Milan and Cinque Terre Itineraries & Tours

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.

We had a wonderful trip! Everything went perfectly! All our guides were great and always on time to the meeting point. Our two favorite guides were in Venice and Florence.

Our guide in Florence went above and beyond, making our tour exactly what we were looking for. He was so knowledgeable, I don't know how he keeps all those details in his head. He gave us such insights into the history and artworks we saw. My husband is a painter and really enjoyed his information on so many of the little details.

We also really enjoyed the visit to the fabric weavers very much!

All the hotels were fabulous and in perfect locations.

We also loved our cooking class in Portofino.

Our boat ride in Cinque Terre was wonderful.

I will definitely be recommending Zicasso to my friends! Thank you for a wonderful trip!

Our trip was very well planned. All the guides we had were very good. Three of them were outstanding. Our guides in Ravenna and Bologna, Cinque Terre and Lake Como were outstanding. We had wonderful tours of a prosciutto factory and a Parmesan factory.

All of our hotels were great.

We had several drivers and they were all very good.

Our Zicasso travel agent made reservations for us at a couple of restaurants she recommended and they were both great choices. We can't say enough good things about the job she did for us.

Overall, we had an incredible trip! Zicasso's travel planner made our travels smooth and easy to navigate. She responded to all of our questions in a timely manner. The itinerary was detailed and easy to read. It was so nice having our train tickets in advance. The sights were beautiful (Venice, Florence, Cortona, Cinque Terre) and we had fun on our tours. Our villa and hotel accommodations were lovely. Everyone was friendly. We highly recommend our travel planner and her company!

My daughter and I had an absolutely incredible experience with Zicasso's travel agency. Everything was perfect and customized to our preferences. Communication was professional, responsive, and reassuring. Every detail of our trip was handled with such great care, from personalized tours in Lake Como, Florence, and Rome to hotel selections in Como and Cinque Terre. Working with the agency was personal and seamless. Their careful and personal attention made our mother-daughter Italian adventure completely stress-free. I would definitely recommend them when planning a trip to Italy. Grazie mille!