If you’re planning to visit Italy in September or October because you’ve heard they’re the “perfect” months for fewer crowds, lower prices, and easier reservations, there’s something you need to know: that version of the Italian shoulder season is quickly becoming a thing of the past.
In this episode, I’m breaking down what Italy in September and October actually looks like today, from the crowds and hotel prices to restaurant reservations, private guides, coastal destinations, and the reality of planning a fall trip. I’ll explain why September can still feel like summer, why October is a completely different experience depending on where you go, and why some of Italy’s most popular destinations remain incredibly busy well into the fall.
I’ll also share why I personally love October in Tuscany, from crisp mornings and golden vineyards to white truffles, freshly pressed olive oil, seasonal food, and, of course, a good glass of Tuscan red wine. But I’ll also explain why the answer to “Is fall still a good time to visit Italy?” isn’t as simple as it used to be.
Most importantly, I’ll share how far in advance you should actually plan an Italy trip for September or October if you want the best hotels, room categories, guides, experiences, and restaurants, rather than simply choosing from whatever is still available.
So if you’re considering Italy in the fall, planning your first trip to Italy, or trying to decide between September and October, this episode will help you understand what these months really offer and how to plan around the new reality of Italy’s increasingly popular shoulder season.
Because September and October haven’t become bad months to visit Italy. They’ve simply become misunderstood. The key is knowing what to expect, where to go, and when to start planning.
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0:00 Italy in September & October: The Shoulder Season Myth
2:28 Why Italy’s Shoulder Season Is No Longer Quiet
7:58 September in Italy: Crowds, Weather & Prices
10:32 October in Italy: What Actually Changes?
11:25 Why October in Tuscany Is So Special
14:18 Are September & October Still the Best Months to Visit Italy?
16:01 How Far in Advance Should You Plan Italy in September or October?
18:27 The New Reality of Fall Travel in Italy
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