Tuscany in fall is one of the most magical times to experience Italy. From golden vineyards in Chianti to the aroma of truffle season and the first press of new olive oil, Tuscany in autumn offers travelers unforgettable flavors, landscapes, and traditions. This Tuscany travel guide reveals why September, October, and November are the best months to visit, what experiences you can’t miss, and how to plan your perfect trip.
Discover the highlights of Tuscany in September during the vibrant wine harvest, explore Tuscany in October with its truffle festivals and olive oil tastings, and embrace the quieter charm of Tuscany in November. Whether you dream of Chianti wine tours, countryside drives through Val d’Orcia, or cozy trattoria dinners in Siena, this video gives you everything you need to make your Tuscany fall trip extraordinary.
As the founder of a travel agency in Italy, I’ve seen firsthand how Tuscany fall travel has become the most requested season. Boutique hotels, truffle hunts, vineyard tours, and olive oil tastings often book months in advance. That’s why this guide also includes essential Tuscany fall travel tips to help you secure the best experiences before they’re gone.
Watch until the end for expert advice on where to stay, what to pack, and how to enjoy the slower rhythm of Tuscany countryside life in autumn.
If you’re planning a Tuscany fall vacation, love Italian food and wine, or simply want to know the best time to visit Tuscany, this is the video for you.
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What’s in This Video:
00:00 Tuscany in Fall: Why September and October Are the Real Peak Season
02:21 The Allure of Tuscany in Autumn: Vineyards, Truffles, Olive Oil, and Festivals
03:12 Tuscany Harvest Season: Grape Harvest in September
10:01 Tuscany in October: Truffle Hunts, Olive Oil Tasting, and Seasonal Festivals
11:28 Tuscany in November: Quieter Travel and Local Charm
13:16 Best Places to Visit in Tuscany in Fall: Chianti, Val d’Orcia, Montepulciano, Siena
13:39 How to Plan Tuscany in Fall: Wine Tours, Truffle Hunts, Cooking Classes
14:47 What to Pack for Tuscany in the Fall: Weather, Outfits, and Practical Travel Tips
16:48 Driving in Tuscany in Autumn: Renting a Car and Private Drivers
19:05 Tuscany Restaurants in Fall: Reservations and Seasonal Menus
23:31 How to Enjoy Tuscany in Autumn: Slow Travel and Timeless Memories
24:04 Final Thoughts: Why Fall in Tuscany Is the Season Everyone Wants to Be Here
For more ITALY TRAVEL TIPS:
FALL in ITALY: Why SEPTEMBER & OCTOBER Are the PEAK SEASON | Italy Travel Tips: https://youtu.be/oz5ekPARF-E
HOW TO TRAVEL TUSCANY: MONTEPULCIANO I Tuscany, Italy I Italy Travel: https://youtu.be/hntYUkTcasY
HOW TO SEE FLORENCE IN ONE DAY – Your PERFECT Travel Guide! I Florence, Italy I Italy Travel: https://youtu.be/euDvklzMAlI
MONTEPULCIANO, ITALY – YOUR PERFECT Travel Guide I Tuscany, Italy I Italy Travel: https://youtu.be/_Iq8dGVJRY8
HOW TO SPEND A WEEKEND IN TUSCANY – Pitigliano and Hot Springs in Saturnia I Italy Travel:
What Americans Get WRONG When Planning a Trip to Italy and How to FIX It | Italy Travel Tips: https://youtu.be/Bng45XmnwIg
10 THINGS You MUST Know Before DRIVING in ITALY! Car Rental, ZTL, Speed Camera & More | Travel Italy: https://youtu.be/VN9NfMoRGy0
HOW TO Travel ITALY BY TRAIN: MUST-WATCH Before You Travel to Italy! I Italy Trains I Italy Travel:
WHAT TO WEAR IN FALL IN ITALY – Make Sure to Pack THESE Items! I Pack for Italy I Italy Travel: https://youtu.be/lYorvRmFgB4
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10 Comments
Fabulous! Have you experienced Tuscany in the fall, or would you prefer to enjoy it in another season? Share your dream month for Tuscany in the comments – let’s hear it!
I will be there in May! what is it like then?
This is a wonderful informative video as always. Thank you 😊💕
The early vloggers kept saying go in October. Now it’s too busy. For longer stays, we’ve been going to Florence mid-January and February. A little chilly but the sun usually shines and tourist traffic is ‘light’
I would also like to know how it is in May
Great video. I love Tuscany. There are so many beautiful areas. There is tons of history throughout Italy, but Florence is a special gem. The countryside is so beautiful. I was amazed seeing the lemon trees. So cool! Thanks much for sharing.❤🥰
grazie … ive been to tuscany in the summer & fall tuscany any season is a si, si for me dreaming of returning which is why i watch ur channelz,… summer hot hot fall sublime
Dream months would be September or October in Tuscany. I have been during the winter into spring, but my dream is to go during the fall to experience all things wine related!!! ❤❤❤🍷
Thank you so much for this video! 🫶 🫶 🫶
Hello fabulous, it's me again. The solo traveler from the U.S. with whom you arranged for me to purchase the weaved leather wristlet bag. I absolutely love your blouse. As always, I am taking in all of your valuable expertise!
Hi! I enjoy all of your videos! My husband and I are planning a trip to Italy in October to visit our son during his study abroad. We plan to visit Venice, Como, Florence and Rome. I hope you have time for 2 recommendations. I have a strong passion for boots 😂. Do you have a non tourist shop that you could recommend to purchase a pair of leather boots? And second, any great local restaurants that are a must visit? Thank you for any suggestions! Have a wonderful day!