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

The Cathedral of Santa Maria del Fiore in Florence at sunset.

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.

Countries Visited

Italy

Places Visited

Venice, Milan, Florence, Rome

Suggested Duration

12 Days

Customizable Itinerary

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Day 1

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:

Transfer
Accommodation
Day 2

Venice – Luxuries of the Lagoon

Day 3

Venice – Finding Venice

Day 4

Milan – In Fashion

Day 5

Milan – Magnificent Milan

Day 6

Florence – Remarkable Renaissance

Day 7

Florence – Segway into the City

Day 8

Florence – Marvels of Tuscany

Day 9

Rome – Enjoying the Piazzas

Day 10

Rome – Eternal Images

Day 11

Rome – Roman Relaxation

Day 12

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)

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 5933 reviews

Tracy S.
Italy Trip Review: Bike Tour, 5 Nights

It was a great experience! Every activity was fun and interesting. The guides and drivers were wonderful. You made our trip so easy.

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Judy B.
Italy Trip Review: Rome, Milan, Venice, Lake Como, 1 Week

Everything went perfectly. We had such a good time. All our tour guides were expert historians. All the car pick-ups and trains went smoothly. We added a last-minute tour in another city and Zicasso's travel specialists were so accommodating. I highly recommend them.

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Michael W.
Italy Vacation Review: Florence, Tuscany, Umbria, Local Cuisine, Museums, 14-Day Trip

My wife and I recently returned from our first trip to Italy and want to highly recommend Zicasso's travel specialist and her company for creating the perfect vacation for us. It was a two-month process of back and forth, but no matter what we asked of her, she delivered several options.

We had a perfect mix of historical Florence and its museums, and wonderful restaurants, and the Tuscany and Umbria countryside experience. And on our first day, when our flight into Florence got diverted to Milan, we had the peace of mind that our travel specialist was there to help with her much appreciated support.

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Jess G.
Italy Tour Review: Mount Etna, Ravello, Wine Tasting, ATV Tour, Local Cuisine, 1 Week

Working with Zicasso’s travel specialist and the team was easy and wonderful. Our group enjoyed all of our excursions and tours. The drivers and guides were all wonderful, kind, and informative. Our arrangements for staying were clean, accessible, in great locations, and with incredibly friendly staff. The daily reminders were perfect and the few times we had questions, the response was timely and helpful.

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Richard S.
Italy Tour Review: Florence, Montepulciano, Tuscany, Pompeii, Cooking Class, Wine Tasting, Olive Oil Experience, 11 Nights

From start to finish, this was an amazing trip! All the accommodations were excellent, the tour guides were knowledgeable and engaging, our drivers were friendly and helpful, and the experiences (walking food tours, cooking class, wine tastings) were just what we wanted! We are extremely happy with the help we received from Zicasso's travel specialists, all the arrangements that were made, the communication throughout our stay—the entire trip!

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Sarah K.
Italy Travel Review: Local Cuisine, 3 Weeks

We loved our itinerary! We gave the locations we wanted to visit to Zicasso’s tour operator and they fit everything in. They were with us every step of the way and listened to feedback about any adjustments, and stayed within budget.

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Customizable Itinerary

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

29,000+ Verified Traveler Reviews