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Overview

A Tuscan Village Christmas 2026
52044 Cortona, Province of Arezzo, Italy
Dec 5 - 10, 2026
Antico Italian Travel image
Antico Italian Travel
$2,900
Deposit: $1,000

About your trip

When the scent of wood burning fires and roasted chestnuts fill the air, and the crowds of tourists are long gone, Tuscany shines even brighter. 

Outdoor Christmas markets pop up in each village and their ancient streets are aglow with twinkling lights and nativity scenes. 


Cortona is  a charming and walkable village with loads of adorable properties from self catering apartments to full service hotels, so there is something for everyone, all located in the historic center of the walled village, and are a short walk to shops, bars, and restaurants.We will meet each day for our excursions, classes, and meals.

For this tour you can now book your own accommodations. This will allow friends and families to share one of the charming Tuscan properties in the medieval village of Cortona.  See our suggested list of properties below if booking on your own.  If you prefer full service hotels we have also listed a few suggestions below.


ACCOMMODATIONS:

Cortona Shabby Chic House

Casa Zeni (Silvia, the owner, has a few apartments in the same building and another on a nearby street, so any of them are good choices.). 

https://www.casazeni.com/


La Casa di Lucia


Casa Stella


Casa Caterina


Together in Tuscany  This website has many listings but please be sure the location is Cortona proper, NOT Camucia or another town.


If you would prefer a hotel which offers breakfast, the below properties offer a range of room options and are all located in the historic center of town. 

Hotel San Michele

La Corte di Ambra

Hotel San Luca

What's included

4 lunches

4 dinners

Wine with all meals

Transportation

You will need to arrive at the Camucia-Cortona train station the first day of the tour. From that point on all transportation will be provided throughout the tour by private driver or train.

Christmas cooking class

Hands on cooking with Chef Angela Cicala making Italian holiday recipes.

Cheesemaking class

Hands-on cheese making on a farm in the countryside with a full lunch of their house-made products.

Holiday baking class

Christmas crafts

Create vintage Christmas crafts and ornaments

Winery Visit

Tour a historic cantina in Montepulciano and enjoy wine pairing with a delicious Tuscan lunch.

Dinner with a Sommelier

Guided, 4-course dinner with wine pairings with a local Sommelier in Cortona.

Market Visits

Shop at the local butchers, bakers, and produce vendors for ingredients for our cooking classes.

Christmas goodie bag

Surprises from Tuscany for you! Merry Christmas!

What's not included

Airfare

Travel Insurance

Train to/from Cortona

Tour starts and ends in Cortona. If you are traveling to Florence with us for 2 nights, tour ends in Florence. Please arrange transportation to and from the starting and ending points. We can assist!

DAY 1

DAY 1  image

WELCOME TO CORTONA

We will pick you up at the Camucia-Cortona train station which is along the direct route coming from Rome or Florence. We will get everyone settled into their apartments and then meet for aperitivo before a welcome dinner at a local trattoria in the village with wine pairing led by a Sommelier Francesco Fratini.

DAY 2

DAY 2 image

CHEESE MAKING IN THE COUNTRYSIDE

Today we head out of the village to a nearby farm for a hands on cheesemaking class and lunch on the farm.

Learn to make ricotta and pecorino from this expert father-daughter team and meet their sheep. Do some holiday shopping tonight in the village before dinner together at La Grotta.

DAY 3 MARKET DAY

DAY 3 MARKET DAY image

HOLIDAY COOKING CLASS

It's market day! Rise early to get the best produce from the stalls and we'll stop at the butcher and wine shop to pick up ingredients for our holiday menu we will be making today. Hands-on cooking class at a villa within walking distance from the historic center where we'll make pasta, soup, a main course, and of course dessert. Dinner on your own tonight.

DAY 4

DAY 4 image

ITALIAN CHRISTMAS COOKIE BAKING

Christmas cookie class today at the villa. We will provide decorative boxes for you take your sweets back to America with you if you would like.  Dinner on your own.

DAY 5

DAY 5 image

WINE TASTING, CHRISTMAS MARKET, & HOLIDAY CRAFTS

We'll take a ride out to Montepulciano today to a historic cantina for ta tour, tasting and lunch at the winery.

Free time to explore the village and shop at the Christmas market to pick up any last minute gifts. Tonight we will have a holiday filled evening of making Christmas crafts, enjoying cocktails and pizza at a friend's cantina in Cortona.

You are welcome to bring along any gifts you would like to wrap.  All art supplies and wrapping paper provided. 

DAY 6

DAY 6 image

ARRIVIDERCI!

We will transport everyone to Camucia-Cortona train station, or if you would like to continue your Tuscan journey, join us for 2 nights in Florence.  See details in Add On section of the booking form.

Location

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1. 52044 Cortona, Province of Arezzo, Italy

52044 Cortona, Province of Arezzo, Italy

About your organizer

Tours are designed and led by husband and wife chefs Joe and Angela Cicala. Traveling in small groups, (max 12 guests per tour), allows for amazing experiences not always possible when traveling with a large company. Joe and Angela have split their time living and working in Italy and America over the past 25 years, and own and operate their namesake Italian restaurant, Cicala, in Philadelphia PA. They return often to some of the most remote towns in Italy for culinary research in order to share their passion and knowledge with you.

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