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Italy Christmas Tour

December 5 - 12, 2026
Italy Christmas Tour image

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.

Overview

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Overview

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1. Rome

Rome, Metropolitan City of Rome Capital, Italy

2. Montepulciano

53045 Montepulciano, Province of Siena, Italy

3. Figline Valdarno

50063 Figline Valdarno, Metropolitan City of Florence, Italy

4. Florence

Florence, Metropolitan City of Florence, Italy

5. Arezzo

52100 Arezzo, Province of Arezzo, Italy

6. San Gimignano

53037 San Gimignano, Province of Siena, Italy

Day 1

December 5
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Depart U.S. for your Italian Christmas Holiday

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Depart the U.S

DepartureSaturday, Dec 5, 2026
DestinationSunday, Dec 6, 2026

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
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Welcome to Rome, the Eternal City!

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Rome

DateSunday, Dec 6, 2026

Upon arrival at Fiumicino airport, you'll be transferred to your designated hotel in Rome.

After check in, 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.  Starting from the Spanish Steps, discover the secrets and legends of the world's most popular stairway, the backdrop of many Hollywood movies. Then head to Trevi Fountain, the imposing set for the Oscar-winning movie by Fellini “La Dolce Vita”.  Don’t forget to toss in a coin to ensure your return to Rome!  The tour ends in one of the most beautiful squares of Rome: Piazza Navona, with the splendid Fontana dei Quattro Fiumi and the imposing St. Agnese Church by Borromini.

This evening we will have a welcome dinner at a local restaurant . (D)

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Welcome Dinner

Time7:00
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Hotel Dei Mellini

Experience the allure of Rome at Hotel Dei Mellini, where elegance meets convenience. Situated close to the Vatican, it offers beautifully designed rooms and modern amenities. Enjoy breathtaking views from the rooftop terrace and unwind in the serene garden area, all while benefiting from personalized concierge services.
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Day 3

December 7
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Tuscany/Montepulciano

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Rome to Tuscany with a stop in Montepulciano

DateMonday, Dec 7, 2026

After breakfast, check out from the hotel in Rome and depart for Tuscany.  On the way, enjoy a scenic stop in the charming town of Montepulciano to visit  “The largest Christmas Market in Central Italy,” a charming Christmas market featuring many wooden chalets and themed decorations. 

You'll have approximately 2 hours of free time to explore at your own pace, accompanied by the tour manager. Take this opportunity to wander through the historic center, admire the stunning views, and enjoy lunch on your own.

Inside the market, we can also enjoy traditional specialties and hot dishes typical of high-quality street food. (B)

Experience the charm of Hotel Villa Casagrande, a historic accommodation set in a former medieval monastery in Figline Valdarno. Enjoy authentic Italian cuisine at the on-site restaurant while surrounded by beautifully preserved architecture and ancient frescoes. The tranquil gardens and proximity to the Chianti wine region make this a delightful retreat.
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Day 4

December 8
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Florence

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Florence Half Day Guided Tour & Christmas Market in Santa Croce Square

DateTuesday, Dec 8, 2026

After breakfast, we make our way to Florence, where your journey begins with a walking tour of the city. You will marvel at the awe-inspiring Cathedral of Santa Maria del Fiore, the iconic dome by Brunelleschi, and the Baptistery with its famous Gates of Paradise. Stroll through Piazza della Signoria, Palazzo Vecchio, Giotto’s Bell Tower and the exterior of the renowned Uffizi Gallery (outside visits).

After this cultural immersion, you’ll have free time to explore at your leisure— where you can buy gifts, sip mulled wine and even meet Santa Claus! 

The piazza of the beautiful Basilica di Santa Croce is home to the largest Christmas market in Florence! While the tradition began in Germany in the 12th century and spread to surrounding the countries, the Weihnachtsmarkt Santa Croce does not fail to deliver the charm and excitement of the historic markets.

The Weihnachtsmarkt market has been an annual tradition in Florence for the past 500 years and is a spot you have to experience during the holiday season. You can stroll through the festive, German-style open-air wooden stalls to browse the local and international goods.

The Santa Croce market hosts traditional, mouthwatering foods such as bratwurst and pretzels. These create a rich, savory meal when accompanied by kraut or a beer.  A must-try goodie is Kürtőskalács, also called chimney cake, covered in your choice of delicious toppings such as cinnamon and chocolate. A warm cup of mulled wine is the perfect holiday drink to warm you up on a brisk winter’s day, and some stalls even have the option to keep the mug as a souvenir!  Other fun international treats can be found at the Dutch crepes and waffles stall and the Austrian booths lined with an array of tempting pastries.

An Italian twist is added to the traditional stalls with the addition of the tasty cheese, jam, chocolate, and spice vendors. Original jewelry and contemporary artwork can also be found at local artisans’ booths. Several vendors that sell winter wear such as scarves, hats, and jackets to keep warm while enjoying the market and the rest of Florence. The market is a great place to pick up unique Christmas treats and sweets for stocking stuffers or souvenirs. Beautifully crafted ornaments and candle votives of all kinds are sure to liven any holiday celebration. Lastly, there is a plentiful variety of ceramic home goods offered at the English stalls, where you can also buy amazing lemon curd and fruit mince.

Whether you are just perusing the stalls or on the hunt for one-of-a-kind gifts, you are sure to enjoy this delightful market!

Later you will be transferred back to your hotel, filled with the sights and stories of this magnificent city. (B)

Day 5

December 9
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Tuscany

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Local Artisinal Soap Factory Visit/Pizza Class

DateWednesday, Dec 9, 2026

This morning, step into a world where beauty and quality intertwine, a place where creativity meets tradition. The team of artisans has always aimed to envelop elegance through every soap they craft. Each soap is lovingly wrapped in original and exclusive designs inspired by Florence’s rich artistic heritage—a symphony of shapes and colors that transform the packaging into precious keepsakes. 

At the heart of these creations is an ancient recipe, renewed through time, that combines pure ingredients, natural fragrances, and meticulous artisanal techniques. Rooted in artisanal wisdom, local culture, and a deep respect for the environment, every product tells a story of craftsmanship and sustainability.

Discover the secrets behind these exquisite soaps and experience the authentic charm of traditional soap-making.

This afternoon become an Italian Chef for the day - immerse yourself in this culinary experience with a pizza class with Chef Anna! She will share her secrets with you…  So don’t hold back and take some notes!

From Pizza Dough   and Pizza Tomato Sauce   to Tuscan Focaccia Bread  and Cantuccini  (Tuscan Almond Cookies)

At the end, enjoy your feast for dinner, based on the dishes prepared. BUON APPETITO! (B, D)

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Day 6

December 10
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Arezzo

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Tyrolean Village Christmas market

DateThursday, Dec 10, 2026

Spend a fabulous day in the elegant city of Arezzo  - Let’s start with a guided walking tour, then continue with its magical Christmas Markets and its  Tyrolean Village, the largest in Italy. In Piazza Grande, you’ll find more than 40 Tyrolean chalets offering handicrafts, decorations, typical specialties, and the iconic “Baite del Gusto.”   From mulled wine to craft beers, stuffed pretzels to raclette, polenta to the traditional roasted pork shank, there are many delicacies to enjoy in the magical atmosphere of Piazza Grande, surrounded by fir trees, lights, and Christmas music.
A unique atmosphere not to be missed!

In the late afternoon, you’ll be transferred back to your hotel. Dinner on your own. (B)

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Day 7

December 11
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San Gimignano/Rome

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San Gimignano/Winery Visit & Farewell Luncheon

DateFriday, Dec 11, 2026

The morning begins with a true taste of Tuscany—the world-famous extra-virgin olive oil! After breakfast, set off for San Gimignano, a UNESCO World Heritage town known for its towering medieval architecture. Once home to 76 watchtowers, only 13 remain today, but they still evoke the power and prosperity of the Middle Ages. Take a walking tour through the narrow cobbled streets, pausing at the Piazza della Cisterna, the Piazza del Duomo, and other charming corners that transport you back in time.

No Tuscan experience would be complete without a taste of its culinary delights! After the tour, you’ll enjoy a farewell lunch and wine tasting at a local farm, savoring typical Tuscan dishes, paired with olive oil and truffle oil tasting…and of course have some fresh bread with it! Cin-Cin! 

We make our way back to Rome. Our hotel is located near FCO airport  to make an easy transfer back home in the morning.  (B, L)

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Hotel Isola Sacra

Check inFriday, Dec 11, 2026
Check outSaturday, Dec 12, 2026
Hotel Isola Sacra offers a serene escape just minutes from Fiumicino Airport. Surrounded by beautiful gardens, this hotel features a stunning outdoor swimming pool and an on-site restaurant serving authentic Italian dishes. Its spacious rooms combine modern amenities with classic decor, providing a relaxing base for exploring nearby attractions.
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Day 8

December 12
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Departure

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Check out from the Hotel and transfer to airport

Check outSaturday, Dec 12, 2026

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)

Travel Tips

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Travel Tips

🎄 Getting Around

  • Comfortable walking is essential; historic city centers are mostly pedestrian.

🧣 What to Wear

  • December temperatures range from 30s–50s°F depending on region.

  • Pack warm layers, a scarf, gloves, and a water-resistant coat.

  • Comfortable, non-slip walking shoes are a must for cobblestone streets.

🎁 Christmas Market Know-How

  • Markets feature artisan gifts, ornaments, and regional specialties.

  • Bring a small crossbody bag for purchases and easy movement.

  • Many vendors prefer cash for small items, though cards are widely accepted.

🍷 Food & Drink Tips

  • Warm up with vin brulé (Italian mulled wine) or hot chocolate.

  • Seasonal treats vary by region—don’t miss roasted chestnuts and festive pastries.

  • Meals are leisurely; tipping is modest—rounding up is appreciated.

🌟 Travel Mindset

  • Christmas in Italy is about tradition, atmosphere, and community.

  • Expect fewer crowds than summer, magical evening lights, and cozy moments.

  • Embrace a slower pace—this is Italy at its most charming.

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A Few Useful Phrases

👋 Greetings & Polite Expressions

  • Ciao (chow) – Hello / Goodbye

  • Buongiorno (bwohn-JOR-noh) – Good morning / Good day

  • Buonasera (bwoh-nah-SEH-rah) – Good evening

  • Per favore / Per piacere (pair fah-VOH-reh / pair pee-ah-CHEH-reh) – Please

  • Grazie (GRAHT-see-eh) – Thank you

  • Grazie mille (GRAHT-see-eh MEE-leh) – Thank you very much

  • Prego (PREH-goh) – You’re welcome

  • Scusi / Scusa (SKOO-zee / SKOO-zah) – Excuse me / Sorry (formal / informal)

🎄 Christmas Greetings

Buon Natale – Merry Christmas
(bwohn nah-TAH-leh)

Buone Feste – Happy Holidays
(BWOH-neh FES-teh)

Felice Natale – Happy Christmas
(feh-LEE-cheh nah-TAH-leh)

❄️ Winter & Weather

Fa freddo – It’s cold
(fah FRED-doh)

Che freddo! – So cold!
(keh FRED-doh)

Nevica – It’s snowing
(NEH-vee-kah)

Piove – It’s raining
(PYOH-veh)

🍷 Christmas Markets & Dining

Un vin brulé, per favore – Mulled wine, please
(oon veen broo-leh, pehr fah-VOH-reh)

Castagne arrosto – Roasted chestnuts
(kah-STAH-nyeh ah-ROHS-toh)

È tipico? – Is this local/traditional?
(eh TEE-pee-koh)

È fatto a mano? – Is this handmade?
(eh FAT-toh ah MAH-noh)

🛍️ Shopping & Markets

Quanto costa? – How much does it cost?
(KWAN-toh KOH-stah)

Posso pagare in contanti? – Can I pay cash?
(POHS-soh pah-GAH-reh een kon-TAHN-tee)

Solo contanti – Cash only
(SOH-loh kon-TAHN-tee)

☕ Cafés & Comfort

Un cioccolato caldo, per favore – Hot chocolate, please
(oon choh-koh-LAH-toh KAHL-doh, pehr fah-VOH-reh)

Possiamo sederci? – May we sit?
(poh-SEE-ah-moh seh-DEHR-chee)

Learning these basic phrases can make your interactions with locals much smoother and more enjoyable.

Your Travel Package

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Inclusions

  • One group arrival  Transfer from FCO Airport to Rome hotel

  • One group departure Transfer from Hotel in Rome Airport FCO Airport

  • 1 night accommodation in Rome

  • 4 night accommodation at Hotel Villa Casagrande 

  • 1 night accommodation in Rome FCO APT Area

  • Daily breakfast

  • Welcome dinner at a local restaurant in Rome

  • Tuscan Dinner at the Hotel restaurant in Tuscany

  • Pizza Making class with Cantucci Dessert at the Hotel  (Pizza dinner included after the lesson)

  • Wine & Oil tasting with lunch in San Gimignano winery

  • All mentioned meals including ¼ wine and ½ water per pax

  •  Porterage in/out Hotels

  • City taxes at the hotels

  • Professional English-speaking Tour Escort throughout the tour

  • Local Artisanal Soap Factory visit

  • 3h walking guided tour: Roman Squares

  • 3h walking guided tour Florence

  • 2h walking guided tour Arezzo

  • 2h walking guided tour San Gimignano

  • Mandatory whispers during the guided tours

  • Bus for  services as per itinerary

Exclusions

  • Not mentioned Entrance tickets

  • Gratuities to the Tour Leader/ Local Guides/ Drivers

  • Everything not clearly specified in the itinerary

Things to Note

  • All deposits are non-refundable

  • Travel Insurance is highly recommended. We are happy to provide two insurance quotes for your consideration

  • Passports must be valid for at least 6 months after your return date

  • Airfare can be quoted upon request

  • If you wish to extend your stay, please let us know and we can assist with those arrangements

  • 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.

We're Here to Help

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Get in Touch with Us

We're here to help! For inquiries or assistance, feel free to reach out:

Phone or WhatsApp: +518 852 8161

Email: laurie@pushpintours.com

Our team is available 24/7 to assist with bookings, itinerary changes, and any questions you may have. Let us help you make your Marrakech dream trip a reality!