast, Florence, 12 Nights

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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Italy Tour Review: Bologna, Turin, Rome, Colosseum, 5 Nights

It was so nice to have everything arranged ahead of time by Zicasso's travel company. We didn't have to worry about transportation, tours, or dining reservations. Every aspect of the travel arrangements was top-notch, especially our personal concierge during the trip. The concierge was easily contacted and replied quickly.

Our trip to Italy included a private driver from the cruise port (after a 30-day cruise) to the Bologna train station, business-class reserved seats on the high-speed train to Turin, private transportation to the hotel, several dinner reservations, and private guided tours. The same sequence was arranged for our trip to Rome via private driver, high-speed train, and private guided tours. Finally, we had a private driver to the Rome airport. Fantastic.

Our travel company provided a detailed itinerary for our trip and reviewed it early on, then several days before the trip began. I heartily recommend this travel company for your future travel plans.

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

32,000+ Verified Traveler Reviews