Tuscany Tours in Winter

4.7

504 reviews on bookmundi

Planning for a trip to Tuscany during Winter? We offer 10+ tour packages to Tuscany departing in Winter that have 60+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Tuscany on your Winter holiday.

See all Tuscany Winter Tours

Best Price Guarantee

4.7 stars on Reviews.io (799+ reviews)

Select from 10+ tours

10 Best Winter Tours in Tuscany

Join one of these handpicked Tuscany Winter tour packages, tailored to the season.

12% Off Today

Europe Escape

4.8(157 reviews)

Discover Europe’s most celebrated cities and landscapes with the "Europe Escape" city sightseeing tour—a 12-day adventure beginning and ending in Rome. This flagship trip invites experienced travelers and seniors to journey through seven countries, including the magic of Paris, the wonder of the Swiss Alps, and the romance of Tuscany. Explore iconic sights such as the Eiffel Tower, Pisa’s Leaning Tower, the canals of Venice, and the vibrant streets of Amsterdam. The moderate pace allows you to soak in each destination, while seamless logistics ensure a stress-free experience. What makes this package a favorite among travelers? It’s the perfect mix of classic highlights and authentic local experiences, all wrapped into one action-packed and memorable European journey.

12 days

View Tour

32% Off Today

Italy City Break - 5 Days

4.5(4 reviews)

Craving a taste of Italy’s most iconic UNESCO sites in just five days? The "Italy City Break" is your passport to a whirlwind of art, history, and vibrant culture. Starting from Rome, you’ll journey to the medieval town of Assisi—birthplace of St Francis—before heading to Florence, the city where the Renaissance began. Wander through Florence’s architectural marvels, then continue north to explore the artistic treasures of Bologna, Padua, and the canals of Venice. The adventure doesn’t stop there; Tuscany’s world-renowned vineyards invite you for a final taste of la dolce vita before a return to Rome. Tailored for young adults and seasoned travelers who appreciate efficient yet immersive sightseeing, this trip ensures you soak up Italy’s best in record time. The guided tour package includes essential highlights, expert insights, and a seamless travel experience. USP: A curated route through Italy’s cultural heartlands, blending world heritage sites, culinary delights, and breathtaking scenery—making it a perfect short escape for those who want to experience Italy’s essence without compromise.

5 days

View Tour

10% Off Today

Europe Jewel

4.9(145 reviews)

From Amsterdam’s charming canals to the majestic Swiss Alps, the Europe Jewel trip is a two-week art and architecture tour that spans the best of both Western and Eastern Europe. This immersive group journey takes you through 10 countries, including the Czech Republic, Austria, Hungary, and more. Explore vibrant capitals like Vienna and Budapest, sample authentic Italian cuisine, and lose yourself in the historic ambiance of Prague and Bratislava. Travelers who relish a balance of sightseeing, cultural experiences, and natural wonders will love the diversity on offer. The tour’s unique highlight? A seamless blend of Western allure and Eastern intrigue, ensuring an unforgettable, all-encompassing European adventure.

14 days

View Tour

3% Off Today

Rome, Florence & Tuscany Family Adventure

5.0(3 reviews)

Create lasting memories with your children on the "Rome, Florence & Tuscany Family Adventure," a trip designed for families eager to bond over Italy’s treasures. Explore the myths of Roman emperors at the Colosseum, marvel at the Vatican’s masterpieces, and journey through Siena’s medieval streets en route to Florence. In Florence, meet Michelangelo’s David, stroll Renaissance avenues, and soak in the magic of the Uffizi. The adventure continues through Tuscany’s iconic vineyards—perfect for parents and kids alike to discover the region’s timeless charm. This private tour package balances immersive guided experiences with free exploration, ensuring flexible adventures for all ages. The unique selling point: fully customizable options to tailor your Italian journey to your family’s interests, making every day both educational and unforgettable.

8 days

View Tour

3% Off Today

Discovery of Italy: 8 Days

5.0(1 review)

From the medieval charm of Assisi to the artistic grandeur of Florence, the Discovery of Italy: 8 Days tour offers an easy-paced journey for young adults and seasoned travelers alike. Explore the Leaning Tower of Pisa, wander Bologna’s elegant streets, and soak in Venice’s romantic canals. The itinerary captures Tuscany’s rolling hills and Montepulciano’s beauty, with Rome bookending your adventure. The unique selling point: a curated blend of Italy’s top attractions and cultural encounters, ideal for those eager to uncover the best of Italy in a single trip.

8 days

View Tour

3% Off Today

Private Gourmet Wine Tour in Tuscany

4.5(2 reviews)

Picture yourself winding through the Chianti hills, glass in hand, as you embark on the "Private Gourmet Wine Tour in Tuscany." This four-day easy-paced trip is designed for experienced travelers who appreciate the finer things in life. Savor world-renowned wines like Brunello di Montalcino and Chianti DOC, indulge in local delicacies, and explore the storybook villages of Volterra and San Gimignano. With private guidance and a flexible itinerary, this tour package blends scenic landscapes, culinary delights, and personalized attention. The USP? Exclusive access to authentic Tuscan experiences—perfect for those seeking both indulgence and cultural depth in their Italian getaway.

4 days

View Tour

5% Off Today

Europe Highlights

4.8(118 reviews)

Experience the essence of Europe on the Europe Highlights trip—a 10-day whirlwind journey through Rome, Paris, Lauterbrunnen, and beyond. This moderate-activity tour is tailored for experienced travelers and seniors eager to tick off iconic sights: marvel at the Eiffel Tower, cruise the Rhine, explore the Swiss Alps, and wander Venice’s canals. Indulge in regional cuisine, stunning scenery, and vibrant cultures across seven countries. The tour’s unique selling point is its expertly crafted itinerary, delivering Europe’s most beloved attractions in a single, unforgettable trip—perfect for those who want to see it all with maximum ease and enjoyment.

10 days

View Tour

3% Off Today

The Tuscan Dream Self-Drive

5.0(2 reviews)

This self-drive tour offers you the opportunity to discover one of the most beautiful areas in Italy: Tuscany. Visit at your own pace and choose how you want to spend your days. Begin your Tuscan adventure in Montecatini Terme, a charming spa town nestled in the Province of Pistoia, ideal for relaxing amidst thermal waters and elegant architecture. Next, you may decide to visit Lucca, just 30 minutes away, where ancient walls and Roman streets lead to San Michele’s majestic piazza. Then, continue to Pisa and marvel at the iconic Leaning Tower, Baptistery and Duomo in the stunning Piazza dei Miracoli. Later, explore Florence, home to Renaissance treasures like the Duomo, Michelangelo’s David, and the Uffizi Gallery. The following day, immerse yourself in the rolling vineyards of Chianti, savoring wines in Radda and Greve, with a detour to picturesque Montefioralle. Onward to Siena, wander medieval lanes to Piazza del Campo, then step back in time in San Gimignano, famed for its towers and timeless views. Conclude your stay with panoramic scenes from Montecatini’s historic funicular before heading south toward Rome. In Rome, explore iconic landmarks such as the Colosseum, Pantheon, and Trevi Fountain. Stroll historic streets, savor authentic Italian cuisine and reflect on a journey filled with culture, beauty and timeless charm. This route is perfect for those seeking Scenic tours of Italy, blending culture, relaxation and breathtaking countryside.

7 days

View Tour

18% Off Today

Italian Expresso - 5 days

COACH TOUR: Explore the best of central Italy on this five-day journey from Rome to Venice, with scenic stops in Florence, Bologna and the Tuscan countryside. Visit Assisi and Siena en route to Florence, where Renaissance treasures and Tuscan cuisine await. Wander Bologna’s historic streets and enjoy a street food tasting before heading to Venice for gondolas, cicchetti and grand architecture. Wrap up with wine and views in hilltop Montepulciano before returning to Rome. With guided sightseeing, regional flavours and iconic landmarks throughout, this compact adventure is perfect for travellers keen to experience Italy’s cultural heart in style.

5 days

View Tour

3% Off Today

Via Francigena: Walk from Lucca to Siena

4.0(1 review)

Discover the Tuscan countryside and culture on this 8-day self-guided walking tour. Through the extensive footpath network of the area, roughly following the traces of the Via Francigena, one of Europe’s most important ‘highways’ in medieval times, you walk from village to village and experience a full immersion in the world-famous Tuscan landscape. The tour is perfect as an introduction to the region and a great choice for people who love museums, galleries and Gothic and Romanesque architecture. You have plenty of time to visit attractions on most of the days. You will also have time to visit all the beautiful medieval villages and historic towns along the Via Francigena: starting from beautiful Lucca, you’ll pass through Fucecchio, San Miniato, Gambassi Terme, the stunning San Gimignano with its medieval skyscrapers and Monteriggioni, admired by Dante in his Divine Comedy. An optional detour can bring you to beautiful Colle Val d’Elsa and the tour ends in Siena, arguably the most perfectly preserved medieval town in Tuscany. This tour threads together some of the most attractive towns and villages in Tuscany in an eloquent procession. However, the emphasis of the tour is to enjoy the countryside, the rolling vineyards, the poppies in spring and the wild cyclamen in autumn. The area north of Siena is an amazing landscape of rolling hills, alternating vineyards and forests, while cypresses line the way leading to the distant farmhouses. Walking here is an unforgettable experience and many of the views have barely changed for hundreds of years. Accommodation and some meals are included. You spend a night in one of the best agriturismos in Tuscany, and the final night in the heart of Siena, in one of the most characteristic little hotels. This is a moderately easy tour which is suitable for those who have some experience of walking and a good general physical condition.

8 days

View Tour

10 Best Tuscany Multiday Tours in Winter

See all Tuscany Winter Tours

Top Tuscany Tour Activities for Winter

From city sightseeing tours to cultural, religious and historic sites and others, here are some popular tour activities in Tuscany with departures in Winter.

Tuscany Winter Tours for all Age Groups

Tuscany tours in Winter designed for all ages—families, young adventurers, seniors, and everyone in between.

60+ years

Tours for senior citizens

2 tours

40-59 years

Tours for experienced travelers

8 tours

18-39 years

Tours for young adults

3 tours

Tuscany Winter Tour Types

Discover Tuscany Winter tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.

Group tours

6 tours

Private tours

5 tours

Solo trips

5 tours

Guided tours

8 tours

Reviews of our Tuscany Tours for Winter

Feedback from guests whose tour started in/around Tuscany during Winter.

Ran | Traveled in January

5.0 - Excellent

Excellent

The tour was fun. I really like it. Gustavo was really organized and very informative with our trips. He is very knowledgeable with the places we have been. Gustavo is a very responsible tour leader and he made sure everyone are safe. Also, Alex was a very professional driver. Amazing long travel and alex drove safely. We had 5 star treatment these two great people!

Europe Highlights

Elvie | Traveled in January

5.0 - Excellent

Excellent

Excellent tour. Our tour leader Gustavo is excellent. He is amazing, friendly and helpful. Very accommodating. Gustavo makes all things possible. Very nice person. He showed us all the views and landmark of each country. Alex is an excellent driver. Very helpful and friendly. Overall this tour is amazing.

Europe Highlights

Barbara | Traveled in December

5.0 - Excellent

Great

I have had the wonderful pleasure of touring with you, the tour was well executed. The experiences are amazing and very unique. So much fun and I will tour again. I will recommend.

Discovery of Italy: 8 Days

Jordan | Traveled in December

5.0 - Excellent

Perfect group tour covering Italy.

Perfect group tour covering Italy. Well paced with plenty of activities balanced with good free time. Hotels, food, scenery, culture, history, fun, all great. Brilliant local tour guides and driver. Stayed at very comfortable and clean hotels with breakfasts included. On the whole a very enjoyable experience.

Grand Journey of Italy - 11 Days

Russell White | Traveled in December

5.0 - Excellent

Wonderful time in Tuscany

What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations! Fabulous wines and meals. We had a wonderful driver, Brando, who was patient and knowledgeable. This is a trip well worth it. Villa Lecchi was elegant and made us feel very special! Spectacular location in the heart of Chianti hills

Private Gourmet Wine Tour in Tus...

Sean E. | Traveled in December

5.0 - Excellent

Excellent

The tour operator planned what would have been a very challenging itinerary to pull off solo, with probably a couple too many places to visit, and executed absolutely wonderfully. Seamless, low maintenance and highly helpful - be on time where asked, use the resources/insight from the tour guide, and make the most of your free time. Exploring Europe became that simple, leaving all other moments to absorb and experience. I've never so clearly remembered details from a vacation before. The operator is a great way to take the stress out of seeing a new place. Aaron, our tour guide, and Rocket, our coach driver, truly enhanced the experience with their knowledge, expert planning, humor and cameraderie. I'll definitely be traveling with Expat again in the hopefully not so distant future.

Europe Highlights