Ultimate Italy: Winter

The adventure

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.

At a glance

Where you'll go

Day by day

Your journey through

Italy

Showing Days 1-7

13-day itinerary

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

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

Day 2Take an orientation walk of the Eternal City…

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 3Leave Rome for the province of UmbriaTravel by local train to delightful Umbria, staying in hilltop Assisi. Enjoy an included tasting of the exceptionally good local wines. Make time to visit the famous Basilica of San Francesco.

Rome

Travel by local train to delightful Umbria, staying in hilltop Assisi. Enjoy an included tasting of the exceptionally good local wines. Make time to visit the famous Basilica of San Francesco.

Day 4Take a half-day trip to the nearby hilltop town of GubbioVisit the medieval stone town of Gubbio, with its 'Fountain of the Crazy People'. Gubbio's other claim to fame is the 'Biggest Christmas Tree in the World' — not a real tree, but a huge set of lights trailing up the hill behind the town in the shape of a Christmas tree, topped by a giant illuminated star.

Visit the medieval stone town of Gubbio, with its 'Fountain of the Crazy People'. Gubbio's other claim to fame is the 'Biggest Christmas Tree in the World' — not a real tree, but a huge set of lights trailing up the hill behind the town in the shape of a Christmas tree, topped by a giant illuminated star.

Day 5Spend the day exploring Assisi or one…

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

Day 6Continue on to FlorenceContinue to the inimitable Firenze. Walk through the city catching a glimpse of the Duomo, Piazza Indipendenza, Piazza della Signoria, and the Ponte Vecchio. Visit the Piazzale Michelangelo for the most famous and most photographed vista of the city. Opt to visit the local leather markets and souvenir stalls set up all over the city.

Continue to the inimitable Firenze. Walk through the city catching a glimpse of the Duomo, Piazza Indipendenza, Piazza della Signoria, and the Ponte Vecchio. Visit the Piazzale Michelangelo for the most famous and most photographed vista of the city. Opt to visit the local leather markets and souvenir stalls set up all over the city.

Day 7With two free daysFor the foodies, check out the Mercato Centrale and any number of cafés and trattorias. If you came to shop, start at one end of the city and just keep going. There's beautiful architecture, famous museums, Renaissance art pieces, and charming cobblestone streets everywhere. You could spend a lifetime exploring this fantastic city. If you want to go further afield, take a trip to medieval Siena.

For the foodies, check out the Mercato Centrale and any number of cafés and trattorias. If you came to shop, start at one end of the city and just keep going. There's beautiful architecture, famous museums, Renaissance art pieces, and charming cobblestone streets everywhere. You could spend a lifetime exploring this fantastic city. If you want to go further afield, take a trip to medieval Siena.

Previous days1 / 2Next days

Discover Italy

A glimpse of the destination you'll explore.