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 5808 reviews
Thank you, Zicasso's travel designer, for planning our honeymoon. We just had the best and most romantic time. The hotels were beautiful and our tour guides were lovely. We also greatly appreciated your dinner recommendations.
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Zicasso's tour operator elevated this trip far beyond what we could have managed ourselves. It was a five-star, worry-free experience, and every single day felt tailored to us. If you’re looking for true white-glove service for a European getaway, look no further than the tour operator. They’re not just travel planners, they’re travel artists.
We’re already looking forward to booking our next adventure with them!
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This was a fantastic travel company and I cannot recommend them highly enough! The events/tours they planned were a great fit, and they were very responsive and helpful during the trip. Definitely go with this Zicasso company!
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We enjoyed our trip to Italy. All the small details were handled very well by Zicasso's travel company, from limo pick-ups to our train tickets being texted to us!
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We did a lot of research on tour groups and travel companies, and are so pleased we chose Zicasso and their specialized Italy team. They organized every detail of transportation, first-class hotels, and cut-the-line attraction visits with extremely knowledgeable local guides.
We ran into some minor interruptions due to protests and our team quickly navigated around them with their in-country specialists. We felt we saw the best of each location, with additional free time to explore other local things like food, shopping, etc. These folks know their stuff and we will look to use them in the future.
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I want to take a moment to express my sincere thanks to Zicasso's travel company and each and every tour guide they provided. I had the most amazing time of my life. My group received the best care and attention to detail; we never had to worry or wonder what to do or how we would get there. I cannot express my gratitude to all. There is no other way to travel. This tour was worth every penny I spent. Thanks to our guides and drivers for their knowledge and enthusiasm, and to all those who made this a remarkable journey. I'll never forget this trip as long as I live.
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