San Gimignano in Tuscany, Italy

Custom Cultural Italy Tour in 2 Weeks

Ratings of Zicasso's Service
Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited

Italy

Places Visited

Rome, Florence, Siena, San Gimignano...

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Suggested Duration

14 Days

Italy is like a great masterpiece waiting to dazzle the viewer. On first impression, she amazes you with her beauty. Upon a closer look, her details and history enrapture you—as you’re awestruck by the ruins of Rome, the majesty of the Vatican and the surreal waterways in Venice. Finally, you leave changed forever by the magic of this incomparable place. We invite you to indulge in the enchanting experiences that await you in this itinerary as well as our carefully selected collection of...

Detailed Description

The tour begins in Rome, a fascinating city that is a foundation of Western Civilization. Imagine life in ancient times as you walk in the steps of Julius Caesar at the Roman Forum. Become awe-inspired at Saint Paul’s Cathedral, one of the most important churches in the world. With a monument, fountain or statue to admire at every turn, everyday life in Rome is a work of art in itself.

Next you’ll visit the idyllic countryside of Tuscany. In Florence, visit the renowned Uffizi Gallery, where the list of masterpieces reads like a veritable who’s who of art history. After immersing yourself in culture, enjoy an excursion to Pisa for a look at the world-famous Leaning Tower. In the rustic Chianti region, take a drive through the picturesque country roads on your way to ancient vineyards. You’ll experience the dreamy atmosphere of tiny medieval hilltop villages that seem frozen in time.

Serene and surreal, Venice awaits you next. With its mysterious mist-shrouded ambience, hidden bridges and tiny passageways, Venice will take your breath away! Wander off the beaten path and get lost in a maze of medieval streets and hidden Renaissance courtyards. Romantics will want to sip a Bellini at Harry’s Bar and then take a musical gondola ride under the moonlight.

Finally visit bustling Milan, where you’ll be marveled by the medieval castles, gothic grandeur and designer labels. In one day, you can shop at Prada, dine on ravioli at the Dolce & Gabbana Gold Restaurant, and sip champagne at the La Scala opera house before watching a performance. Conveniently scheduled for the last days of the trip, Milan is the ideal place to shop for specialty items and designer fashion pieces before you return home.

Reviews of Zicasso's Referral Service

Italy Honeymoon Review: Rome, Sorrento, Cooking Class, Private...

This trip was the greatest week of our lives! Everything planned was better than I could have imagined. The private drivers being coordinated behind the scenes made the trip so easy and removed all the stress of trying to navigate a new country. Every driver and our tour guide was so nice and I feel like we made friends with all of them.

My favorite part of the trip was definitely the cooking classes and that every tour was private and intimate for my wife and I. The connections Zicasso’s travel agent hooked us up with made the trip the most memorable experience. Our travel agent and the travel company took special care of all the tiny details of the trip; our hotel knew it was my birthday and had a special surprise for me! I’m beyond thankful for the perfect honeymoon they provided my wife and I.

Reviewed By Branson S.

Italy Trip Review: Sorrento, Cooking Class, Local Cuisine,...

The accommodations and private tours were worth the extra money. Our drivers were professional and helpful.

Reviewed By Claudia R.

Italy, Greece Travel Review: Como, Bellagio, Wine Tour,...

The overall trip was great. The weather was terrific and the countries we visited had so much to see. Zicasso's tour company did a good job of balancing relaxation with fun. Each of the guides we had was so pleasant and shared so much information with us. They were very attentive to our needs.

Reviewed By Nisha V.

Italy Vacation Review: Florence, Rome, Truffle Hunt, Cooking...

Wow, where to begin. This trip was an absolute dream.

When I first spoke to Zicasso’s travel consultant, I told her my main travel concern: traveling with nine- and 15-year-old boys as a single mom in Italy. I was excited to take the trip with them, but I really needed something that was meticulously planned to take away the nerves of having to navigate alone with two kids. She listened and executed the most beautiful trip.

She planned activities that captured the attention and imagination of a fourth grader and a teenager. And the experiences were unique. Probably the highlight of the trip was a truffle hunt with the hunter and his dog in the countryside outside of Florence. My oldest wants to move to Florence and start hunting! We had a personalized cooking class, a private Vespa tour of Rome, and a delicious and informative art and food tour, among other amazing experiences. As we were sending photos back home, I got so many requests for our itinerary because it was so special and unique. Both boys were hard-pressed to choose which part they liked best.

The hotels she selected were beautiful, comfortable, and right in the heart of the cities and attractions we wanted to see. When we encountered a small hiccup (by our hotel, not our travel agent), I contacted her and she responded right away, getting us a free room upgrade and free dinner! We felt very taken care of.

Aside from the amazing activities and locations we saw, the trip was fantastic because everything was so seamless. We always had a private driver arranged, pre-booked train tickets, and even someone to make sure we made it on time for our flight home. I never had to worry about a thing. It was also telling that every tour guide we interacted with had only glowing things to say about our travel agent and her keen attention to detail and organization.

If you're planning on visiting Italy, this travel company is the travel agency you need to select. It takes any of the stress and guesswork out of the travel process, and all you have to do is show up and enjoy.

Thank you so much! You helped us make some amazing memories!

Stephanie

Reviewed By Stephanie S.

Italy 25th Anniversary Travel Review: Positano, Sorrento,...

This was possibly the best vacation we have ever taken. A fitting trip to mark our 25th anniversary, we will remember our days in Positano and Sorrento forever. Everything was perfect and the service and support were extraordinary.

Zicasso's travel specialist and the other people were always super-helpful and friendly. The hotels they chose for us in particular were exactly what we wanted. I can’t think of a single issue. Transport, transfers, etc., were perfect. The only bad part was that we had to return to normal life afterwards! We highly recommend our travel company to anyone! Grazie mille!

Reviewed By Mauro A.

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