10 Best Siena Multiday Tours in Winter

30% OFF TODAY

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

30% OFF TODAY

Duration5 days

View Tour

Private Gourmet Wine Tour in Tuscany - Winter tours

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

View Tour

8% OFF TODAY

Super Sales

Treasures of Italy - Winter tours

4.9

(7 reviews )

No booking fees

Best price guaranteed

Regarding the MY TRIP ITINERARY, it will be great if there is an estimate time per location, this can help us plan our own time if we want to do side trips or see other sights on our own and make sure we can get back to the bus on time.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Perugia, Siena, Fl

Rome, Venice, Perugia, Siena, Florence, Genoa, Milan, Verona

8% OFF TODAY

Duration13 days

View Tour

35% OFF TODAY

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

35% OFF TODAY

Duration8 days

View Tour

Amazing Italy - Winter tours

(3 reviews )

Trip customizable

Best price guaranteed

Absolutely incredible! Italy’s history, food, and charm blew us away. The small group setting was perfect, and everything was tailored for Canadian travelers. Highly recommend!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Rome, Florence, Verona, Sorrento

Rome, Florence, Verona, Sorrento, Venice, Perugia, Naples, Salerno, Siena, Genoa, Milan

Duration15 days

View Tour

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

View Tour

35% OFF TODAY

Explore Italy - 4 Days - Winter tours

(1 review )

Trip customizable

Best price guaranteed

Our trip was absolutely wonderful! I would like to thank our tour guide, for taking great care of everything. We had something planned every day and the group that travelled with us was so friendly. Everything worked out beautifully. We made memories that will last a lifetime!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-90 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Assisi

Rome, Florence, Venice, Assisi, Siena, Bologna, Padua, Venice & Veneto

35% OFF TODAY

Duration4 days

View Tour

8% OFF TODAY

Super Sales

Roman Holiday - Winter tours

(2 reviews )

No booking fees

Best price guaranteed

Everything was good, no complains. the tour guy Antonio was amazing. we are happy with all.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Siena, Florence

8% OFF TODAY

Duration8 days

View Tour

8% OFF TODAY

Super Sales

The Essential of Italy - Winter tours

4.4

(13 reviews )

No booking fees

Best price guaranteed

Intense itinerary that covers most of the highlights of Italy. Hotels were mostly good and guides were friendly and helpful. Overall, the trip was pretty well organized.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Siena, Florence, G

Rome, Venice, Siena, Florence, Genoa, Milan, Verona

8% OFF TODAY

Duration11 days

View Tour

Tuscany Highlights, Semi-private Tour - Winter Tours

22% OFF TODAY

Super Sales

Tuscany Highlights, Semi-private Tour - Winter tours

Trip customizable

Best price guaranteed

Drive through some of Italy's most iconic region on this eight-day tour that takes you through Lucca, Siena and Florence. Tuscany is brimming with secluded valleys, magnificent rolling hills and majestic medieval villages boasting bustling restaurants, piazzas and ancient narrow cobble-stoned streets. Its rich landscape is complemented by towns overflowing with Renaissance art and architecture.

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, italian, german

Destinations

Florence, Lucca, Siena

22% OFF TODAY

Duration8 days

View Tour

The Essential Of Italy End Milan - Winter Tours

8% OFF TODAY

Super Sales

The Essential of Italy end Milan - Winter tours

4.7

(6 reviews )

No booking fees

Best price guaranteed

Europamundo was such an amazing tour company to book Everything was so fabulous and the tour itself was amazing. Our guide Paula was so informative, splendid, lovely I am so impressed she always did her informational in multiple languages to ensure no one missed anything. I learned so much more than I would have seeing Italy on my own.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Milan, Rome, Siena, Florence, Genoa

8% OFF TODAY

Duration9 days

View Tour

Italian Highlights - Winter tours

Trip customizable

Best price guaranteed

This Self-drive journey starts from Rome the capital of Italy towards the Siena Area and continues through Orvieto famous for its majestic Gothic Cathedral and the beautiful Perugia region home of the Baci (world-famous chocolate). Drive along beautiful scenic roads in the Tuscan hills. Explore the village of Montalcino and taste the famous Brunello wine. Then you will reach Bagno Vignoni renowned for its spa with a large swimming pool. Visit Pienza famous for its sheep cheese “Pecorino”. Your last stop of the day will be in Montepulciano where you will have the opportunity to taste local wines. Next day, continue your journey through Chianti Landscape, famous for its wines. Driving ahead towards San Casciano Val di Pesa where local oil and wine tasting is scheduled. Then you will reach Florence. The following day, discover Florence, renowned for Piazza della Repubblica, Piazza della Signoria and Ponte Vecchio with its goldsmith's shops. Late afternoon you will depart for Bologna. The next day drives to Parma and enjoys the visit to the vinegar factory in Modena and returns to Bologna. The following day explore Bologna and in the afternoon drive through Ferrara city with a wonderful castle and reach Padua. Next day, Enjoy a visit to picturesque places in Padua: Scrovegni Chapel with Giotto's frescoes, the St Antony’s Basilica, Prato della Valle and Palazzo della Ragione. Next, you will drive to Venice, also known as The Floating City. Sail the Gondola, an iconic Venetian wooden boat and be amused by the Venice lagoon. This itinerary is a perfect example of what you’ll find in Exclusive Italy tours and packages, combining historic cities, culinary experiences, and iconic landscapes into one unforgettable journey.

City sightseeing

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Rome, Venice, Bologna, Siena, Fl

Rome, Venice, Bologna, Siena, Florence, Padua

Duration9 days

View Tour

8% OFF TODAY

Super Sales

Golden Italy - Winter tours

4.5

(39 reviews )

No booking fees

Best price guaranteed

I liked the very good selection of places we visited and the warmth and good sense of humor of our guide, antonio.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Perugia, Naples, S

Rome, Venice, Perugia, Naples, Salerno, Siena, Florence, Genoa, Milan, Verona

8% OFF TODAY

Duration15 days

View Tour

Siena Tours in Winter

Get a customized trip to Siena in Winter

15 Trips in Siena with 277 Reviews

15 Trips in Siena with 277 Reviews

Spotlight on Tuscany - Winter tours

Italy City Break - 5 Days - Winter tours

Private Gourmet Wine Tour in Tuscany - Winter tours

Treasures of Italy - Winter tours

Discovery of Italy: 8 Days - Winter tours

Amazing Italy - Winter tours

Via Francigena: Walk from Lucca to Siena - Winter tours

Explore Italy - 4 Days - Winter tours

Roman Holiday - Winter tours

The Essential of Italy - Winter tours

Tuscany Highlights, Semi-private Tour - Winter tours

The Essential of Italy end Milan - Winter tours

Italian Highlights - Winter tours

Golden Italy - 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

Siena Tours in Winter

Get a customized trip to Siena in Winter

15 Trips in Siena with 277 Reviews

15 Trips in Siena with 277 Reviews