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...
Customizable Itinerary
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:
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)
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.
Reviews of Zicasso's Referral Service
4.9 stars based on 5975 reviews.
Zicasso's travel agent helped to make our trip to Italy truly memorable. He listened to our interests and formulated a vacation that was unforgettable.
Reviewed By Barbara M.
We booked an amazing trip with Zicasso's travel partner and his travel team, which, pleasantly, far exceeded our expectations. Every detail was perfectly planned out, from the moment we were greeted at the airport in Naples by our driver to the private tours, boat excursions, and Amalfi drive. Our accommodations were top-notch.
He made planning this trip stress-free, and we enjoyed every moment. It was first-class treatment all the way, without the hassle of trying to coordinate all of the logistics ourselves. Thanks to our agent for providing us with an amazing, personalized, trip of a lifetime!
Reviewed By Jeanine P.
Zicasso's tour partner helped put together the trip of a lifetime. She provided many great suggestions of things to do and places to visit in Italy. I was very pleased with her ability to coordinate the details of the trip, from hotel reservations to private transportation and excursions/tours. We were so busy that by the end of the day, we were worn out. When we plan our next trip, I am going to personally ask to work with her again, she became part of our family with her personalized service.
Reviewed By Robert C.
The trip Zicasso's travel specialist arranged for us exceeded all our expectations. It was absolutely wonderful; not a single detail was overlooked. The hotels were excellent, the tours were great, and the drivers were always on time. I totally recommend Zicasso and the agency, and will undoubtedly use them for future travel plans.
Reviewed By Philip S.
Zicasso's travel designer did a terrific job. We had the initial phone consult, after which she delivered a first draft of the itinerary. From there, she helped guide us through a few revisions until we got the details smoothed out. We are experienced travelers and can appreciate a well-constructed trip, and that's what our experience with our agent reflected.
One crucial thing is that all the drivers who are engaged to move you around are prompt. Every one of them was right on time and friendly and helpful to boot. It was much appreciated.
To sum up our experience, I would do it all again with Zicasso and the agency and our agent. Our trip to Italy in the late summer of 2025 was something we will not soon forget!
Reviewed By tony B.
Zicasso's travel partner is very thorough and makes sure the trip is tailored to your vision. They are flexible and very responsive. We would recommend them to anyone traveling.
Reviewed By Evan C.