Home
Search results
Search
46 Siena private tour options found
Looking for a more flexible way to explore Siena? Trip.com offers a selection of Siena private tours and personalized experiences designed for families, friends, and small groups. Some options may include private guides, private transportation, or customizable itineraries, making it easier to choose a Siena private or customized tour based on group size, trip duration, and your travel preferences.
Sort by
Recommended
Popular
Airport/station transfers included
Why choose Private Tours?
Fully flexible itinerary
1-on-1 customer service
Private car/guide
Private Tours
Enjoy a complimentary Chianti wine tasting featuring four wines. You can click to customize the itinerary, which can provide English-speaking driver service, including empty run fee. | Choose from a selection of five-star hotels in Siena and tailor your itinerary to suit your needs, with options to upgrade your accommodation and services. | Wander through medieval Tuscany, experience the charm of Chianti wine country, explore the remnants of ancient towers and cities, and ride through the rolling hills and picturesque countryside.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Florence
US$1,348
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a complimentary audio guide to Cappella Sansevero, customize your itinerary to suit your preferences, and travel with an English-speaking driver, with the vehicle repositioning fee included. | Enjoy a comfortable stay at a selection of three-star hotels in Sorrento, chosen for their excellent locations and beautiful scenery, with the flexibility to tailor your itinerary to your needs. | Enjoy a private trip that goes beyond traditional sightseeing, explore Pompeii Archaeological Park and Cappella Sansevero, and experience an Amalfi Coast boat tour for a truly immersive journey.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Rome
US$2,427
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a complimentary audio guide to Cappella Sansevero, customize your itinerary to suit your preferences, and travel with an English-speaking driver, with the vehicle repositioning fee included. | Enjoy a comfortable stay at a selection of four-star hotels in Sorrento, chosen for their excellent locations and beautiful scenery, with the flexibility to tailor your itinerary to your needs. | Enjoy a private trip that goes beyond traditional sightseeing, explore Pompeii Archaeological Park and Cappella Sansevero, and experience an Amalfi Coast boat tour for a truly immersive journey.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Rome
US$2,613
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a complimentary wine tasting at Cantina Contucci, with an English-speaking driver available and the driver's return-trip fee included. | Discover the charm of medieval Tuscany, from its renowned wine region and picturesque hill towns to the breathtaking landscapes of its UNESCO World Heritage Valley. | Stay at carefully selected 5-star luxury hotels in Siena and near Pienza, and customize the itinerary to suit your needs, with optional upgrades for accommodations and services.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Rome
US$2,459
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a customizable Tuscany journey with a wine tasting at De' Ricci Cantine Storiche and an English-speaking driver, with the vehicle repositioning fee included. | This experience combines immersive local activities, a medieval ancient city, sunny countryside scenery, and rich red wine culture for an in-depth cultural journey. | Choose from three-diamond hotels in Pienza and Siena, and customize the itinerary to suit your needs, with optional accommodation and service upgrades.
English
Guaranteed departure
Car type options available
Choose your hotel
Departs: Rome
US$1,726
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a customizable Tuscany journey with a complimentary wine tasting at De' Ricci Cantine Storiche and an English-speaking driver, with all vehicle transfer fees included. | This experience combines immersive local activities, a medieval ancient city, sunny countryside scenery, and rich red wine culture for an in-depth cultural journey. | Choose from four-diamond hotels in Pienza and Siena, and customize the itinerary to suit your needs, with optional accommodation and service upgrades.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Rome
US$1,863
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a complimentary Chianti wine tasting featuring four wines. You can click to customize the itinerary, which can provide English-speaking driver service, including empty run fee. | Choose from a selection of four-star hotels in Siena and tailor your itinerary to suit your needs, with options to upgrade your accommodation and services. | Wander through medieval Tuscany, experience the charm of Chianti's wine country, explore the remnants of ancient towers and cities, and ride through the rolling hills and picturesque countryside.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Florence
US$1,315
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a complimentary Chianti wine tasting featuring four wines. You can click to customize the itinerary, which can provide English-speaking driver service, including empty run fee. | Choose from a selection of three-star hotels in Siena and tailor your itinerary to suit your needs, with options to upgrade your accommodation and services. | Wander through medieval Tuscany, experience the charm of Chianti wine country, explore the remnants of ancient towers and cities, and ride through the rolling hills and picturesque countryside.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Florence
US$1,308
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a customizable Tuscany journey with a complimentary wine tasting at De' Ricci Cantine Storiche and an English-speaking driver, with all vehicle transfer fees included. | This experience combines immersive local activities, a medieval ancient city, sunny countryside scenery, and rich red wine culture for an in-depth cultural journey. | Choose from five-diamond hotels in Pienza and near Siena, and customize the itinerary to suit your needs, with optional accommodation and service upgrades.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Rome
US$1,986
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a customized Tuscany journey with a private English-speaking driver, flexible sightseeing, and empty-run fees included throughout the trip. Complimentary: Cantina Contucci Wine Taste. | Stay in Tuscany to experience medieval towns, rolling countryside, wine culture and the relaxed rhythm of authentic Italian life. | Discover Tuscany's timeless charm through San Gimignano and Siena, wine towns, Val d'Orcia landscapes, and the cliffside village of Civita di Bagnoregio.
English
Guaranteed departure
Car type options available
Choose your hotel
Departs: Rome
US$2,489
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a customized Tuscany journey with a private English-speaking driver, flexible sightseeing, and empty-run fees included throughout the trip. Complimentary: Cantina Contucci Wine Taste. | Stay in Tuscany to experience medieval towns, rolling countryside, wine culture and the relaxed rhythm of authentic Italian life. | Discover Tuscany's timeless charm through San Gimignano and Siena, wine towns, Val d'Orcia landscapes, and the cliffside village of Civita di Bagnoregio.
English
Guaranteed departure
Car type options available
Choose your hotel
Departs: Rome
US$2,478
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a complimentary Chianti wine tasting featuring four wines. You can customize the itinerary and request an English-speaking driver, with the driver's return-trip fee included. | Experience the beauty of Tuscany, savor the charm of Chianti wine, stroll through the ancient city of Lucca, visit Piazza dei Miracoli in Pisa, and marvel at its world-famous architectural wonders. | Choose from a selection of four-star hotels in Siena and Montepulciano, and tailor your itinerary to suit your needs, with options to upgrade your accommodation and services.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Florence
US$1,248
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a complimentary Chianti wine tasting featuring four wines. You can customize the itinerary and request an English-speaking driver, with the driver's return-trip fee included. | Experience the beauty of Tuscany, savor the charm of Chianti wine, stroll through the ancient city of Lucca, visit Piazza dei Miracoli in Pisa, and marvel at its world-famous architectural wonders. | Choose from a selection of five-star hotels in Siena and Montepulciano, and tailor your itinerary to suit your needs, with options to upgrade your accommodation and services.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Florence
US$1,374
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a complimentary Chianti wine tasting featuring four wines. You can click to customize the itinerary, which can provide English-speaking driver service, including empty run fee. | Choose three-star hotels in Siena, Montepulciano, and Florence, with flexible itineraries and optional upgrades for accommodations and services. | Discover Tuscany's highlights as you enjoy Chianti's wine country, stroll through the historic towns of Lucca, Cortona, and Arezzo, and visit Pisa's famous Piazza dei Miracoli.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Florence
US$2,112
(incl. taxes & fees)
Customize trip
Private Tours
Enjoy a complimentary Chianti wine tasting featuring four wines. You can click to customize the itinerary, which can provide English-speaking driver service, including empty run fee. | Stay in four-star hotels in Siena, Montepulciano, and Florence, and enjoy a flexible itinerary with optional upgrades for accommodations and services. | Discover Tuscany's highlights as you enjoy Chianti's wine country, stroll through the historic towns of Lucca, Cortona, and Arezzo, and visit Pisa's famous Piazza dei Miracoli.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Florence
US$1,928
(incl. taxes & fees)
Customize trip
1
2
3
4