10 Best Tuscany Multiday Tours in Winter

Italy City Break - 5 Days - Winter Tours

32% OFF TODAY

Halloween Super Sales

Italy City Break - 5 Days - Winter tours

4.5

(4 reviews )

Trip customizable

Best price guaranteed

Exploring Italy through this trip was an unforgettable experience! It allowed us to see all the iconic landmarks in each city we visited, offering a remarkable variety of activities that left no room for boredom. What made the journey even more exceptional were the guides - their passion for the country, combined with their extensive knowledge, made the trip truly unforgettable. They made it a priority to connect with each and every traveler, ensuring that everyone was fully immersed in the tour. With everything taken care of, this trip exceeded our expectations and more. I highly recommend it to anyone who wants to discover Italy in the best possible way!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Assisi

Rome, Florence, Venice, Assisi, Montepulciano, Siena, Tuscany, Bologna, Padua

32% OFF TODAY

Duration5 days

From

USD 1,780

USD 1,209

Saving

USD 571

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Halloween Super Sales

Rome, Florence & Tuscany Family Adventure - Winter tours

(3 reviews )

Trip customizable

Best price guaranteed

Hi Stefania! Sorry to take so long to write back. It has been crazy trying to get back into the swing of things at work after that trip. Italy was amazing!! We absolutely loved it! As for feedback on the trip, we really don't have anything that was negative. We loved everything that was planned! We especially loved how you planned the sites that we went and how the pattern flowed (not sure if you did it on purpose but we think so). Also, thank you for being very accessible to us during the whole planning of the trip. You helped put us at ease and it was very reassuring that we chose the right company. That is all that I can given you that might be considered constructive. The rest I could say would just be compliments on everything else. If I can think of anything else that I think is useful I will definitely email you. Hope all is well, Jane P.S. - Does your company only provide trips for Italy or other countries as well, just wondering for the future :)

Food tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, San Gim

Rome, Florence, Tuscany, San Gimignano, Chianti, The Vatican

Duration8 days

From

USD 7,613

USD 7,385

Saving

USD 228

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Halloween Super Sales

Discovery of Italy: 8 Days - Winter tours

(1 review )

Trip customizable

Best price guaranteed

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.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, The Vati

Rome, Florence, Venice, The Vatican, Assisi, Montepulciano, Siena, Tuscany, Bologna, Padua

Duration8 days

From

USD 2,750

USD 2,668

Saving

USD 83

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Halloween Super Sales

Via Francigena: Walk from Lucca to Siena - Winter tours

(1 review )

Trip customizable

Best price guaranteed

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.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel, Hostel

Age Range

18-99 yrs

Operated in

English

Destinations

Siena, Tuscany, Lucca, Altopasci

Siena, Tuscany, Lucca, Altopascio, San Miniato Alto, Gambassi Terme, San Gimignano, Monteriggioni

Duration8 days

From

USD 683

USD 662

Saving

USD 20

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Italian Expresso - 5 Days - Winter Tours

18% OFF TODAY

Halloween Super Sales

Italian Expresso - 5 days - Winter tours

No booking fees

Best price guaranteed

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.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Tuscany, Florence, Bologna

Rome, Tuscany, Florence, Bologna, Venice

18% OFF TODAY

Duration5 days

From

USD 1,465

USD 1,208

Saving

USD 257

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Halloween Super Sales

Mediterranean Coastal Journey Spain, France & Italy - Winter tours

4.5

(24 reviews )

No booking fees

Best price guaranteed

The Mediterranean Tour was wonderful and will be fondly remembered for the rest of my lifetime. A favorite experience is difficult to choose as so many were great. I was awed by the visit to the Basilica of the Holy Family in Barcelona.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

1-99 yrs

Operated in

english

Destinations

Barcelona, Tuscany, Nice, Genoa

Barcelona, Tuscany, Nice, Genoa, San Gimignano, Costa Brava, Figueres, Marseille

Duration16 days

From

USD 5,499

USD 5,334

Saving

USD 165

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Europe Highlights Christmas - Winter Tours

9% OFF TODAY

Halloween Super Sales

Europe Highlights Christmas - Winter tours

No booking fees

Best price guaranteed

It’s the most wonderful time of the year on this 10-day Europe Highlights Christmas tour! This festive journey will take you from Italy to Switzerland and back again with countless adventures in between. Discover the beauty of Venice, Munich’s famous Christmas markets, the Amsterdam canals, the twinkling lights of Paris and the snowy Swiss Alps on Christmas day. Visit mountainous Innsbruck, explore the charming Belgian city of Ghent, cruise the Rhine River and admire Florence’s masterpieces. End the tour in Rome on New Year’s Eve after making memories to last a lifetime!

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Venice, Bavaria, Rhine, Am

Rome, Venice, Bavaria, Rhine, Amsterdam, Paris, the Swiss Alps, Tuscany

9% OFF TODAY

Duration10 days

From

USD 2,675

USD 2,430

Saving

USD 245

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All Tuscany Tours in Winter

7 Trips in Tuscany with 33 Reviews

Get a customized trip to Tuscany in Winter

Get a customized trip to Tuscany in Winter

7 Trips in Tuscany with 33 Reviews

Italy City Break - 5 Days - Winter tours

Rome, Florence & Tuscany Family Adventure - Winter tours

Discovery of Italy: 8 Days - Winter tours

Via Francigena: Walk from Lucca to Siena - Winter tours

Italian Expresso - 5 days - Winter tours

Mediterranean Coastal Journey Spain, France & Italy - Winter tours

Europe Highlights Christmas - Winter tours

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Tuscany Tours in Winter

7 Trips in Tuscany with 33 Reviews

Get a customized trip to Tuscany in Winter

Get a customized trip to Tuscany in Winter

7 Trips in Tuscany with 33 Reviews

Italy City Break - 5 Days - Winter tours

Rome, Florence & Tuscany Family Adventure - Winter tours

Discovery of Italy: 8 Days - Winter tours

Via Francigena: Walk from Lucca to Siena - Winter tours

Italian Expresso - 5 days - Winter tours

Mediterranean Coastal Journey Spain, France & Italy - Winter tours

Europe Highlights Christmas - Winter tours