Italy Christmas Vacations & Tours

Zicasso’s travel company and every single guide and driver were stellar. All four hotels were good or excellent. There was one error on the schedule for the day outside of Florence when we had a driver to take us to the Siena region. The schedule stated three hours, so we paid for tickets to the Pitti Palace/garden, which turned out to be wasted money as the driving tour was actually nine hours. It was a beautiful day, though.

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.

Zicasso's travel company planned the most amazing trip to Venice, Verona, Florence, Tuscany, Siena, and Rome for our family of five. It was the best trip I've ever taken, and having all the details covered by them and plans and tickets sent to us via WhatsApp allowed us to really live in the moment and not have to think about what was next. I loved every second. I cannot wait to plan another trip to Italy to experience the southern half of the country.

When we decided to plan a family trip to Italy, I did some research and found Zicasso. They were very highly rated, and we reached out to them. Zicasso’s travel agent responded very quickly. She was friendly, professional, and asked us questions to ensure she knew what we were looking for in our trip. The travel agent planned an exceptional family vacation for us with a customized itinerary that included traveling to Rome, Siena, Florence, and ending in Venice. She tailored our trip to include private transfers from the airport to the hotels, as well as traveling city to city.

Each hotel had an excellent location that allowed us to easily walk and explore. The hotels were beautiful, clean, and comfortable, each with impeccable service.

They set us up with private tour guides, who not only allowed us to skip the lines to major attractions, but also personalized the tour so we were able to spend time viewing the things that were important to us. The guides were friendly, informative and engaging.

Every aspect was meticulously curated and the travel company checked in with me via a messaging app daily to share the next day’s itinerary. They were always available if we had any questions or if any issue arose, which never did because of how well they planned everything. I reached out to them asking if they could please make a dinner reservation for me and they were quick to secure that for us.

I would highly recommend this travel company and will definitely use them again in the future.

Overall, the trip was perfect! The hotels were really nice and the itinerary was great.

A few things I would have changed. First, the Amalfi tour day. There was not enough time in Ravello or Positano. We needed more time to relax and shop.

The class of train could have been nicer for the Florence-to-Rome portion of the trip.

We've been to many wineries throughout Europe and the one we went to on our way to Siena was okay, but we have been to much nicer wineries, with better wine and food tastings. It was not a great wine tour experience.

Everything else was wonderful and we really enjoyed the trip with our sons!!!

Thank you!

Zicasso's travel specialist organized an amazing 12-day series of private tours, taking us from Milan to the lake regions (Como, Maggiore, and Garda) and down to Bologna. Our days were filled with visiting churches, museums (including the Ferrari and Enzo Ferrari museums), a winery, parmigiano, prosciutto, and traditional balsamic manufacturing, a cooking class, boat tours, and food tours.

Along the way, we saw testing at the Ferrari track and a small portion of the women’s Giro d’Italia. With all that, we still had sufficient downtime to search the streets to find our own gems.

Our trip coordinator checked in with us daily to confirm the daily itinerary and transportation. When we had questions or needed to make a change due to the weather, she was thorough, attentive, and responsive in a way that was reassuring and comforting. She was simply amazing.

I would highly recommend using this travel specialist and team for any of your Italian travel needs.