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Italy Christmas Vacations & Tours

Winter in Italy brings joy to cities and celebrations to the villages through traditional cuisine and welcoming customs that you can experience on an Italy Christmas Tour. Bask in the extended feeling of splendor and delight with bustling Christmas markets, snowcapped mountains, and authentic Italian flair. From mouthwatering recipes to elaborate holiday displays, you can embrace Christmas in Italy’s alluring ambiance with the following sample itineraries.

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St. Peter’s Basilica in Vatican City, Rome. Photo credit: Gabriella Clare Marino.

14 Day Trip IdeaFrom $13,300

14-Day Italian Christmas Itinerary: Winter Beauty and Festive Traditions

Venice, Rome, Siena, Florence

St. Peter's Square at Christmas, Vatican City

10 Day Trip IdeaFrom $9,800

Exclusive Christmas in Italy Tour: Rome, Florence, Milan

Rome, Florence, Milan

Saint Peter Basilica in Rome at Christmas

14 Day Trip IdeaFrom $13,300

Christmas in Italy: 14-Day Luxury Celebration

Venice, Rome, Siena, Florence

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More Italy Vacations by Travel Style

4.9

Reviews of Zicasso's Italy Christmas Vacations & Tours

Based on 1249 verified traveler reviews.

Travel Review: Anniversary Trip to Italy, Rome, Florence, Pisa, San Gimignano, Positano, Truffle Hunt, Cooking Class, Food Tour

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.

Travel Review: Custom Italy Family Vacation - Highlights - Uffizi Gallery, Vatican Museums, Venice

We decided on the location and planned the trip to the three Italian cities of Venice, Florence and Rome only about a month before. Using this travel agency thru Zicasso was key to getting hotels with great locations, good tour guides, transfer arrangements and proper timing for touring of all the cities. The trip went very smoothly and we were able to focus on enjoying the trip.

Italy Trip Review: Florence, Siena, Talamone, Montepulciano, Saturnia

The trip was absolutely fabulous. We stayed mostly in the smaller cities. The only large City we visited was Florence but that was perfect. I didn't want the usual. I wanted to visit the smaller towns to meet the locals and enjoy real Italian life. It was a great mixture of Big City, small city, farms, oceanside, and vineyards. We visited small cities around Siena, Talamone, Montepulciano and many other towns along the way.We had a personal driver take us to all the different destinations. That was great! There is no way I could have navigated the winding narrow roads much less find my way around. The drivers were dressed in suits and super friendly. After a long day of wine tasting, the driver taught us how to sing "That's Amore" in Italian. Then direct us to our BnB as we stubbled down the cobbled street.It was a dream trip that now after it is over, seems like a dream. Thank God for pictures.Thank you Ziacsso for planning a once in a life time trip.

Italy Vacation Review: Florence, Rome, Venice, Tuscany, Verona, Siena

Our trip was absolutely wonderful. The cities we visited -- Rome, Florence, Siena, Verona, Venice -- all very different, but all equally wonderful.

Our guides, drivers and accommodations were first class. Each unique and reflective of the region we were in. Sangallo Park Hotel in Siena was just amazing. Lovely place to stay. We also really enjoyed our accommodation in Rome as well. I think it was called Hotel Boutique Nazionale. Great place. Also, Relais Fra' Lorenzo in Verona was surprisingly awesome too. Definitely recommend staying at these accomodatons if going to these locations.

This company is the best agency I have ever worked with and I am a seasoned traveler. They are very knowledgeable and were attentive to all of our needs. If we had questions, they were answered in a timely manner. I will use this company again and recommend it to anyone wanting a high-end trip to Italy.

Travel Review: Memorable Vacation to Italy, Florence, Tuscany, Siena, Antinori Winery Tour, Rome, Vatican Tour

Giuliana of this Italy travel company guided us every step of the way and created one of our most memorable vacations. The most impressive thing at the outset was how quickly she responded to our initial inquiry. We had never been to Italy, had not done a great deal of research, and had only a general idea of what we wanted beyond the dates (mid-May) and the cities we wanted to visit (Florence and Rome). Within a day, Giuliana submitted a detailed proposed itinerary based on a recent client request similar to ours. The proposal included various options that provided a great starting point for further discussion. She asked many questions, including our hotel preferences (small boutique, high-rise, how many stars, etc.) and suggested a number of venues that would expose us to Italy’s remarkable history and culture. The result was a vacation specifically suited to our personal tastes and interests. We spent four days in Florence and three in Rome. In Florence, we stayed at the Hotel Lungarno on the Arno River, a lovely small hotel in the heart of the city within walking distance to everything of interest, including the Uffizi and Academy museums, and the famous Duomo. It rained two nights, but we didn’t have far to go for a great dinner. The hotel restaurant was superb. One of the highlights of the Florence leg of the trip was a day tour of the Tuscany wine region that included a stopover in the historic town of Siena. We had lunch at the Osteria di Passignano, a restaurant at the Antinori vineyards where we were treated to a four course lunch and wine tasting and a tour of the winery. Fabulous. In Rome, we stayed at the Hotel Saint George. Another small, well appointed, boutique hotel, centrally located near the Tiber River, it provided access to all the essential venues, including the Vatican, Coliseum, Spanish Steps, etc. As in Florence, everything was in walking distance, including fine dining restaurants, pizzerias, espresso bars, and gelateria—and lots of places to shop. The hotel was comfortable, attractive, with a friendly and efficient staff, but we would not recommend the hotel restaurant. It was nice enough (although too brightly lit) but was virtually empty the night we were there and the food was just O.K. That wasn’t Giuliana’s fault since the hotel restaurant was not on her recommended list. We were just tired (it was our first night) and thought we’d give it a try. The hotel concierge made up for it, however, by recommending two great nearby restaurants for the remaining two nights. Neither was on Guiliana’s list, but they were terrific. A word about the logistical aspects of the trip: we viewed this as critical to the success of a customized tour with multiple venues and connections. We couldn’t have been more pleased. On arriving at Rome’s Fiumicino Airport, we were greeted by Aldo who drove us to the high-speed train to Florence. After sharing an espresso with us in the station café, he made sure we got on the right train, helped us with our bags, and took us to our seats. Similar service greeted us at every connection point during the trip. Our personal tour guides, Enza (Florence), Andrea (Tuscany), and Sylvia (Rome), were exceptionally knowledgeable, personable, and fluent in English. Giuliana telephoned us at several points during the trip to confirm that we had arrived at our destination, that the drivers were on time, and that the accommodations met our expectations. Very reassuring to know she was keeping such close tabs on things. In short, all elements of transportation and personal service were impeccable. Would we visit Italy again? Without doubt. The trip simply whetted our appetites. Would we use this company? We wouldn’t consider any other service. Next time, however, we’ll make more of an effort to visit the restaurants recommended by Giuliana.

Italy Family Vacation Review: Venice, Verona, Florence, Tuscany, Siena, Rome, Biking, Cooking, Wine Tasting, Olive Oil Experience, 10 Nights

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.