Quintessential Rome, Florence, and Venice Tour

We had an absolute dream trip to Italy with the help of Zicasso's travel specialist! Traveling as a family of five, we visited Rome, Florence, San Gimignano, Greve, Siena, Cinque Terre, and Venice, along with many beautiful towns and smaller areas throughout the country.

The wonderful vacation rental accommodations were thoughtfully chosen and every detail of our trip was carefully planned. The local tour guides were incredibly knowledgeable and gave us a truly authentic experience. Our private transfers, train transfer, and private tours were efficient, informative, and made traveling from place to place seamless and stress-free.

The communication between all tour guides and transportation providers was great, as was that of each vacation rental host, who contacted us in advance to prepare us for our arrival.

One of our favorite parts of the trip was discovering the smaller, less-touristy areas within the larger cities, places we likely never would have found on our own. We enjoyed exploring Tridente for shopping and Trastevere in Rome for a private pizza-making class (highly recommended), artisan shops, excellent restaurants, and a vibrant nightlife.

Florence was wonderful, but we had the opportunity to travel to a few other areas, such as Siena, Greve, and San Gimignano. We even had a private vineyard tour and chef's meal while in Chianti. A must-see is the walk to the Boboli Gardens across Ponte Vecchio and, on the way back to our apartment, a stop at Piazzale Michelangelo.

While staying in Cinque Terre (Monterosso al Mare), be sure to take a private boat to visit all of the other villages and maybe even snorkel. The water is so clear!

Venice had great history, but we also enjoyed our boat tour to Murano to watch the glassmaking process and Burano, filled with gorgeous multicolored homes and artisan shops.

Every experience felt personal, meaningful, and special.

This trip was truly an absolute dream and we are so grateful to him for helping make our family vacation to Italy unforgettable. We highly recommend him to anyone looking to plan an incredible, seamless, and memorable trip!

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.

The trip was awesome. The accommodations were very nice. We just did not realize how much walking we would do, but we managed. There were a few hiccups, but nothing major.

Our transport from the airport to the hotel in Venice went smoothly. We definitely appreciated the private transfer after seeing the crowd on the public transportation. My sister was a little disappointed that the gondolier did not sing to us in Italian, but she thought the ride was very relaxing. The tour guide for St. Mark's was very knowledgeable and informative. Venice was a lovely and unique city. We were surprised by the narrow walkways/streets and canals; but came to appreciate them. It gave Venice its charm. The transport from the hotel to the train station was right on time and the guy at the train station was great. He explained exactly what we needed to do to catch the train to our next destinations. We really appreciated his help.

The transport from the train station to the car rental agency was okay. The driver spoke little English and the A/C did not work in the vehicle. The driver did try everything to work the A/C and did apologize that it was not working. The driver dropped us off at the wrong spot at the rental car place. He dropped us off where you turn in the cars.  We had to walk to where you rent the cars with our luggage. The car-rental line was extremely long and somewhat confusing. There were no instructions to take a number. We only knew because a nice couple informed us to do so. And there were so many other car-rental places with no lines. 

We explored Cinque Terre, Pisa, and Florence during our time in Impruneta. We really enjoyed the cooking class and winery tour you scheduled for us; our guide was a great teacher. Driving in Florence was a little confusing with the ZTLs, but I think we did okay. Little did we know how much we would appreciate the ZTLs while walking around in Florence. We walked and shopped in Florence. We even did a tour at the Accademia Gallery to see the statue of David. 

Returning the vehicle was way easier than renting it and our next transport picked us up right where we were dropped off. We felt very comfortable navigating the train station for our train ride to Rome, thanks to the train station lesson we received from the guy in Venice. The train rides went very smoothly. The transport from the station in Rome to our hotel went very well. He literally dropped us off right in front of the hotel.

Rome was different. It had the narrow, quaint streets between buildings which made Rome very walkable. However, we did not expect cars/motorcycles to be driving down these narrow streets as well. It made for interesting walks. We really enjoyed our tours with our guide. She was very knowledgeable and informative. She also allowed us to go at our own pace. Needless to say, our pace became slower than usual from all the walking we already did in Venice and Florence. Our feet were starting to hurt, even though we wore comfortable shoes the whole time. We also enjoyed the Vatican Necropolis. I was extremely humbled that I was able to kneel and pray before the actual remains of St. Peter. I am very grateful we were allowed to get into that tour. Although Rome was different, it was very historical and a lot to take in. There was just so much history everywhere you turned. Rome was really inspiring.

Our transport from the hotel back to the airport was on time and went very well. The driver spoke very good English and gave us some additional interesting facts while on our way to the airport. We were ready to go home, but also sad to be leaving.  

Thank you for putting the details of the trip together. The trip would not have been as great as it was without you.

Thanks for organizing a great trip to Italy for us. We had a great time. The entire experience working with Zicasso's travel company was professional. They were responsive, on top of things, and helped plan and execute a positively memorable trip to Florence, Venice, and Rome.

Hotels: All hotels met our needs. I would rate the hotels across quality of room/property and quality of service on a scale of one to five:

Our hotel in Florence: Quality of room 4/5; Quality of service 5/5.

Our hotel in Tuscany: Quality of room 3/5; Quality of service 4/5.

Our hotel in Rome: Quality of room 5/5 (best room); Quality of service 4.5/5.

Guides and drivers: All guides and drivers did a great job. They were punctual, gave us good information, and were friendly. I want to specially recognize our driver in Florence/Tuscany, our guide on June 26 in Florence, and our guide for the food tour in Rome for doing an exceptional job.

What could’ve been better: Given the hot weather, which is outside everyone’s control, some days felt cramped. In Florence, after the guided tour of Florence, we had the cooking class. As a result, we could not do the planned climb up the Duomo dome. In Venice, if we did it again, we would choose a different location and hotel.

Overall, we ended the trip with very fond memories of Italy. There is so much more to explore in your beautiful country and we will be back. Thanks to the team at the travel company.

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.

This was possibly the best trip of my life!

Once I arrived in Venice and put myself in the hands of Zicasso’s tour company, I was supremely well taken care of.

I left my passport on the plane, so I was held up in the airport for probably two hours. This was the first time I used the emergency number (or the chat app). The communication was answered immediately and we were able to let my first guide know I was being held up. I thought the first person who helped me was just someone to get me to the hotel, but she was also a guide in the sense that she described many of the things we saw on the way to the hotel. A very pleasant and gracious guide who made sure also that I was prepared for where to be the next day. It was a very great first experience of the tour company’s service.

Throughout this adventure, the guides were outstanding, the hotels were located practically on top of the interesting sites (especially in Rome) and very pleasant to be in.

Also, I continued to use the emergency number or the chat app multiple times. They were very responsive, very pleasant, and perfectly helpful each time. I don't know if I was high-maintenance compared to other clients the tour company has had, but though I felt like it in my mind, I was treated completely graciously each time.

I loved every destination and I loved having a structured tour, combined with a good portion of free time to explore on my own. Perfect.

I was very well guided on each travel day, being met by drivers to drop me off and to pick me up, and the train travel was very fun.

I think there was only one guide who I thought was just going through the motions, but all the other guides were the height of professionalism. I loved being met by our guides at Doge's Palace, which was absolutely outstanding. Walking around old Florence was great fun! The drive out to San Gimignano and Siena was well-planned and well-guided! In Rome, the guide who took us to the Colosseum and Palatine Hill was outstanding, and it was a great outing. (I had also already pretty much visited all the sights since my hotel was practically in the middle of it all.)

The trip to the Vatican was a whole other story. Unfortunately, I forget that guide's name. This guide was also excellent—entertaining, informative, approachable, and professional. The trip to the Amalfi Coast was a long train ride, followed by a very long car ride, but it was worth it. What a beautiful setting! My trip to Capri was absolutely fulfilling and I was a little sad to say goodbye to the guide—we connected with him so well. The next day was our boat tour from Sorrento to Amalfi and Positano. I absolutely enjoyed being guided by our guides! On the way back after that beautiful excursion, we were just cruising along the water, 1970s music playing, wind rushing by and I had a peak moment of happiness. Truly.

This trip was as if the tour company had read my mind and provided even more than I had imagined. I come away deeply grateful.