Things to do in Castiglion Fiorentino

Activities, attractions and tours

A historic town with a prominent church tower, surrounded by rolling hills and vineyards.
Castiglion Fiorentino
Castiglion Fiorentino
Photo by Pigellino (Creative Commons Attribution 3.0)
Castiglion Fiorentino
Photo by Pigellino (Creative Commons Attribution 3.0)
Castiglion Fiorentino
Photo by Pigellino (Creative Commons Attribution 3.0)

Things to do

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

P1,794
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Arezzo Gran Tour

Arezzo Gran Tour

P861
per adult
Arezzo Gran Tour
2-Hour Private Wine Tasting in the Cellar in Mugliano

Private Tasting of Organic Wines in the Cellar in Mugliano

P2,153
per adult
Private Tasting of Organic Wines in the Cellar in Mugliano
Tasting with Private Walk in a Cellar in Tuscany

Tasting with Private Walk in a Cellar in Tuscany

P1,794
per adult
Tasting with Private Walk in a Cellar in Tuscany
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

P1,435
per adult
Oil museum and oil mill in Tuscany: tour and tasting
Casentino: Horseback Riding Tour with Verna Sanctuary View

Casentino: Horseback Riding Tour with Verna Sanctuary View

P5,381
per adult
Casentino: Horseback Riding Tour with Verna Sanctuary View
Arezzo Walking Tour with Audio and Written Guide by a Local

Arezzo Walking Tour with Audio and Written Guide by a Local

P466
per adult
Arezzo Walking Tour with Audio and Written Guide by a Local
Montepulciano Wine Tasting with typical Tuscan Cold Cuts

Montepulciano Wine Tasting with typical Tuscan Cold Cuts

P3,229
per adult
Montepulciano Wine Tasting with typical Tuscan Cold Cuts
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Most popular experiences in Castiglion Fiorentino

Tours & day trips

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Tuscany: White Wine Tasting with Aperitivo at a Local Winery

Tuscany: White Wine Tasting with Aperitivo at a Local Winery

Activity duration is 30 minutes
Free cancellation available
Price is P 1,389 per adult
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History & culture

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Pasta or Pizza cooking class in Cortona, vegetarian and vegan

Pasta or Pizza cooking class in Cortona, vegetarian and vegan

Activity duration is 3 hours and 30 minutes
Free cancellation available
Price is P 8,334 per adult
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Private & custom tours

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7-Day Exclusive Escape to Cortona Italy

7-Day Exclusive Escape to Cortona Italy

Activity duration is 7 days
Price is P 169,646 per adult
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Adventure & outdoor

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La Verna: Hike in the Fairy Forest and Monte Penna

La Verna: Hike in the Fairy Forest and Monte Penna

Activity duration is 5 hours
Free cancellation available
Price is P 3,472 per adult
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Spa & wellness

See all 5 activities
La Verna: Hike in the Fairy Forest and Monte Penna

La Verna: Hike in the Fairy Forest and Monte Penna

Activity duration is 5 hours
Free cancellation available
Price is P 3,472 per adult
La Verna: Hike in the Fairy Forest and Monte PennaOpens in new tab

What to do in Castiglion Fiorentino

Popular places to visit

Cassero Tower

Find out about the history of Castiglion Fiorentino when you spend time at Cassero Tower. You can enjoy the wineries while in the area.

Cassero Tower

Tennis Club Castiglionese

Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.

Tennis Club Castiglionese

Agricola Buccelletti Winery

You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries.

Agricola Buccelletti Winery

Municipal Art Gallery

You can study the exhibits at Municipal Art Gallery, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.

Municipal Art Gallery

Archaeological Museum

You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.

Archaeological Museum

Vasari Loggia

You can find out about the history of Castiglion Fiorentino with a trip to Vasari Loggia. You can enjoy the wineries while in the area.

Vasari Loggia
A historic square with a central open space, surrounded by colorful buildings with arched windows and a prominent tower.

Arezzo

Cortona

Cortona

Frequently asked questions

Is Castiglion Fiorentino worth visiting?
Renowned for its walking trails and nightlife, discovering cool things to do in Castiglion Fiorentino is a breeze. Remember to add Agricola Buccelletti Winery to your itinerary while here.
How do I spend a day in Castiglion Fiorentino?
Casali Palace and Palazzo delle Logge Vasariane are two great places to start your vacation adventures. Remember to check out the dining and shopping options in Castiglion Fiorentino while you're here too.
What is the top tourist attraction in Castiglion Fiorentino?
Agricola Buccelletti Winery is one of the top tourist attractions in Castiglion Fiorentino and deserves a place on every to-do list of the area.
Is three days enough to stay in Castiglion Fiorentino?
You can easily tick off leading sights like Agricola Buccelletti Winery, Casali Palace and Signorelli Theatre with a three-day stay in Castiglion Fiorentino. On average, many travelers book three days here. There's plenty to experience nearby too, so stay a bit longer and venture to Siena.
Is Castiglion Fiorentino a walkable city?
With popular neighborhoods and major attractions within walking distance of the city center, Castiglion Fiorentino is a great place to experience on foot. Enjoy wandering between Agricola Buccelletti Winery and Archaeological Museum. Then take a stroll around Podere Viti, located 2 kilometers from the center, and Pergognano, which is roughly 2 kilometers away.
What are some activities to do in Castiglion Fiorentino with kids?
If you're looking for attractions and activities for all ages, have a look at these great ideas for what to do in Castiglion Fiorentino with kids.

What to do in Castiglion Fiorentino for adults?
Agricola Buccelletti Winery and San Luciano Winery are just a couple of the things to do in Castiglion Fiorentino. With plenty of activities available, there's something here for everyone to experience.
Are there free things to do in Castiglion Fiorentino?
One of the easiest ways to learn about free things to do in Castiglion Fiorentino is to ask a local tour guide. You'll get insider recommendations on interesting neighborhoods, parks and other highlights you can experience without opening your wallet. Villa Bramasole is one place that doesn't charge an entrance fee.