December 5 - 12, 2026
Experience Italy at its most enchanting as the country dresses up for Christmas. Wander twinkling piazzas, savor seasonal flavors, and explore historic towns filled with artisan markets and holiday warmth. This carefully curated Christmas tour invites you to slow down, celebrate, and enjoy Italy in its most magical season.
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*This tour requires a minimum of 12 guests to operate. Please do not purchase non-refundable airline tickets until you have been notified that the trip is guaranteed.
DAY 1 - December 5, 2026
Departure Day
Depart the US from your city of choice. Flights are not included but can be arranged. Ask for a quote today! (Arrival City: Rome, Italy FCO)
DAY 2 - December 6, 2026
Arrival Day
Welcome to Rome, the Eternal City!
Upon arrival at Fiumicino airport, you'll be transferred to your designated hotel in Rome.
Check in!
Today we can get a taste of Christmas in Rome with a guided walking tour of the world-famous Fountains and Squares, all beautifully lit up for the festivities. This evening we will have a welcome dinner at a local restaurant . (D)
DAY 3 - December 7, 2026
Rome to Tuscany with a stop in Montepulciano
After breakfast, check-out from the hotel in Rome and departure towards Tuscany. On the way, enjoy a scenic stop in the charming town of Montepulciano to visit “The largest Christmas Market in Central Italy.”
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In the afternoon, continue your journey to Hotel Villa Casagrande, a beautiful and relaxing retreat nestled in the Tuscan countryside. Enjoy dinner at the villa. (B, D)
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DAY 4 - December 8, 2026
Florence Half Day Guided Tour & Christmas Market in Santa Croce Square
This morning we venture to Florence to enjoy a walking tour of the city. After, enjoy some free time on your own - exploring the Weihnachtsmarkt Santa Croce Christmas Market. A 500 year old tradition comes to life in the middle of the city.
Return to the villa. Dinner is on your own tonight. (B).
DAY 5 - December 9, 2026
Local Artisinal Soap Factory Visit/Pizza Class
This morning get a behind the scenes look as local artisans brings Florence's rich artistic heritage to life through the art of traditional soap-making.
Return to the villa for a culinary experience with Chef Anna - who will share her secrets with you in a pizza and Cantuccini cooking class! At the end, we feast on our creations for dinner! (B, D)
DAY 6 - December 10, 2026
Arezzo
After breakfast, we explore the elegant city of Arezzo! Start with a guided walking tour and end at its' Tyrolean Village Christmas market. A unique experience not to be missed! Return to the villa with dinner on your own tonight. (B)
DAY 7 - December 11, 2026
​San Gimignano/Rome
Today we make our way back to Roma, but first, we stop for a guided tour of San Gimignano, with its watchtowers, narrow cobbled streets and medieval architecture. Our Tuscan experience is not complete without a farewell lunch with olive oil and wine tasting at a local farm.
We make our way to Rome, this time near the airport, for our final night together. (B, L)
DAY 8 - December 12, 2026
Departure Day
This morning we say farewell to Italy and make our way back home. If departure time is before the breakfast room opens, a boxed breakfast will be provided. (B)
