
Florence, Venice, and Milan Itineraries & Tours
Radiant and elegant, Florence, Venice, and Milan immerse you in a world of dueling aristocratic houses, captivating artistic treasures, and diverse cultural heritage hidden under the umbrella of national identity. Explore breathtaking masterworks from artists like Michelangelo and Botticelli, float down narrow canals to find hidden neighborhoods, and embrace the dramatic design of a Gothic cathedral that crowns a central piazza. Zicasso Italy travel specialists have planned thousands of custom trips with expertise and local knowledge to tailor each trip to the individual traveler.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

12 Day Trip IdeaFrom $5,600
Italian Vacation of a Lifetime: Venice, Milan, Florence, Rome

10 Day Trip IdeaFrom $9,800
High-End Fashion Shopping Tour of Rome, Florence, and Milan

10 Day Trip IdeaFrom $3,600
10-Day UNESCO World Heritage Italy Tour

11 Day Trip IdeaFrom $5,100
"Made in Italy" Tour

10 Day Trip IdeaFrom $4,500
Masterpieces of Italy Tour: From David to The Last Supper

16 Day Trip IdeaFrom $15,600
Luxury Italy Family Vacation
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
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.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.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.
Reviews of Zicasso's Florence, Venice, and Milan Itineraries & Tours
Based on 2148 verified traveler reviews.
Thanks for helping me organize my family (of 10 with diverse age from 15 to 63) trip to Italy, from Dec 17 to Dec 31. Whilst different member of my family have different expectation and requirement, 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.
Your planning have brought us to the lovely cities of Parma, Modena, Florence, Orvieto, Civita Di Bagnoregio, Naples, Rome, Venice, Cortina d'Amprezzo and back to our starting point Milan. Throughout the trip, we have a well balance itinerary that covered
- beautiful churches such as the Duomo in Milan, Rome, Florence,
- archeological site like Pompeii, Colosseum, Roman Forum, Pantheon, Pisa, Verona (learning more about romeo and Juliet)
- great local eating places (recommended by the guides you chose)
- lovely country side and unique sight in San Gimignano, Civita Di Bagnoregio, Orvieto, Lake Como,
- great gallery likes Uffizi, Academia
- Interesting activity such as Snow Mobile excursion in Cortina, Learning Cooking
- Shopping activities
With so much, yet your team immaculate planning never have us rushing from sight to sight, we were both able to enjoy and learn as much as we can of each sight and at times added more activities.
The team of guides you chose, have truly turn stone and history into exciting stories that the provided the group deeper understanding of the sights we visited and saw. Really like to thank each on of them like our guides in Florence, Pisa, San Gimignano, Orvieto and Civita Di Bagnoregio, Naples and Pompeii, Rome, Verona, Venice and Milan.
But most importantly, thank you for getting our driver, he truly ensure our comfort whilst driving steadily through jams on our way to Naple and snow storm on our way to Cortina d Amprezzo and also took very good care of us ensuring we know what to do where we have no guides and leaving us clear instruction when we needed help. He is truly a wonder.
I will definitely tell my friends heading to Italy about this company.... A wonderfully great experience.
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Locations Visited: Venice, Verona, Florence, San Gimignano, Siena, Pienze, Rome, Pompeii, Positano
My husband and I planned this trip for our 10-year anniversary. I’m a person with high expectation and this travel agency exceeded all my expectations. The entire trip was dream.
We opted for personalized tours and transport for 95% of our trip. All of our drivers were wonderful. They arrived on time and made sure we made it to all of our destinations without issue. They had the contact information for the tour guides we were meeting. Upon arrival to our first hotel, a local cell phone and gift were given to us. Having the iPhone during our trip made any needed communication with our agent and his team a breeze. In addition, we used the phone apps for navigation throughout the cities we visited. We made a last-minute request for an additional private transport, and our agent was able to make it happen. We greatly appreciated their customer service.
We participated in a several unique experiences while in Italy. We went truffle hunting in Pienza, which was amazing. After, we were served a meal that highlighted truffles and the cheeses made locally. In addition, we did a cooking day in Rome. This was a private cooking class where we made pasta, several sauces, and appetizers. The one disappointment is that we never received the recipes from the chef (we were told by the chef that they would be emailed to us). However, this is a knock on the chef and not our travel agent. Once the class was done, we were served a meal in a private garden area. Lastly, we did a food walking tour in Rome. This was an amazing way to find local cuisine that we wouldn’t have known about otherwise. A wonderful experience.
All of our tour guides were excellent. They were knowledgeable, friendly, and familiar with the cities. We had one guide that really went into the details and reasons for expressions in the art. We didn’t care for that, but we didn’t specify that ahead of time or to the guide. It was wonderful seeing her excitement and passion for all of the amazing working works of art and sculpture that we saw.
Overall, I would highly recommend this travel agent and his team if you are traveling to Italy!! You will not be disappointed. We gave him our wish list of activities, accommodation preferences, etc. ahead of time and he made sure we got them all! Thank you for such a wonderful and memorable trip. If we are able to return to Italy, you will be hearing from us.
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My husband and I just returned from a two-week vacation in Italy. With the help of Zicasso and our travel company, we were able to fit every wish into this short time.
We started out in Rome, then went on to Florence for some amazing history. We then traveled to the Tuscany and Chianti countryside for private cooking and wine experiences. We loved the small villages we explored and the little family-owned wineries and olive farms.
A highlight was staying in a bed and breakfast in Ponzano that overlooked the beautiful olive gardens and countryside. We explored the small villages of San Gimignano, Montepulciano, and Montalcino, and felt like we had discovered authentic local life.
The tail of our trip was spent in the beautiful Lake Como area, with a day trip to Lugano, Switzerland.
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Our family of five just got back from the most wonderful vacation in Tuscany and Rome. Our agent crafted a set of amazing experiences for our family from the private tour guides to Florence, Pisa and Lucca; a private wine tasting lunch at the Capannelle Winery and vineyards in Chianti; tickets to the Papal mass at the Vatican; to a tour beneath the church of San Clemente to see the excavations of a byzantine and then a Roman street neighborhood; a day excursion to the Amalfi coast to visit Positano, Sorrento and Pompeii; and more! Our agent and the guides found excellent restaurants from a simple salumeria where the locals ate to some high end restaurants. The hotels were right in the center of Florence – on the piazza della Repubblica - and Rome – between the Piazza del Popolo and the Spanish Steps. Our agent was attentive to our plans and made excellent suggestions. Everything went extremely smoothly. All the guides drivers were very friendly, spoke English and were very knowledgeable about art, history and the local culture. We saw so much every day because everything was so well planned. Simply the best travel experience ever!
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We experienced a fabulous twelve night first trip ever to Europe staying in Rome, Sorrento, and Florence with day visits to Naples, Pompeii and Herculaneum, a drive with stops and photo-ops through the beautiful Amalfi coast villages to Ravello, and a day trip to historic Siena and San Gimignano through the Chianti region of Tuscany. Our travel consultant and her colleague at the company in Rome, proved to be perceptive to our interests, resourceful in finding spot-on solutions within our budget and patient professionals as we explored various itinerary options. Both women spoke and wrote english very well to thoughtfully help us plan our itinerary for three adults with private transportation and guides. Our private guides in Rome; in Pompeii and Herculaneum; in Naples; one a Canadian ex-pat in Florence; and in Siena, informed our discovery of each locale and its many treasures. We also did two small group tours. First, a farm/food tour near Sorrento with an incredibly informative and entertaining guide, and catacombs at Saint Sebastian with a nameless guide and small group of 9 during our Appian way visit and final full day in Rome. At times we were chaperoned in private vehicles with english speaking drivers knowledgeable of their territories. In Rome, in Naples, in the Bay of Naples Sorrento area, in Tuscany, and in Amalfi. We wouldn't hesitate to recommend this company to help others plan the vacation of a lifetime.
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I have to begin by saying I've told everyone how pleased I am with Zicasso and the travel agent they recommended. I also have to say that I was very hesitant to book my trip with a company that I had only communicated with via email. Turns out I had nothing to worry about.
The initial response I received from my agent was immediate and continued right up until our actual trip while we were in Italy. I let her know where I wanted to go, what I wanted to see, told her I was interested in a mix of arranged tours and time on our own. She listened and also made great suggestions. I honestly can't say enough about how wonderful she was to work with, along with her co-worker.
They arranged for all our hotels, transportation and tours. Every driver and guide we had was top notch. They made a point of keeping us in small groups, sometimes only the two of us and the guide.
Our 19 day trip began in Venice where we were met at the airport and driven to a private water taxi. That driver walked us out of the boat and made sure we knew how to find our hotel. Our departure was just as seamless. A guide met us in our lobby, walked with us to the water taxi, came into the train station with us and explained the board to us, pointing out our train and track number.
We continued on to Verona, Cinque Terre, Tuscany, Florence, Naples, the Amalfi Coast and Rome. Since we weren't in any one place longer than three days it was extremely helpful to have guides, even for just a couple of hours to orient us, which saved us a lot of time. We had guides for a walking tour in Venice, a morning in Cinque Terre traveling with us between the villages, the Accademia in Florence, Pompeii, an Amalfi Coast drive and the Vatican in Rome. Every one of the them was passionate and proud and we learned so much. We had a car in Tuscany and saw many other places on our own, Lucca, Pisa, San Gimignano, Siena, Montalcino, Montepulciano. We stayed in Sorrento, spent one day on Capri and another full day on a tour to Positano, Amalfi and Ravello, which included a short boat ride along the coast. Spectacular. Our only tour in Rome was the Vatican but we saw all the other major sites on our own, taking the metro, bus, taxis and walking, lots of walking. It was the perfect mix of free time and arranged tours.
And, they also worked with our children who surprised us with a dinner in Venice for our anniversary after a gondola ride!
One great advantage to having your tour guide in the country you're visiting, you're in the same time zone. We had one mishap with a train and were able to talk to them right away. Other than that, everything worked liked clockwork.
I would definitely use them again and have told everyone I know what a wonderful job they did for us.
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