10 Best Tours and Trips in Siena in 2025/2026 - Compare Prices

Explore Italy - 4 Days

(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

Duration4 days

From

USD 1,630

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16% OFF TODAY

Best of Europe

4.7

(27 reviews )

No booking fees

Best price guaranteed

The tour was excellent. Sonny was an incredible driver, prompt, friendly and kind. Our tour guide, Callum 'Blinky' Pyper, was full of historical and local knowledge, friendly, patient and kind. Both took very good care of us. We enjoyed all the excursions as they allowed for a bit more interaction with the local cultures.

City sightseeingAdventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Budapest, Paris, Rome, London, V

Budapest, Paris, Rome, London, Venice, Berlin, Vienna, Amsterdam, Prague, Pisa, Zagreb, Lucerne, Innsbruck, Heidelberg, Siena

16% OFF TODAY

Duration22 days

From

USD 4,835

USD 4,085

Saving

USD 750

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The Tuscan Dream Self-Drive

(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

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Super Sales

Roman Holiday

(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

Duration8 days

From

USD 1,055

USD 1,023

Saving

USD 32

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Cycle the Via Francigena - Siena to Rome

4.5

(2 reviews )

No booking fees

Best price guaranteed

The Via Francigena is well signed and has a lot of different scenery, wheat and hazelnut farms, forests old towns etc and great different accommodation each night.

Bicycle tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Siena, San Quirico d'Orcia

Rome, Siena, San Quirico d'Orcia, Radicofani, Bolsena, Viterbo, Sutri, Formello

Duration9 days

From

USD 2,460

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Discover Tuscany: Culture, Food & Wine

(5 reviews )

No booking fees

Best price guaranteed

This was an excellent trip. Delivered everything it says in trip name. Visited fabulous locations, learnt interesting facts about each place, tried local food and wine. Magnificent.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Tuscany, Pancole, Siena, Castell

Tuscany, Pancole, Siena, Castellina In Chianti, San Gimignano, Florence, Volterra

Duration8 days

From

USD 3,375

USD 3,274

Saving

USD 101

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Cycle the Full Via Francigena - Aosta to Rome

(1 review )

No booking fees

Best price guaranteed

An amazing trip, seeing so many different sides of Italy, the main tourist centres, but the rural villages. Fantastically organised and supported when things went wrong (personal injury). Highly recommend this trip for adventurers.

Bicycle toursExplorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Turin, Piedmont & Valle d’

Rome, Turin, Piedmont & Valle d’Aosta, Aosta Valley, Aosta, Berceto, Aulla, Massa, Lucca, San Miniato Alto, San Gimignano, Siena, San Quirico d'Orcia, Radicofani, Bolsena, Saint Bernardo Pass, Viterbo, Sutri, Formello, Verres, Viverone, Vercelli, Vigevano, Pavia, Piacenza, Parma

Duration24 days

From

USD 6,150

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Super Sales

The Essential of Italy

4.6

(12 reviews )

No booking fees

Best price guaranteed

This trip was incredible….A perfect balance of guided informational tours and free time for exploring your interests. The areas of Italy included were connected thoughtfully with stops in smaller villages between larger metropolitan cities. This divided the travel time into short segments and made the trips between cities enjoyable. We were greeted at the airport with enthusiasm and roses by Joseba and Maxie. Joseba provided us with great advice and then was with us with local Rome expert Mano for a lovely day. For the remainder of the trip our guide Jon was fantastic He was knowledgeable and flexible and fun The trip could not have been better and exceeded all expectations Europomundo made quite an effort to begin this travel season with our tour of Italy and we couldn’t be happier We highly recommend their company and will travel with them again.

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

Duration11 days

From

USD 1,577

USD 1,530

Saving

USD 47

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15% OFF TODAY

Super Sales

Tuscany Highlights, Private Tour

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

15% OFF TODAY

Duration8 days

From

USD 3,215

USD 2,733

Saving

USD 482

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The Full Via Francigena

(1 review )

No booking fees

Best price guaranteed

We walked the whole Italian Via Francigena and though it was sometimes challenging weather-wise it was a fabulous way to really see and experience Italy. The support and organisation through UTracks was excellent!

Walking tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Great St Bernard Pass, Sai

Rome, Great St Bernard Pass, Saint Bernardo Pass, Santhia, Vercelli, Mortara, Garlasco, Pavia, Belgioioso, Piacenza, Fiorenzuola, Fidenza, Medesano, Etroubles, Sivizzano, Berceto, Previde, Pontremoli, Filetto, Aulla, Sarzana, Massa, Camaiore, Lucca, Aosta, San Miniato Alto, Gambassi Terme, San Gimignano, Colle Di Val D Elsa, Monteriggioni, Siena, Lucignano D’Arbia, Buonconvento, San Quirico d'Orcia, Castiglione D Orcia, Nus, Radicofani, Lazio, Bolsena, Montefiascone, Viterbo, Vetralla, Sutri, Campagnano Di Roma, Isola Farnese, Saint Vincent, Verres, Pont-Saint-Martin, Ivrea, Viverone

Duration50 days

From

USD 8,390

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10% OFF TODAY

Best of Western Europe

4.7

(17 reviews )

No booking fees

Best price guaranteed

Did alot that I didn't even know existed, like Modena balsamic vinegar...wow. I thought the tour leader was very accommodating for folks with different energy levels .

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, London, Paris, Heidelberg

Rome, London, Paris, Heidelberg, Lucerne, Innsbruck, Siena

10% OFF TODAY

Duration10 days

From

USD 2,410

USD 2,165

Saving

USD 245

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Super Sales

The Essential of Italy end Milan

4.3

(6 reviews )

No booking fees

Best price guaranteed

Hi, I really enjoyed this trip. I would suggest to put just two stops/visits for each day and not more: otherwise this could easly cause daley during the tour.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Milan, Rome, Siena, Florence, Genoa

Duration9 days

From

USD 1,248

USD 1,211

Saving

USD 37

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Italian Highlights

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

From

USD 1,154

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22% OFF TODAY

Super Sales

Barcelona to Rome

No booking fees

Best price guaranteed

Lose yourself in three of Europe's most enchanting countries on this 15-day adventure from Barcelona to Rome. Arrive in the vibrant streets of Barcelona, then travel into the heart of the Spanish Pyrenees. Discover Provencal food and world-class wines as you frolic with Europe’s high rollers in the French Riviera, then feast on breathtaking sights in the cliff-top towns of the Cinque Terre. See master works of art in Florence and get your iconic pic at the leaning Torre de Pisa. Call into beautiful Siena before ending it all in the ancient city of Rome.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Barcelona, Cinque Terre an

Rome, Barcelona, Cinque Terre and Liguria, Florence, Siena, Ribes De Freser, Toulouse, Provence, Nice

22% OFF TODAY

Duration15 days

From

USD 5,680

USD 4,408

Saving

USD 1,272

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All Siena Tours and Trips

Page 2 of 38 Trips in Siena with 294 Reviews

Page 2 of 38 Trips in Siena with 294 Reviews

Explore Italy - 4 Days

Best of Europe

The Tuscan Dream Self-Drive

Roman Holiday

Cycle the Via Francigena - Siena to Rome

Discover Tuscany: Culture, Food & Wine

Cycle the Full Via Francigena - Aosta to Rome

The Essential of Italy

Tuscany Highlights, Private Tour

The Full Via Francigena

Best of Western Europe

The Essential of Italy end Milan

Italian Highlights

Barcelona to Rome

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 Siena Tours and Trips

Page 2 of 38 Trips in Siena with 294 Reviews

Page 2 of 38 Trips in Siena with 294 Reviews