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Tuscany in the Fall: Everything You Need to Know

Can I be real with you? I am NOT a big fan of Tuscany in the summer. I hate the crowds and the heat and much prefer spending fall in Tuscany.

Sure, Tuscany is a bit cooler than Florence in the summer since highs really only get up to 30°C (max).

But, it’s hard to enjoy the ethereal beauty of Tuscany when the roads are filled with cars and everyone is heading out to live their out own version of Under the Tuscan Sun.

That’s why I love visiting Tuscany in autumn. The crowds are less intense (especially after November) and you get to see the vineyards turn beautiful yellow, orange, and red colors.

Sure, the weather can be cloudy, cold, and rainy (if you like sunshine visit before the end of October and November).

However, I think the benefits of being in the region for the olive and grape harvest more than outweigh the negatives associated with yucky weather.

Yeah, I have been to Tuscany a couple of times and always prefer Tuscany in October and in the rest of fall.

So, if you feel like I do then get ready to dig into this mega-epic guide to Tuscany in September, Tuscany in October, and Tuscany in November.

You’ll learn about all the best things to do in Tuscany in the fall, get the inside scoop on the weather in Tuscany in the fall, and even get advice on what to pack for Tuscany in the fall.

Stop stressing and get ready to plan the trip of a lifetime NOW!

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Why Visit Tuscany in the Fall

A view of the green vineyards of Tuscany and the rolling hills of the region.
  • You’ll Get to See Beautiful Fall Foliage – Unlike Rome in the fall, the vineyards in Tuscany transform from green to vibrant yellow, orange, and red hues. The first time I saw this I was super impressed and so glad I decided to come at this time of year.
  • The Olive Harvest – This harvest typically takes place in November. You’ll get to try some delicious olio nuovo (new oil) and see locals picking olives/taking them to get pressed. Afterward, try some green oil on toasted bread or stay at Fattoria di Maiano. You won’t need to rent a car in Tuscany since this spot is right near Florence and is a great spot to relax after 2 days in Florence.
  • You Can Attend Cool Festivals – The Chianti Classico Expo in Greve in Chianti is held sometime in the first week of November and is perfect for anyone who loves wine.
  • You Get to See the Vendemmia – Just in case you speak basically NO Italian like me, the Vendemmia is the grape harvest and it usually takes place in September and October in Tuscany. So, you can watch people out in the fields and see tractors full fo grapes rolling down the street.

Expert Tip: Everyone is focused on the harvest so many smaller vineyards in Tuscany will be closed for Vendemmia. Call ahead and make sure they are open before you stop by.

  • Less Intense Crowds – I am gonna be brutally honest with you. Tuscany is a VERY popular part of Italy. Therefore, you will still find crowds in the region in September (high season) and October/November. Yeah, fall in Tuscany is still not LOW season so definitely don’t expect to have the place all to yourself. Out of all the months though, November is probably the least busy.

Cons of Visiting Tuscany in Autumn

Aerial view of the vineyards in Tuscany.
  • September is Peak Season – Don’t get it twisted, September in Tuscany is high season. So, expect to pay premium prices for car rentals, hotels, flights, etc. You should also 100% book EVERYTHING in advance since hotels, transportation, and museum tickets will sell out.
  • The Weather Can Suck in Late Fall – Once late October and November come around, the weather can get pretty crappy. This includes cloudy skies, chilly weather, and rain. So, don’t visit at this time of year and expect to go hiking, biking, or swimming at Forte dei Marmi.
  • Smaller Villagers Start to Close for the Season in Late Fall – Don’t worry, major cities/towns like San Gimignano will still welcome tourists with arms wide open. However, quieter spots like Pienza, Montefioralle, Monticchiello, Monteriggioni, Montemerano, and San Donato in Poggio are worth visiting at another time of year.

Weather in Tuscany in the Fall

View of the green vineyards and rolling hills on a clear day in Tuscany in fall. You can see the vineyards slowing transitioning from green to red in the foreground of the photo.

Overall, September is probably the best time to visit Tuscany if you are looking for nice weather. You’ll enjoy bight, sunny days and cool evenings with minimal rain.

October is also a good time to visit Tuscany in terms of weather. However, as the month progresses, temperatures cool down and it becomes more rainy towards the end of the month.

Then, once November comes around things begin to get cold and the bad weather really takes over the area, So, I would only visit if you are okay with kind of icky weather and colder temperatures.

Expert Tip: The first part of December is also considered fall in Tuscany. Because of the humidity, already cold temperatures feel even colder.

On the plus side, December in Tuscany is a bit drier than October and November.

  • Tuscany in September – Daily lows are 18°C (64°F), daily highs are 25°C (77°F), and you can expect around 5-7 days of rain throughout the month.
  • Tuscany in October – Daily lows are 17°C (63°F), daily highs are 21°C (70°F), and you can expect around 7 days of rain throughout the month. Just remember that costal areas will be slighter warmer than inland areas.
  • Tuscany in November – Daily lows are 7℃ (44℉), daily highs are 16℃ (60℉), and you can expect around 11 days of rain throughout the month.
  • Tuscany in December – Daily lows are 8°C (46°F), daily highs are 12°C (54°F), and you can expect 10 days of rain throughout the month.

Expert Tip: Remember, Tuscany is a region and temperatures/weather conditions will vary based on where you are in the region.

Best Things to do in Tuscany in the Fall

Here is a very non-comprehensive list of just some of the things to do in Tuscany in Autumn. It’s a magical time of year and I know that I personally was never bored.

1. Visit Florence

A view of the Duomo in Florence with it's red roof and the city surrounding it. on a gray day with mountains in the background.

If the weather is cold and rainy then one of the best things to do in Tuscany is visit Florence. There are a ton of museums here, like the Uffizi Gallery and the Accademia Gallery.

Just be aware that it’s important to book your tickets in advance since they can sell out weeks in advance.

Afterward, head to the Central Market since you can sample delicious Italian food from one of twenty restaurants on the second floors.

If the weather is nice, like it usually is in September and early October, then enjoy a bit of al fresco dining and go for a walk through the Boboli Gardens o along the Arno.

You can even catch the sunset at Piazzale Michelangelo in the evening. You could also try a fun wine tour to Tuscany from Florence.

2. Enjoy a Tuscan Sagra

Just in case you don’t know, a Sagra is an Italian food festival. Fall is the perfect time to attend one since they are everywhere.

Generally, this type of event celebrates the speciality food of the town, like truffles, chestnuts, etc.

Honestly, I love going since the atmosphere is great, the food is delish, and you get to listen to live music. Just grab a seat at a low-key wooden table in a local piazza and enjoy.

Expert Tip: Larger Sagre have information available online while local Sagre are generally advertised using posters in local villages.

3. Indulge in Some Truffles

View of a white dog truffle hunting. He is looking up at his master who you can only see his legs and there is another man standing on fallen leaves in the background. You can just see his legs.

It’s true that Tuscany is not the most famous place in Italy for truffles. Nope, that honor goes to Alba in Piedmont. However, San Giovanni d’Asso and San Miniato are both known for stellar truffles.

In fact, you can go truffle hunting or attend the San Miniato truffle festival in November.

But, no matter WHAT, do eat some truffles while you’re in Tuscany in autumn. Just head to a Tuscany restaurant (especially in San Miniato) and eat ALL the truffles you can.

4. Visit Some Small Towns

View of a hillside in Montepulciano. You can see quaint, yellow houses overlooking the vineyards in Tuscany in autumn.

The great thing about Tuscany at any time of year is that there are lots of charming small towns just waiting to be explored. They’ll still be filled with life and sagre early in the season.

Some of my faves include:

  • Cortona – This walled, Etruscan town is in Southern Tuscany and features amazing views of Lake Trasimeno. Highlights include the Diocesan Museum, the MAEC, the Santa Margherita Sanctuary, etc.
  • Fosdinovo – Visit this village if you like spectacular mountain views. Fosdinovo is also home to the Castello. It dates back to the 12th century, and has a cool museum for you to explore before relaxing at Piazza Garibaldi.
  • Pienza – Just be sure to get here before winter sets in since the town pretty much closes up. However, it’s a great place to eat ragu and see Val d’Orcia since it is a UNESCO World Heritage Site. You can also visit a local piazza where you can eat cured meat with pecorino cheese.
  • Lucca – Just to be clear, Lucca is a city, not a town. But it feels like a small town once you enter the city walls. I love that the cobblestone streets merge to create beautiful Piazza dell’Anfiteatro. Since Puccini was born here, enjoy a concert filled with his music at the Church of San Giovanni. Afterward, visit the Giunigi Tower.
  • Collodi – This village in Tuscany is famous for being the birthplace of Pinocchio. So, visit the Park of Pinocchio and explore the beautiful gardens. You can also explore the villa and gardens of Garzoni to see some exquisite Italian Renaissance designs.

5. Sip on an Aperitivo in a Tuscan Piazza

An aerial view of three glasses of Aperol Spritz. They are orange and have ice floating in them with orange slices on top.

The nice weather in Tuscany is coming to an end as fall descends upon the area. So, take a moment to enjoy the last little bits of summer by sipping on an aperitivo outside.

My go-to is the Aperol Spritz. I love to sit in the Piazza del Campo (Siena), the Piazza dell’Anfiteatro (Lucca), and the Piazza Grande (Arezzo) and watch all the people go by while I enjoy my drink.

6. Visit Cool Local Landmarks

A view of the leaning tower of pisa and the white church sitting next to it as people stand near the bottom taking photos. You can see this and more during one of the best Tuscany wine tours from Florence.

One of the many reasons I love Tuscany is that there are a lot of cool things to see and do – whether you want to explore small Italian towns or check out iconic Italian landmarks.

Yup, Tuscany really does have it all, with some must-visit spots including the Leaning Tower of Pisa, the historic center of Siena, the Uffizi Gallery, the Towers of San Gimignano, and the Medici Villas/Gardens.

Just double-check and make sure things are still open after October. You will also want to make reservations if you are visiting in September.

7. Eat All the Tuscan Food

A view of a white dish with meat and greens and roasted potatoes with a hand in the background and a stovetop.

Like many regions in Italy, Tuscany has its own unique (and delicious) brand of cuisine. So, it is your duty to eat as much Tuscan food as possible while you’re here.

I also love that the dining cuisine here is pretty diverse. So, if you love fine dining then you can snag a table at a Michelin-starred restaurant. Otherwise, just grab a seat at a low-key trattoria.

Regardless of where you eat, be sure to try gelato in the summer as well as Tuscan black croutons (with chicken liver), ribollita, pappa al pomodoro, cacciucco, peposo, bistecca alla Fiorentina, and more.

8. Enjoy Some Wine

girl friends toasting with wine glasses during a wine tasting in venice.

All season long, the vineyards in Tuscany are absolutely stunning. As you already know, the leaves on the vines go from a beautiful green to stunning green, yellow, and red colors.

Therefore, fall is the perfect time to visit one of the most famous wine regions in Italy and sip on some vino.

Varieties to try include Suore Tuscans, Chianti Classico, Brunello di Montalcino, Morellino di Scansano, Vino Nobile di Montepulciano., and Vernaccia di San Gimignano.

Feel free to sample them at a local vineyard in Tuscany or at a wine bar (enoteche) in a local town.

Some of the spots I liked the last time I was here were Fattoria Casa Sola, Azienda Agricola Montefioralle Winery, Azienda Agricola Montefioralle Winery, and Avignonesi.

Just remember that as it gets later in the fall season, many smaller wineries start to close for the harvest season.

9. Check Out a Local Museum

A view of the light-filled hallways of the Uffizi Gallery with a large vase in the middle and a sculpture of a naked woman kneeling on the left.

If you’re a culture vulture at heart, or just wanna avoid rainy weather, then visit some of the best museums in Tuscany.

After all, Tuscany is a historic place that has been a hub of cultural activity for a long time. Therefore, you’ll have plenty of amazing museums to choose from during your visit.

The two main museums that you’ll absolutely want to visit are the Uffizi Galleries and the Accademia Gallery. Both Florence museums are amazing but you will need to book tickets well in advance.

Other cool museums include the Santa Maria della Scala in Siena, the Centro Pecci in Prato (if you like contemporary art), and the Palazzo Blu in Pisa, just to name a few.

10. Take Part in the Olive Harvest

A view of an olive grove with a walkway going through the green trees and olives hanging from the trees during fall in Tuscany.

In Tuscany, the historic olive harvest begins in late October/early November and lasts until mid-December.

The exact dates vary from year to year, but fall is a great time to learn about, and even participate in, this age-old tradition.

If you can, stay at an agriturismo with an olive grove. This way, you can easily watch the harvest and maybe even participate too.

I like Agriturismo Pancolina since the grounds are beautiful and Petra is an amazing host. Just don’t leave without tasting the new oil on a toasted piece of bread since oit is absolutely delicious.

And, make sure you sample the new oil on a piece of toasted bread! If you want, you can even take some new oil home with you. Just make sure that you won’t have any problems traveling home with it.

11. Go on a Road Trip

A picture of a little yellow Italian Fiat on a small street in Italy.

I love renting a car in Tuscany because you can discover the Tuscan countryside at your own pace. It’s also the only way to get off the beaten path and some of the best hidden hilltop villages in the region.

So, get ready to one of the most beautiful places in Italy as you drive through the Chianti hills.

Along the way, explore the UNESCO-listed Val d’Orcia, visit the Super Tuscan wine region along the coast, and stop by charming towns like Volterra and San Gimignano.

12. Relax at a Hot Spring

An aerial view of the host srpings in Tuscany with bright blue water scacding down local waterfalls. You can see a stone house in the background and two people swimming.

Autumn is Tuscany is the perfect time to take a relaxing dip in some of the area’s most iconic hot springs.

Not only is the weather a bit cooler, but the crowds of summer have dissipated. So, you’ll be able to find a place to sit and won’t sweat to death in the process.

Stop by places like Saturnia’s Cascate del Mulino or the village of Bagno Vignoni in the evening for the best experience possible.

13. Go Bike Riding

Two people in black sitting outside a cafe in Rome eith a bike next to them. The cafe is covered in green ivy.

September and October are perfect months for cycling in Tuscany. You can enjoy day-long rides without suffering from the heat. You also get to admire the stunning fall foliage all around. you.

You can find some of the best fall bike rides in Chianti and Val d’Orcia (in the South). Just remember that early fall is probably a better time for a multi-day cycling trip.

Also be sure to book your hotels in advance since accomodations do fill up quickly. Otherwise, join a granfondo or ride the Eroica route.

14. Go for a Hike

A view of hay bails sitting by the road in Tuscany with a house in the background and mountains.

Discover the Tuscan countryside on foot and go for a hike through this beautiful part of the country.

Just be sure to stay on well-established trails since fall is hunting season in Tuscany. I would also research the hunting days in the area that you’re hiking to avoid any dangerous situations.

One of my fave trails in Tuscany is the Via Francigena. It’s an ancient path for pilgrims that extends from Canterbury to Rome via Tuscany. Section 10 is exceptionally beautiful (it connects San Gimignano to Monteriggioni )and worth your time.

Other cool hikes include the Grande Escursione Appenninica (a serious hike and you’ll need to do a via Ferrata), Foreste Casentinesi National Park, and Monte Forato.

15. Take a Class

There are a ton of amazing classes on offer all throughout Tuscany. This is also a great indoor activity that is perfect for a rainy day.

Get creative and learn how to make your own perfume with a master perfumer at Aquaflor or learn about paper marbling at Giulio Giannini & Figli. Both are in Florence and make for a truly unique experience.

You can also learn how to cook classic Tuscan cuisine with Jacopo and Ana in Florence or with Toscana Mia in the Tuscan countryside.

16. Hang Out at the Beach

Aerial view of the beach at Forte dei Marmi. You can see people and buildings on the sand and the mountains in the background.

If you plan to visit Tuscany in September then you may be able to hit the tail end of summer and enjoy a nice day at the beach.

However, even if the temperatures are chilly and you can’t go for a swim, it’s still nice to go to the coast and enjoy a quiet walk along the beach.

Stop by Forte dei Marmi and check out some of the beaches there as well as the nice weekly market.

What to Pack for Fall in Tuscany

Here are some things that I found super useful during my trip to Tuscany in the fall. Be sure to add these items to your Tuscany packing list.

It’s also worth noting that your packing list will be very different if you’re visiting in September versus visiting in late November.

  • Layers – Pack plenty of layers since transition seasons mean warm days and cool nights. So, it’s always good to wear lots of layers so you’re always comfortable. Try and get quick-dry clothes if you can in case you get caught in the rain.
  • Umbrella/raincoat – I would bring an umbrella just in case it rains since the umbrellas there can be a bit expensive.
  • Waterproof Footwear – This kind of goes hand in hand with the umbrella. Just have something handy to keep your feat warm and dry in October/November. I personally like a nice pair of boots.
  • Sweatshirt/Warm Coat – If it’s earlier in the season then you can probably get away with wearing a warm sweatshirt in the evening. However, as the season progresses be sure to pack a heavy a coat so that you can stay warm in one of the prettiest places in Italy.
  • Scarf – I’m into them but Italians love them. So, if you want, bring a light scarf earlier in the season and a heavier one to keep you warm later in the season.
  • Thick Socks – I like to have warm feet and always like to pack heavy socks just in case.
  • Waterproof Luggage – I usually bring a backpack with a protective cover. However, if you have rolling luggage then be sure it’s waterproof, or at least water-resistant. This way all your stuff doesn’t get soaked as you deal with the crazy weather.


I hope you found this guide to fall in Tuscany useful and are excited about an amazing trip.

Personally, I would try and plan my trip for October so that you can enjoy some nice weather before the end of the month.

Just remember that this is not low season and that the region will still be pretty crowded. Also, while many people like to walk/drive around Tuscany, buses and taxis are available if you need them.

It’s also good to have a flexible itinerary. This way if the weather changes at the last minute, you can go to a museum and don’t have to suffer through a wet bike ride.

Lastly, before checking into an agriturismo, ask when the pool closes and when the heat will come on. You don’t want to book a fancy hotel with a pool, only to find out the pool is closed.

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