Top Day Trips From Siena Italy - Best Side excursions and one day tours from Siena
Top Day Trips From Siena Italy - Best Side excursions and one day tours from Siena

Top Day Trips From Siena


Siena is truly the heart of Tuscany which makes it a great base to do some side trips during your visit.  Even if you don’t have a car, the top day trips from Siena Italy are extremely easy to reach by either bus or train and do not require joining a guided tour group.  Within just an hour of Siena you can find Tuscany’s best hilltop villages, Medieval castles, classic wineries, breathtaking vineyards, and a few hidden gems you’ve never heard of before!  Hope you enjoy our top day trips from Siena!

Transportation Info From Siena:

While you will want to avoid driving in some of the larger crowd cities in Italy, the side trips from Siena are very easy to reach by rental car.  We love getting a car while leaving either Florence or Rome to explore the area around Siena for a few days.  Being able to go at your own pace and see the countryside is amazing.  Rental cars are cheap at about $25 a day, however, most auto and credit card insurance perks for rental cars exclude Italy so you will have to buy the additional coverage from the rental company.

If a rental car doesn’t fit into your plan you can still see most of the top day trips from Siena with direct connections by bus.  The buses usually run starting very early and go into the night, plus the main bus station is right by Old Town Siena.  There is a train station (here) further on the edge of Siena that can take you to places like Florence, but the bus is usually a lot faster, cheaper, and closer to town.  We will explain how to get to each of the top day trips from Siena below.

Best Side Trips From Siena:

1. Florence:

Free Paris Walking Tour Map - Latin Quarter & Notre Dame
Free Paris Walking Tour Map - Latin Quarter & Notre Dame

About Florence: Through the Middle Ages Florence was a fierce competitor to Siena and even to this day they compete for tourists.  Each of the cities has its selling points as Florence is a booming Renaissance metropolis filled with amazing works of art, while Siena feels like it’s smaller little brother a little more frozen in Medieval times.

We love visiting Florence as a day trip from Siena to see their contracts which will help you love Tuscany even more.  While Siena never modernized after plagues and famine that crushed the population in the late-1300s, Florence came back strong thanks to its river access and military might to rule the Renaissance.  On a day trip from Siena to Florence, you can see work by some of Europes best master sculptors, climb the most impressive cathedral dome in Italy, stroll the river, sample Florentine cuisine, and take in one of Europes best sunsets,

Getting Here: It will take you about 1 hour to drive, 1 hour and 15 minutes by express bus, or 1.5-2 hours by train.  The express buses run late into the evening and are much closer than the train station which makes it a great option.  Rating As A Day Trip From Siena: 10 out of 10.

Read More: Full Oktoberfest Guide.

2. San Gimignano:

About Florence: Through the Middle Ages Florence was a fierce competitor to Siena and even to this day they compete for tourists.  Each of the cities has its selling points as Florence is a booming Renaissance metropolis filled with amazing works of art, while Siena feels like it’s smaller little brother a little more frozen in Medieval times.

We love visiting Florence as a day trip from Siena to see their contracts which will help you love Tuscany even more.  While Siena never modernized after plagues and famine that crushed the population in the late-1300s, Florence came back strong thanks to its river access and military might to rule the Renaissance.  On a day trip from Siena to Florence, you can see work by some of Europes best master sculptors, climb the most impressive cathedral dome in Italy, stroll the river, sample Florentine cuisine, and take in one of Europes best sunsets,

Getting Here: It will take you about 1 hour to drive, 1 hour and 15 minutes by express bus, or 1.5-2 hours by train.  The express buses run late into the evening and are much closer than the train station which makes it a great option.  Rating As A Day Trip From Siena: 10 out of 10.

Read More: Full Oktoberfest Guide.

3. Chianti Wineries & Castles:

About Florence: Through the Middle Ages Florence was a fierce competitor to Siena and even to this day they compete for tourists.  Each of the cities has its selling points as Florence is a booming Renaissance metropolis filled with amazing works of art, while Siena feels like it’s smaller little brother a little more frozen in Medieval times.

We love visiting Florence as a day trip from Siena to see their contracts which will help you love Tuscany even more.  While Siena never modernized after plagues and famine that crushed the population in the late-1300s, Florence came back strong thanks to its river access and military might to rule the Renaissance.  On a day trip from Siena to Florence, you can see work by some of Europes best master sculptors, climb the most impressive cathedral dome in Italy, stroll the river, sample Florentine cuisine, and take in one of Europes best sunsets,

Getting Here: It will take you about 1 hour to drive, 1 hour and 15 minutes by express bus, or 1.5-2 hours by train.  The express buses run late into the evening and are much closer than the train station which makes it a great option.  Rating As A Day Trip From Siena: 10 out of 10.

Read More: Full Oktoberfest Guide.

4. Volterra:

About Florence: Through the Middle Ages Florence was a fierce competitor to Siena and even to this day they compete for tourists.  Each of the cities has its selling points as Florence is a booming Renaissance metropolis filled with amazing works of art, while Siena feels like it’s smaller little brother a little more frozen in Medieval times.

We love visiting Florence as a day trip from Siena to see their contracts which will help you love Tuscany even more.  While Siena never modernized after plagues and famine that crushed the population in the late-1300s, Florence came back strong thanks to its river access and military might to rule the Renaissance.  On a day trip from Siena to Florence, you can see work by some of Europes best master sculptors, climb the most impressive cathedral dome in Italy, stroll the river, sample Florentine cuisine, and take in one of Europes best sunsets,

Getting Here: It will take you about 1 hour to drive, 1 hour and 15 minutes by express bus, or 1.5-2 hours by train.  The express buses run late into the evening and are much closer than the train station which makes it a great option.  Rating As A Day Trip From Siena: 10 out of 10.

Read More: Full Oktoberfest Guide.

5. Southern Wine Towns:

About Florence: Through the Middle Ages Florence was a fierce competitor to Siena and even to this day they compete for tourists.  Each of the cities has its selling points as Florence is a booming Renaissance metropolis filled with amazing works of art, while Siena feels like it’s smaller little brother a little more frozen in Medieval times.

We love visiting Florence as a day trip from Siena to see their contracts which will help you love Tuscany even more.  While Siena never modernized after plagues and famine that crushed the population in the late-1300s, Florence came back strong thanks to its river access and military might to rule the Renaissance.  On a day trip from Siena to Florence, you can see work by some of Europes best master sculptors, climb the most impressive cathedral dome in Italy, stroll the river, sample Florentine cuisine, and take in one of Europes best sunsets,

Getting Here: It will take you about 1 hour to drive, 1 hour and 15 minutes by express bus, or 1.5-2 hours by train.  The express buses run late into the evening and are much closer than the train station which makes it a great option.  Rating As A Day Trip From Siena: 10 out of 10.

Read More: Full Oktoberfest Guide.

6. Arezzo, Italy:

About Florence: Through the Middle Ages Florence was a fierce competitor to Siena and even to this day they compete for tourists.  Each of the cities has its selling points as Florence is a booming Renaissance metropolis filled with amazing works of art, while Siena feels like it’s smaller little brother a little more frozen in Medieval times.

We love visiting Florence as a day trip from Siena to see their contracts which will help you love Tuscany even more.  While Siena never modernized after plagues and famine that crushed the population in the late-1300s, Florence came back strong thanks to its river access and military might to rule the Renaissance.  On a day trip from Siena to Florence, you can see work by some of Europes best master sculptors, climb the most impressive cathedral dome in Italy, stroll the river, sample Florentine cuisine, and take in one of Europes best sunsets,

Getting Here: It will take you about 1 hour to drive, 1 hour and 15 minutes by express bus, or 1.5-2 hours by train.  The express buses run late into the evening and are much closer than the train station which makes it a great option.  Rating As A Day Trip From Siena: 10 out of 10.

Read More: Full Oktoberfest Guide.

7. Monteriggioni, Italy:

About Florence: Through the Middle Ages Florence was a fierce competitor to Siena and even to this day they compete for tourists.  Each of the cities has its selling points as Florence is a booming Renaissance metropolis filled with amazing works of art, while Siena feels like it’s smaller little brother a little more frozen in Medieval times.

We love visiting Florence as a day trip from Siena to see their contracts which will help you love Tuscany even more.  While Siena never modernized after plagues and famine that crushed the population in the late-1300s, Florence came back strong thanks to its river access and military might to rule the Renaissance.  On a day trip from Siena to Florence, you can see work by some of Europes best master sculptors, climb the most impressive cathedral dome in Italy, stroll the river, sample Florentine cuisine, and take in one of Europes best sunsets,

Getting Here: It will take you about 1 hour to drive, 1 hour and 15 minutes by express bus, or 1.5-2 hours by train.  The express buses run late into the evening and are much closer than the train station which makes it a great option.  Rating As A Day Trip From Siena: 10 out of 10.

Read More: Full Oktoberfest Guide.

About Florence: Through the Middle Ages Florence was a fierce competitor to Siena and even to this day they compete for tourists.  Each of the cities has its selling points as Florence is a booming Renaissance metropolis filled with amazing works of art, while Siena feels like it’s smaller little brother a little more frozen in Medieval times.

We love visiting Florence as a day trip from Siena to see their contracts which will help you love Tuscany even more.  While Siena never modernized after plagues and famine that crushed the population in the late-1300s, Florence came back strong thanks to its river access and military might to rule the Renaissance.  On a day trip from Siena to Florence, you can see work by some of Europes best master sculptors, climb the most impressive cathedral dome in Italy, stroll the river, sample Florentine cuisine, and take in one of Europes best sunsets,

Getting Here: It will take you about 1 hour to drive, 1 hour and 15 minutes by express bus, or 1.5-2 hours by train.  The express buses run late into the evening and are much closer than the train station which makes it a great option.  Rating As A Day Trip From Siena: 10 out of 10.

Read More: Full Oktoberfest Guide.