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Discover Tuscany's festive charm on an 8-hour tour visiting Arezzo and Montepulciano Christmas Markets, with guided walks, artisan stalls, and holiday treats.
This 8 to 9-hour tour offers a wonderful way to experience the holiday spirit in Tuscany, traveling from Florence to two of the region’s most enchanting Christmas markets—Arezzo and Montepulciano. With a small group size limited to 8 participants and a provider rating of 4.7, this tour promises a personalized and authentic holiday experience, complete with guided walks, artisan stalls, and regional treats.
The tour starts in Florence and features scenic drives through the Tuscan hills, making it ideal for anyone eager to explore Tuscany’s charming towns decorated for Christmas. While the tour emphasizes festive sights and local craftsmanship, it also involves walking on uneven surfaces and outdoor exposure, so comfortable shoes and warm clothing are essential. This experience suits visitors looking for a relaxed, cultural holiday day with plenty of time to browse markets and enjoy local flavors.


The journey begins with a scenic 1-hour drive from Florence into the Tuscan countryside. The vehicle is comfortable, providing a relaxing start to the day filled with views of gentle hills and vineyards. The small group size ensures a quiet, intimate atmosphere, perfect for taking in the peaceful landscape of Tuscany before arriving at your first destination.
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Your first stop is Montepulciano, a town renowned for its beauty and medieval charm. The guided walking tour takes you through its historic center, where you’ll see scenic views and ancient squares. The highlight is Piazza Grande, transformed into a festive scene with wooden stalls offering local delicacies such as panforte and ricciarelli, along with handmade crafts and festive decorations.
You’ll have time to browse the artisan stalls, shop for holiday gifts, or enjoy the aroma of mulled wines and roasted chestnuts. The tour also includes a visit to Santa’s castle, a cheerful spot filled with holiday-themed activities for all ages. The combination of historic sights and holiday cheer creates a lively, authentic atmosphere perfect for holiday shoppers and culture lovers alike.

After exploring Montepulciano, the tour moves to Arezzo, arriving for a guided 45-minute walk through its festively decorated historic center. The city’s architectural gems shine amidst Christmas decorations, making for a picturesque stroll.
You’ll discover handcrafted gifts, sparkling ornaments, and traditional treats at the Arezzo Christmas market. Here, the artisan stalls are filled with unique handmade items, and the lively atmosphere invites browsing, sampling local street food, and shopping for local souvenirs. Visitors can also visit Santa Claus’s House and enjoy a warm drink at a cozy café, soaking in the festive spirit of Arezzo.
The tour provides 2 hours of free time at the Arezzo market, giving ample opportunity to explore more artisan stalls, sample holiday street food, or pick up special gifts. The leisure time ensures a relaxed pace, allowing visitors to savor regional treats like panforte and ricciarelli while enjoying the holiday ambiance.
During this period, visitors can also visit Santa Claus’s House or relax in a local café with a hot chocolate or mulled wine. The focus on local crafts and seasonal flavors makes this part of the tour particularly appealing for those wanting to embrace the Tuscan holiday atmosphere.
More Great Tours NearbyIn Montepulciano, the visit to Santa’s castle offers a delightful experience. The castle features themed rooms and holiday activities, making it enjoyable for both children and adults. The atmosphere is joyful and festive, with opportunities for photos and fun seasonal experiences, adding a playful element to the day.
In Arezzo, the guided walk through the decorated historic streets highlights notable architectural landmarks and festive displays. This walking tour lasts about 45 minutes and offers a chance to appreciate the city’s medieval and Renaissance architecture amidst holiday decorations.
The shopping at the Christmas market here revolves around handmade gifts and ornaments, with plenty of local craftsmanship on display. Visitors enjoy browsing the stalls, sampling local treats, and soaking in the seasonal cheer that transforms the city into a winter wonderland.
The tour departs from Tuscany on Wheels meeting points, either San Gimignano or Parcheggio Oltrarno in Florence. The small group of up to 8 participants ensures a more intimate experience, with personalized attention from the live guides fluent in English and Italian. The vehicle used for transport is comfortable and suitable for the scenic drive through Tuscany.
The tour includes a roughly 1-hour drive, with stops in Montepulciano and Arezzo, each lasting about an hour. The leisure time at the markets is flexible, allowing for relaxed browsing and sampling. Cancellations are free up to 24 hours in advance, offering flexibility for travelers’ plans.

While the tour does not include meals, it emphasizes local holiday treats available at the markets. Visitors can sample panforte, ricciarelli, and enjoy mulled wine and roasted chestnuts. These seasonal delicacies add to the festive atmosphere, giving a taste of authentic Tuscan holiday cuisine.
Participants should bring cash for purchases and wear warm clothing and comfortable shoes suitable for walking on uneven surfaces. No food or drinks are permitted in the vehicle, so plan to enjoy the market offerings on foot.
This tour is not suitable for children under 12 or individuals with mobility impairments, due to the walking involved on uneven surfaces and outdoor settings. The outdoor nature of the markets and the walking tours require a reasonable level of mobility and comfort with outdoor conditions.
Other tours available include full-day trips to Pienza, Montepulciano, and other Tuscan towns, with options for wine tasting and food sampling. However, this specific tour focuses especially on Christmas markets and local holiday traditions, making it a distinctive choice for those seeking a festive, cultural experience in Tuscany.
This tour provides an engaging way to discover two beautiful Tuscan towns decorated for Christmas, with guided walks, artisan stalls, and regional holiday treats. The small group setting and scenic drives make it a cozy, authentic experience perfect for lovers of Christmas markets and Tuscan culture.
While the walking involves some uneven surfaces and outdoor exposure, the leisure time at the markets allows for relaxed browsing and sampling. The guided visits ensure you see the highlights, and the festive atmosphere at both towns creates memorable holiday moments. This tour represents a solid choice for those wanting a short but rich holiday experience outside Florence.
Is this tour suitable for children?
This tour is not suitable for children under 12 years due to walking on uneven surfaces and outdoor conditions. It’s designed for adult participants or older teenagers comfortable with walking and outdoor winter weather.
What should I bring on the tour?
Participants should bring comfortable shoes, warm clothing, a camera, and cash for market purchases. Since the tour involves outdoor walking, dress appropriately for the weather.
Are meals included during the day?
No, the tour does not include meals. However, it emphasizes tasting local holiday treats like panforte, ricciarelli, and mulled wine, available at the markets.
How many people are in the tour group?
The tour operates with a small group of up to 8 participants, ensuring a more personalized experience and easier interaction with guides.
What languages are guides available in?
The live guides speak English and Italian, providing informative commentary throughout the day.
Can I cancel my booking?
Yes, free cancellation is available up to 24 hours in advance, offering flexibility if plans change.
This Arezzo & Montepulciano Christmas Markets Tour offers an authentic, festive way to enjoy Tuscany’s holiday charm, combining scenic drives, cultural exploration, and seasonal cheer in a memorable day out.
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