There’s beauty all across Italy in autumn, yet nothing compares to the timeless charm of Tuscany in fall. In this episode, I’m sharing why September, October, and November have become the most desired months to visit - from the Chianti wine harvest and freshly pressed olive oil to truffle season, cosy trattorias, and golden vineyards that glow in the autumn light. 

I’ll take you through what makes each month special: September for grape harvests, October for truffles and new olive oil, and November for quieter charm and village festivals. I’ll also talk about the best places to go in fall, like Chianti, Val d’Orcia, Montepulciano, and Siena, plus essential Tuscany travel tips like what to pack, how to plan vineyard tours, and why dinner reservations are a must. 

Whether you’re a wine lover, foodie, or just dreaming of a slower, more romantic side of Italy, this Tuscany travel guide will help you plan an unforgettable autumn trip.

Link to the YouTube video on How To Travel Tuscany : Montepulciano - https://youtu.be/hntYUkTcasY?si=tobfxKtGNFA0fUVc

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0:00 Fall in Tuscany - The Magic of Autumn in Italy

2:30 The Allure of Tuscany in The Fall

7:43 Planning Your Trip: September Month Guide

10:02 October: Truffles, Olive Oil Tastings

11:28 November: Quieter Villages, Olive Oil Festivals

13:40 Travel Style & Mindset for Fall in Tuscany

14:54 Bespoke Tuscany Travel Tips

19:08 Travel Smart in Tuscany During Fall

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