From the delightful small towns of Umbria to Venice's splendour, this is an adventure for those looking to indulge in Italy’s delights in the winter, when the crowds are fewer and the food and drink in even greater abundance than usual. Marvel at the Renaissance glories of Tuscany and sample the cuisine of Emilia-Romagna in Bologna. Your CEO will take care of the details so you can travel at a leisurely pace and appreciate the scenery. Experience the best of Italy in winter in this all-encompassing tour.

Day 1 Rome
Arrive at any time. We recommend booking pre-accommodation to fully explore this magnificent city.

Day 2 Rome
Take an orientation walk of the Eternal City before enjoying a free day to explore a myriad of options. Opt to tour Vatican City, cross the river to charming Trastevere, eat some gelato in Piazza Navona, or swing by the Colosseum and Forum. In the evening, enjoy a true taste of Italy with a traditional Roman meal.

Day 3 Rome/Assisi
Leave Rome for the province of Umbria. Enjoy an orientation walk of Assisi and indulge in a wine tasting.

Day 4 Assisi
Take a half-day trip to the nearby hilltop town of Gubbio.

Day 5 Assisi
Spend the day exploring Assisi or one of the nearby Umbrian towns, such as the province's capital, Perugia.

Day 6 Assisi/Florence
Continue on to Florence. Enjoy an evening walk to Piazzale Michelangelo for a fantastic panoramic view of the city.

Day 7 Florence
With two free days, the choices are endless. Opt to visit the Duomo, David, the Uffizi Gallery, medieval Ponte Vecchio, or the Medici Chapels. Choose to go on a day trip to nearby Siena.

Day 8 Florence
With two free days, the choices are endless. Opt to visit the Duomo, David, the Uffizi Gallery, medieval Ponte Vecchio, or the Medici Chapels. Choose to go on a day trip to nearby Siena.

Day 9 Florence/Bologna
Travel on to Bologna, a university town known for its architecture and excellent cuisine. Enjoy an orientation walk and free time to explore this city.

Day 10 Bologna
Venture out on a day trip to nearby Modena, the home of aceto balsamico, or balsamic vinegar. Enjoy a tasting here.

Day 11 Bologna/Venice
Travel to Venice, the "city of canals," and enjoy an orientation walk over bridges and canals and view Piazza San Marco.

Day 12 Venice
Spend the day getting lost in Venice. Opt for a vaporetto (water taxi) ride to the islands of Murano and Burano, take a gondola under the Ponte Rialto (Bridge of Lovers), explore the Doge's Palace and Bridge of Sighs, or get lost in the twisting maze of the city.

Day 13 Venice
Depart at any time.