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  • Explore Siena
  • Places to see
  • Things to do
  • Top sights
  • Attraction types
  • Outside Siena

Siena Cathedral

Palazzo Pubblico

Tower of Mangia, Siena

Brolio Castle

Cripta del Duomo di Siena

Monte dei Paschi di Siena

Santa Maria della Scala

Piccolomini Library

Piazza del Duomo, Siena

Facciatone

Museo Civico, Siena

Piazza del Campo

Day trips

Landmarks & monuments

UNESCO sites

Castle & palace tours

Multi-day trips

Shore excursions

Nearby destinations

Florence tours

Pisa tours

San Gimignano tours

Monteriggioni tours

Montepulciano tours

Livorno tours

Nearby sights

Florence Duomo ComplexAttraction in Florence, Italy

Ponte VecchioAttraction in Florence, Italy

Piazza della SignoriaAttraction in Florence, Italy

Uffizi GalleryAttraction in Florence, Italy

Accademia GalleryAttraction in Florence, Italy

Porta del ParadisoAttraction in Florence, Italy

  • Top experiences
  • Interests
  • Outside Siena

Cooking classes

Pasta tasting & cooking classes

Olive oil tours & tastings

Bike tours

Horse riding

Balloon tours

Rail tours

Scooters & motorcycles

City cards

Vespa tours & rentals

Hiking

Explore more things to do in Siena

Sightseeing

Food & drinks

Educational activities

Nature & adventure

Driving experiences

Explore more things to do in Siena

Things to do in Florence

Things to do in Pisa

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Things to do in Montepulciano

Things to do in Livorno

Explore more things to do in Siena

From Florence: Siena, San Gimignano & Monteriggioni Tour

4.6 out of 5 stars
4.6
2691 reviews
Activity provider:
Ciaoflorence Tours & Travel
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From Florence: Siena, San Gimignano & Monteriggioni Tour
4.6 out of 5 stars
4.6
2691 reviews

Enjoy an unforgettable day in Tuscany with delicious local wines. Visit the charming medieval towns of Siena, San Gimignano and Monteriggioni. Discover the beauty of Chianti's landscape.

About this activity

Free cancellation
Cancel up to 24 hours in advance for a full refund
Reserve now & pay later
Keep your travel plans flexible — book your spot and pay nothing today.
Duration 11 hours
Check availability to see starting times
Live tour guide
French, Portuguese, Spanish, Italian, English

Highlighted reviews from other travelers

5
5 out of 5 stars
B
Bev – United Kingdom

Great value for money, Alex our guide was amazing. Would highly recommend 😊

5
5 out of 5 stars
S
Sharna – Australia

The guide was very knowledgeable and friendly. The towns were all beautiful and had a good amount of time in each. A great way to see some of the Tuscan countryside! Beautiful

Select participants and date

Participants

Highlights

  • Visit San Gimignano, a UNESCO World Heritage Site
  • Discover the views in Monteriggioni, a dazzling hilltop town
  • Wine tasting is provided in a farmhouse located in the heart of Chianti

Full description

Experience the charm of Tuscany on a day trip to Siena, San Gimignano, and Monteriggioni from Florence. Try a variety of Chianti wines paired with snacks and admire the picturesque Tuscan hills. 
Cross the beautiful Chianti hills as you ride south from Florence in an air-conditioned GT bus. The first stop is at Monteriggioni, a medieval hilltop town that is famous for its intact medieval city walls. After some free time, head to the world famous Siena.
Explore the Piazza del Campo, that is known for the Palio Horse Race and for its splendid examples of Gothic civic architecture. Have time to visit the magnificent Palazzo Pubblico. 
Arrive in San Gimignano, a medieval town declared a World Heritage Site by UNESCO. Take time to wind your way through the narrow streets and admire the lush landscape.
Finally, head to the Chianti area and enjoy postcard-perfect landscapes. Conclude your day at a famous wine estate and taste fine Chianti red wine along with homemade snacks.

Includes

  • Round-trip transportation in air-conditioned bus
  • Free time in Siena, San Gimignano, and Monteriggioni
  • Visit to a wine cellar
  • Wine tasting
  • Oil and balsamic vinegar tasting
  • Snack
  • A guided tour of Siena (if option selected)

Not suitable for

  • Wheelchair users

Meeting point

The meeting point is at Piazza Montelungo which is located 5 to 10-minutes from Santa Maria Novella Train Station by foot. Look for a staff member wearing a fuchsia Ciaoflorence jacket and holding a Ciaoflorence clipboard.

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Important information

What to bring

  • Comfortable shoes

Not allowed

  • Pets
  • Luggage or large bags

Know before you go

  • This tour is conducted in multiple languages at the same time
  • English and Spanish languages are always guaranteed; a minimum of 4 pax is required for French, Italian or Portuguese
  • Please note that semi-independent options do not include the guided tour in Siena
  • The order of the towns visited on the route is subject to change
Save up to 20%

From $77 $61 per person

Reserve now & pay later to book your spot and pay nothing today
Reserve now & pay later to book your spot and pay nothing today

Customer reviews

Overall rating

4.6 /5
4.6 out of 5 stars

based on 2691 reviews

Review summary

  • Guide
    4.7/5
  • Transportation
    4.7/5
  • Value for money
    4.5/5

Customer photos

+303
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5
5 out of 5 stars
B
Bev – United KingdomJuly 1, 2025 – Verified booking
Great value for money, Alex our guide was amazing. Would highly recommend 😊
5
5 out of 5 stars
S
Sharna – AustraliaJune 29, 2025 – Verified booking
The guide was very knowledgeable and friendly. The towns were all beautiful and had a good amount of time in each. A great way to see some of the Tuscan countryside! Beautiful
5
5 out of 5 stars
K
Kevin – United KingdomJune 29, 2025 – Verified booking
Alex our guide made a wonderful tour all the better providing a fantastic commentary throughout the day. A+

Product ID: 17166

Activity provider:
Ciaoflorence Tours & Travel
  • Italy
  • Tuscany
  • Things to do in Siena
  • Tours in Siena
  • Piazza del Campo

Top Attractions in Siena

  • 1Siena Cathedral
  • 2Brolio Castle
  • 3Palazzo Pubblico
  • 4Tower of Mangia, Siena
  • 5Santa Maria della Scala
  • 6Oratory of San Bernardino
  • 7Facciatone
  • 8Cripta del Duomo di Siena
  • 9Winery San Giorgio a Lapi
  • 10La Lastra Winery
  • 11Piazza del Campo
  • 12Basilica Cateriniana San Domenico
  • 13Piccolomini Library
  • 14Baptistery of St John
  • 15Santuario di Santa Caterina
  • 16Museo Civico, Siena
  • 17Meleto Castle
  • 18Monte dei Paschi di Siena
  • 19Opera della Metropolitana
  • 20Tuscan Wine School

Experiences in Siena

  • 1Siena Wine tasting & winery tours
  • 2Siena Walking tours
  • 3Siena Day trips
  • 4Siena Transfers
  • 5Siena Driving experiences
  • 6Siena Cooking classes
  • 7Siena Castle & palace tours
  • 8Siena Family-friendly activities
  • 9Siena Horse riding
  • 10Siena Bike tours
  • 11Siena Churches & cathedrals
  • 12Siena Entry tickets
  • 13Siena Scooters & motorcycles
  • 14Siena Food & drinks
  • 15Siena Pasta tasting & cooking classes
  • 16Siena Bus & minivan tours
  • 17Siena Balloon tours
  • 18Siena Wellness & spas
  • 19Siena Museums & exhibitions
  • 20Siena Hiking

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  • 1Things to do in Rome
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  • 15Things to do in Cagliari
  • 16Things to do in Olbia
  • 17Things to do in Pompei, Campania
  • 18Things to do in Cala Gonone
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  • 20Things to do in Polignano a Mare

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