Milan, Italy
28,000+ Verified Traveler Reviews

Milan, Florence, and Rome Itineraries & Tour Packages

Ancient charm, Renaissance charisma, and regal elegance rise from culture and tradition during a Milan, Florence, and Rome itinerary. Capture the wonder of Michelangelo’s David, wander through the breathtaking engineering of the Colosseum, and witness the aged grandeur of da Vinci’s Last Supper. Zicasso travel specialists have used their local expertise to plan trips tailored to each traveler’s preferences and desires. Use our sample itineraries as inspiration before planning your perfect personalized trip.

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Let these itineraries inspire your personalized travel experience

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

12 Day Trip IdeaFrom $5,600

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

Venice, Milan, Florence, Rome
David is a marble statue by Michelangelo at the Academy of Fine Arts in Florence, Italy

8 Day Trip IdeaFrom $3,600

Italian Renaissance Tour: In the Footsteps of Michelangelo & Da Vinci

Rome, Florence, Milan
Vinci, Leonardo’s birthplace village in Tuscany, Italy.

9 Day Trip Idea

Leonardo da Vinci 500 Year Tribute Tour

Milan, Florence, Vinci, Rome
Gallery of Victor Emmanuel II, an architectural monument, one of the tourist attractions of Milan, Italy

10 Day Trip IdeaFrom $9,800

High-End Fashion Shopping Tour of Rome, Florence, and Milan

Rome, Florence, Lucca, Montecatini Terme, Milan +2 more
St. Peter's Square at Christmas, Vatican City

10 Day Trip IdeaFrom $9,800

Exclusive Christmas in Italy Tour: Rome, Florence, Milan

Rome, Florence, Milan
The ruins of the Roman Forum, Rome, Italy

16 Day Trip IdeaFrom $7,200

Tour of Italy: Milan, Lake Como, Venice, Tuscany & Rome

Milan, Venice, Lake Como, Florence, Chianti +7 more

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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4.9

Reviews of Zicasso's Milan, Florence, and Rome Itineraries & Tour Packages

Based on 1867 verified traveler reviews.

Italy Trip Review: Rome, Florence, Tuscany, Chianti, San Gimignano, Montepulciano, Montalcino, Lake Como, Cooking Class
"We could not say enough good things about every part of our vacation."

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Luxury Italy Group Tour Review: Rome, Tuscany, Chianti, Montepulciano, Montalcino, Siena, Florence, Pisa, Lucca

"...after my first communication with our agent -- I knew that she 'had it.'  She understood exactly what we wanted to do." 

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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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Review: Honeymoon in Italy, Rome, Venice, Florence, Tuscany, Siena, San Gimignano, Lucca

"It only took one reply back from this agent for me to know that we would have a more personable experience with this travel agency."

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Review: Italy Family Vacation, Milan, Rome, Florence, Venice, Parma, Modena

"...I would like to comment you and your team on having planned an excellent trip that not only met each and everyone's interest and expectation but truly exceeded it."

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Travel Review: Luxury Italy Anniversary Vacation, Rome, Venice, Florence, Positano, Ravello, San Gimignano, Tuscany

"Our agent managed to fit in everything we wanted to see and do and some things we hadn't even known we wanted..."

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