Italian Vacation of a Lifetime: Venice, Milan, Florence, Rome

What to expect on this itinerary
This Italian vacation of a lifetime will take you on a 12-day journey through the most famous Italian cities as you will be wined and dined, and ultimately swept off your feet, immersing yourself in the wonders of Roman history and the romance of Venetian canals. Discover the iconic fashions of Milan and the graceful artistry of Florence. You set the pace and revel in the beauty of Italian splendor.
Customizable Itinerary
Venice – City on the Lagoon
You have just arrived in Venice, and already the city enchants you, filled with marbled piazzas and stunning palaces, remarkable history, and elegant décor. Your accommodations are located in the heart of the City of Bridges, where the Rialto Bridge arches over the waterway, showcasing its elaborate 16th-century construction alongside rows of exuberant boutiques. Settle in and enjoy the ambiance of the city as your tour begins.
What's Included:
Venice – Luxuries of the Lagoon
Venice – Finding Venice
Milan – In Fashion
Milan – Magnificent Milan
Florence – Remarkable Renaissance
Florence – Segway into the City
Florence – Marvels of Tuscany
Rome – Enjoying the Piazzas
Rome – Eternal Images
Rome – Roman Relaxation
Rome – Tiber in the Distance
Trip Highlights
- Discover the charm and romance of Venice, from St. Mark’s Square to a serene gondola ride along the Grand Canal
- Witness the remarkable size and imagery of Leonardo da Vinci’s Last Supper in Milan
- Stand beneath the Gothic edifice of the Milan Duomo to see the sensational detail of the celebrated architecture
- Traverse the Renaissance streets, architecture, and art of Florence on a Segway tour
- Experience the majesty of seeing Michelangelo’s David up close
- Explore the fabulous medieval towns of the Tuscan countryside, showcasing how past and present quaintness can blend effortlessly
- Revel in the treasured history and elegant masterworks of Rome, from the Sistine Chapel to Roman Forum
Detailed Description
Rome has the Colosseum, and Venice has gondolas. Milan has the Last Supper, and Florence has David. Each Italian city contains an iconic image filled with enchantment and exoticism, beckoning you to experience the majesty of history set in modern luxury on this Italian vacation of a lifetime. Follow in the footsteps of Roman emperors and window shop in a fashion capital. Sip local wine with a terrace view of lush rolling hills and relish a calming gondola ride during sunset. Italy is more than just romance or fashion, history or opulence, but is instead all of the above.
The journey begins with your arrival in Venice, the city of canals, and Carnival. Your private transfer meets you at the airport and escorts you across the waterway to your luxurious accommodation in the heart of the city. You have two full days to discover the joys of Venice, whether on your own or on a private tour. Explore the Doge's Palace and St. Mark's Square, cruise the canals on a gondola, and venture to the island of Murano to see how the famed Murano glass is made.
After Venice, your private transfer takes you to the central train station where you travel to the glamorous city of Milan. The remainder of the day is at your whim, showcasing the elegant Gothic cathedral and the city's chic ambiance. The following day is yours to discover the splendor of Milan, whether seeing da Vinci's Last Supper or heading into the Italian Alps to linger on the shores of a classic noble getaway at Lake Como.
Your private guide takes you to the train station, where you begin to make your way south to Florence. The Renaissance city brims with tremendous architecture filled with priceless artwork. Explore the city on a guided Segway tour through the historic city center. You make your way into the Tuscan hillsides outside of Florence to visit the stunning medieval towns of Siena, San Gimignano, and Chianti. Continue to Pisa to see the world-famous Leaning Tower.
Then, continue south to Rome, where your private transfer meets you at the train station and takes you to your comfortable hotel in the heart of the old city. Rome is yours for two full days, allowing you the time to take in the exquisite Vatican Museum and discover the immensity of the Roman ruins, such as the Colosseum and Roman Forum. You could even take a tour to Pompeii or the island of Capri located in the Bay of Naples. On your final morning in Italy, your private transfer meets you at the hotel and escorts you to Rome Fiumicino International Airport for your flight home.
Starting Price
$5,600 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 5297 reviews
It was the trip of a lifetime! Zicasso’s travel agent was absolutely incredible and took care of every detail. He went above and beyond in many ways, and didn't think twice about it. In the middle of the trip, we asked to switch our final destination. He didn't hesitate and had everything taken care of within two hours. I will definitely refer this travel company to anyone planning a trip to Italy.
See more
Zicasso’s travel agent developed our itinerary to our specifications. She reached out right away and called if a follow-up was needed or to clarify something. Our trip went off without any problems. The itinerary was very clear, as was the timeline, trip summary, and tickets. If I had a question, she always responded.
We had one slight issue, which was quickly resolved and worked itself out. I communicated often with her throughout the trip and I always received a pleasant response. Our trip was designed to our needs. Our accommodations were wonderful! I would definitely recommend this travel company!
See more
Zicasso’s travel company did such a great job putting the trip together. I was charged for an extra night at our hotel in Paris, but they are refunding that and the Cairo portion of the trip we had to cancel.
Our Paris tour guide was great and I’d recommend her to anyone. Our Rome tour guides were very good. Hong Kong was fine. Our Tokyo guide was wonderful.
Really, the only hiccup on the trip was our hotel in Hong Kong. The company that picked us up dropped us at one hotel, not the correct one. Thankfully, a couple of their bellhops walked us and all our luggage several blocks to the correct hotel. Our tour guide the next day also went to the wrong hotel, but we only lost about 45 minutes before we figured out the issue. If you use that hotel again, please make sure folks know which hotel is which.
The "Fast and Furious" car experience was OK; however, my grandson was so tired he slept through most of it. The chopstick-making was fun, as was the glass-blowing experience.
See more
Zicasso’s travel agent was accommodating and helpful for our trip to Tuscany. Since there were so many of us, people had different needs. She was able to accommodate our differences and work out plans the best she could. We enjoyed all of the selections that she gave us, especially the dinner in the Chianti vineyard. Everyone loved that. We definitely recommend this travel company!
See more
It was a spectacular trip, tailored to our preferences and executed perfectly by Zicasso's travel company!
See more
Our honeymoon trip to Italy, planned by Zicasso’s travel company, was the perfect trip in every way. From the time we landed in Rome and were greeted by our driver to the time we left Venice 12 days later, every detail was taken care of. The guides, tours, accommodations, restaurant recommendations, and travel transfers were expertly executed, so we didn't have to worry about anything except having the time of our lives!
See more





