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.

Most of the arrangements were fine, but as we've used Zicasso several times in the past, I was disappointed that the day trip on June 2nd to Spoleto and Perugia was on a national holiday. Nothing was open, and so we spent a lot of money, drove a long way just to have lunch in Spoleto. We spent 30 minutes in Perugia and did not use anywhere near the 9 hours we were paying for.

Also on Sunday, May 31st, the trip to Cinque Terre was not good planning. I told you when we started our discussions that I walked with a cane. The distance to and from the train stations in each of the cities was quite extensive so we only ended up in 3 towns. Again, we did not use anywhere near the 10 hours allotted for the tour.

In summary, I rely on your expertise of the area to guide us as to what to expect in the different destinations. We could have switched the days for Spoleto and Perugia, to avoid the holiday and could have tailored the Cinque Terre in other ways. I thought we were paying for a private excursion so I wouldn't have to do so much walking.

Again, my husband and I felt that the 2 days of private tours were money not well spent.

The transfers in all locations were excellent and the travel agent was delightful (although she did not give us the name and phone number of our drivers the day before, as was stated on our itinerary from the travel specialist).

All in all, we had a wonderful trip to Italy but feel some more personalized attention should have been paid to our specific needs, as this was a costly trip for 7 days.

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.

Our Zicasso travel agent did a great job planning and executing our two-week tour of Italy. Transfers were seamless and guides were knowledgeable and experienced. We particularly loved Florence, our hotel, its staff, and its walkable location to so many sites. We loved the guide in Cinque Terre; he knew the area, specifically a restaurant where we were away from the crowds. Thanks to the travel agent for a job well done.

Zicasso's travel specialist helped us arrange our ideal itinerary for our trip to Milan, Lake Como, Brusaporto, and Bergamo. He was thoughtful about creating an itinerary that addressed all our interests and was in line with our budget. He arranged all of our transfers and guides for individual tours, as well as hotels and vacation rental reservations, and was mindful of pacing our journey so we also had downtime when we needed it. All of our tour guides were first-class and met our expectations. When unanticipated problems arose, our travel specialist was available and helpful in finding solutions. We were very pleased with his services and highly recommend him.