Things to do in Castiglion Fiorentino

Activities, attractions and tours

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)

Top things to do by category

Tours & day trips
Tours & day tripsOpens in new tab
Food, drink & nightlife
Food, drink & nightlifeOpens in new tab
History & culture
History & cultureOpens in new tab

Things to do

Arezzo Gran Tour

Arezzo Gran Tour

€12
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

€30
per adult
Private Tasting of Organic Wines in the Cellar in Mugliano
Tuscany: White Wine Tasting with Aperitivo at a Local Winery

Tuscany: White Wine Tasting with Aperitivo at a Local Winery

€20
per adult
Tuscany: White Wine Tasting with Aperitivo at a Local Winery
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

€20
per adult
Oil museum and oil mill in Tuscany: tour and tasting
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

€25
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
See all activities in Castiglion Fiorentino
  • find price illustration

    Explore activities

    Explore thousands of experiences from activities and attractions to day tours and transfer.
  • calendar shield illustration

    Book with ease

    Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities.
  • trophy illustration

    Treat yourself

    Members save % or more when you book activities.

What to do in Castiglion Fiorentino

Stay near popular Castiglion Fiorentino attractions

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

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

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 holiday 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 travellers 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 neighbourhoods and major attractions within walking distance of the city centre, 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 kilometres from the centre, and Pergognano, which is roughly 2 kilometres 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 neighbourhoods, parks and other highlights you can experience without opening your wallet. Villa Bramasole is one place that doesn't charge an entrance fee.