Things to do in Castiglion Fiorentino

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A historic town with a prominent church tower, surrounded by rolling hills and vineyards.
A rural landscape with fields, trees, and mountains under a partly cloudy sky.
A panoramic view of a valley with a wooden fence in the foreground, dense green foliage, and distant hills under a clear sky.
Photo by Pigellino (Creative Commons Attribution 3.0)
A sunflower field with a town in the background.
Photo by Pigellino (Creative Commons Attribution 3.0)
A dirt path leading to a panoramic view of a valley with scattered buildings and fields.
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

￥4,624
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Arezzo Gran Tour

Arezzo Gran Tour

￥2,219
per adult
Arezzo Gran Tour
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

￥3,699
per adult
Oil museum and oil mill in Tuscany: tour and tasting
Cellar Tour & Wine Tasting

Cellar Tour & Wine Tasting

￥9,248
per adult
Cellar Tour & Wine Tasting
Arezzo: Val di Chiana Wine Tasting Experience

Arezzo: Val di Chiana Wine Tasting Experience

￥7,380
per adult
Arezzo: Val di Chiana Wine Tasting Experience
Boutique Winery Visit & Wine Tasting near Arezzo

Boutique Winery Visit & Wine Tasting near Arezzo

￥6,473
per adult
Boutique Winery Visit & Wine Tasting near Arezzo
2-Hour Private Wine Tasting in the Cellar in Mugliano

Private Tasting of Organic Wines in the Cellar in Mugliano

￥5,549
per adult
Private Tasting of Organic Wines in the Cellar in Mugliano
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Most popular activities 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 ￥3,629 per adult
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History & culture

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Orvieto: Old Town Guided Walking Tour

Orvieto: Old Town Guided Walking Tour

Activity duration is 1 hour and 30 minutes
Free cancellation available
Price is ￥5,443 per adult*
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Private & custom tours

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Cortona: Private Guided Walking Tour with Scenic Views

Cortona: Private Guided Walking Tour with Scenic Views

Activity duration is 2 hours
10.0 out of 10 with 1 review
Free cancellation available
Price is ￥61,690 per traveler*
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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 ￥9,072 per adult
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Spa & wellness

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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 ￥9,072 per adult
La Verna: Hike in the Fairy Forest and Monte PennaOpens in new tab

What to do in Castiglion Fiorentino

Stay near popular Castiglion Fiorentino attractions

Cassero Tower

9.4/10 (6 reviews)
Find out about the history of Castiglion Fiorentino when you spend time at Cassero Tower. You can enjoy the wineries while in the area.
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Popular day trips from Castiglion Fiorentino

Ultra High Resolution 15K Panorama of Piazza Grande in Arezzo — Iconic Medieval and Renaissance Square with No People, Scenic Architecture in Tuscany Italy

Arezzo

A hillside town with historic buildings, a church, and vineyards.

Cortona

A stone tower, a curved road, and traditional buildings with a stone wall.

Monte San Savino

A historic castle on a hill with a church and a tower in the foreground.

Montecchio

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.