10 Best Tuscany Multiday Tours in January 2026

Italy City Break - 5 Days - January 2026

32% OFF TODAY

Halloween Super Sales

Italy City Break - 5 Days - January 2026

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

Private Gourmet Wine Tour in Tuscany - January 2026

4.5

(2 reviews )

Trip customizable

Best price guaranteed

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

Food toursWine tasting tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

22-89 yrs

Operated in

english, german

Destinations

Tuscany, Chianti, Florence, Sien

Tuscany, Chianti, Florence, Siena, Pisa

Duration4 days

From

USD 2,813

USD 2,728

Saving

USD 84

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Halloween Super Sales

Rome, Florence & Tuscany Family Adventure - January 2026

(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 7,631

USD 7,402

Saving

USD 229

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Discovery Of Italy: 8 Days - January 2026

37% OFF TODAY

Halloween Super Sales

Discovery of Italy: 8 Days - January 2026

(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

37% OFF TODAY

Duration8 days

From

USD 2,750

USD 1,734

Saving

USD 1,016

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Halloween Super Sales

Via Francigena: Walk from Lucca to Siena - January 2026

(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 684

USD 664

Saving

USD 21

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Halloween Super Sales

The Tuscan Dream Self-Drive - January 2026

(2 reviews )

Trip customizable

Best price guaranteed

GO!!! Our first time in Italy and this package was absolutely amazing. The price, sights, hotels and people couldn’t be beat. Really, just go!

City sightseeing

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Rome, Siena, Tuscany, Chianti, Pistoia

Duration7 days

From

USD 629

USD 610

Saving

USD 19

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18% OFF TODAY

Halloween Super Sales

La Dolce Vita - 11 days - January 2026

No booking fees

Best price guaranteed

COACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Sorrento, Florence, Bologn

Rome, Sorrento, Florence, Bologna, Venice, Tuscany, Naples, Capri

18% OFF TODAY

Duration11 days

From

USD 3,435

USD 2,832

Saving

USD 603

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Italian Expresso - 5 Days - January 2026

18% OFF TODAY

Halloween Super Sales

Italian Expresso - 5 days - January 2026

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

Unforgettable Gems of Italy - January 2026

Trip customizable

Best price guaranteed

Embark on a timeless journey through Italy, where history, art, and natural beauty converge. From the ancient grandeur of Rome, with its iconic Colosseum and the Vatican's awe-inspiring masterpieces, to the romantic allure of the Amalfi Coast, where sun-kissed beaches and charming villages line the coastline. Immerse yourself in the heart of Tuscany, renowned for its world-class wines, picturesque landscapes, and historic cities like Florence and Siena. Discover the Cinque Terre, a collection of five colorful villages perched on cliffs overlooking the Ligurian Sea, offering breathtaking views and quaint charm. This extraordinary tour offers a perfect blend of history, culture, and natural beauty, promising unforgettable memories.

Art and architecture

Tour Type

Private Tour

Age Range

1-99 yrs

Operated in

English

Destinations

Rome, Amalfi Coast & Campania, F

Rome, Amalfi Coast & Campania, Florence, Venice, The Vatican, Montepulciano, Naples, Tuscany, Lucca, Cinque Terre, Milan, Lake Como, Tivoli, Vatican City, Pompeii, Amalfi Coast, Capri

Duration22 days

From

USD 9,150

USD 8,875

Saving

USD 274

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Halloween Super Sales

Timeless Tuscany: A Tuscan Villa Experience - January 2026

Trip customizable

Best price guaranteed

Experience the heart of Tuscany with a gastronomic escape at a historic Tuscan villa. This deliciously curated package includes hands-on cooking and pizza-making classes with the warm and welcoming chef, plus a scenic wine tasting at a local farm near San Gimignano. Enjoy time to relax or explore the nearby medieval gems of Siena and Florence, all while staying in a villa once home to popes and princes. With unforgettable meals, charming towns, and authentic Tuscan hospitality, this is the perfect getaway for food and wine lovers seeking a true taste of Italy

Explorer

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

7-99 yrs

Operated in

english

Destinations

Tuscany, San Gimignano

Duration6 days

From

USD 1,636

USD 1,587

Saving

USD 49

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All Tuscany Tours in January 2026

10 Trips in Tuscany during January 2026 with 13 Reviews

Get a customized trip to Tuscany in January 2026

10 Trips in Tuscany during January 2026 with 13 Reviews

Italy City Break - 5 Days - January 2026

Private Gourmet Wine Tour in Tuscany - January 2026

Rome, Florence & Tuscany Family Adventure - January 2026

Discovery of Italy: 8 Days - January 2026

Via Francigena: Walk from Lucca to Siena - January 2026

The Tuscan Dream Self-Drive - January 2026

La Dolce Vita - 11 days - January 2026

Italian Expresso - 5 days - January 2026

Unforgettable Gems of Italy - January 2026

Timeless Tuscany: A Tuscan Villa Experience - January 2026

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 January 2026

10 Trips in Tuscany during January 2026 with 13 Reviews

Get a customized trip to Tuscany in January 2026

10 Trips in Tuscany during January 2026 with 13 Reviews