Greece is beautiful, but I really don't recommend going in September–October. Take my advice and don't force it!!
Greece is beautiful, but I really don't recommend blindly rushing there in September–October❗❗ Take my advice and don't force it!!
Don't be fooled by the "Aegean blue-and-white churches + Santorini sunset + Mykonos windmills" filter. It's not that you can't go to Greece in September–October, but it "looks like shoulder season, but is actually a gamble"—gambling on the wind, the ferries, and whether the islands are closed. If you get it wrong, you won't get that photo of the blue-domed church; instead, you'll be stuck at the port for three days.
🚫 Why I advise against forcing a trip in September–October
1️⃣ October isn't "autumn in Greece," it's "the countdown to island shutdowns"
September is actually pretty sweet: the water is warmest (around 25°C), there are fewer people than in August, and prices start to drop.
But by mid-to-late October, the islands start preparing for winter—some cliffside shops in Oia, Santorini, beach clubs in Mykonos, and tavernas in the Small Cyclades start closing one after another. That iced coffee you wanted to drink or that blue-domed church guesthouse you wanted to photograph might only be "open until October 15 this year."
2️⃣ When the Aegean winds pick up, ferries get canceled at a moment's notice
The Meltemi summer winds are craziest in July–August, but when the autumn winds and low pressure arrive in October, the high-speed catamarans (SeaJets) are the first to give up compared to the larger ships.
Athens to Santorini/Mykonos routes may face delays, port changes, or cancellations due to wind and waves. Between the islands (Mykonos → Paros → Naxos → Santorini), schedules in late October drop from "several times a day" to "3–4 times a week."
For those who didn't leave any buffer days: you might end up stuck in Mykonos for an extra night, unable to return from Santorini, or crying over rebooking your flight from Athens.
3️⃣ Days are okay, but mornings, evenings, and ferry rides are cold enough to make you question your life choices
In September, it's 26–29°C during the day and 16–19°C at night. In October, it's just over 20°C during the day and 13–15°C at night. With the sea breeze on the deck, it feels even colder.
Wearing a camisole for photos means looking great at noon but shivering by evening. If you didn't bring a windbreaker and a light down jacket, you'll feel like you've been stuffed into a refrigerator door crack while on the ferry.
4️⃣ Historic site closing times are quietly moved up, so don't cut it close
The Acropolis, Delphi, Olympia, and the Meteora monasteries all have earlier sunsets and earlier ticket office closing times starting in October.
You might plan to "fly from Santorini to Athens at 4:00 PM and rush to the Acropolis at 5:30 PM," but in reality, the Acropolis stops admitting visitors at 4:30 PM, and before dark, you'll just be left with crowds and security guards ushering people out.
5️⃣ With the National Day/domestic long holidays, Athens and Santorini aren't empty
Early September might feel like shoulder season, but if you hit the domestic Golden Week, groups of wealthy Middle Eastern tourists escaping the heat, or cruise ship port days, Oia in Santorini, Plaka in Athens, and Acropolis timed tickets will be just as packed.
Plus, starting in 2025, the Acropolis has a limit of 20,000 visitors per day and uses timed tickets, so it's not a case of "just show up and buy a ticket."
6️⃣ You can't time it right for the two "most Greek" scenes in September–October
· To see the surreal summer blue + explosive nightlife → July–August is the right time
· To see spring wildflowers + long daylight hours + warming seawater → May–June is the right time
· September–October: The sea is still warm but the nightlife is fading, the sky is still blue but the islands are starting to close up. This is for "experienced travelers looking to reminisce," not the best choice for a first-timer.
📅 When is the right time
✅ May–June: Wildflowers, long days, warm enough water, and no massive crowds. The safest bet for a first trip to Greece
✅ Early to mid-September: Warmest water + post-summer crowd decline. The hidden ace for "people who know how to plan"
✅ Early October: The large islands (Crete, Rhodes, Corfu) are still fine, and Athens is super comfortable
❌ October 20–November: Islands are semi-dormant, windy with fewer ferries, and sunny days are a gamble. Don't come for your first visit
❌ Trying to cram a 5-island hop including Santorini + Mykonos during the National Day holiday: you're asking for cancellations
🚨 How to save yourself if you insist on going in September–October
· For a first trip, don't plan more than 3 islands. Athens + Santorini (or + Naxos) is enough
· Buy refundable/changeable ferry tickets; don't buy non-refundable discounted ones. Large ships like Blue Star are more wind-resistant than catamarans
· Leave at least 1 buffer night in Athens before and after Santorini/Mykonos. Don't "get off the plane and rush straight to the ferry, or take a ferry back to Athens on the last day to catch your flight"
· If going in October, choose large islands: Crete (Chania/Rethymno), Rhodes, Corfu. Don't go to the Small Cyclades and gamble on whether things are open
· Buy timed tickets for the Acropolis, Delphi, and Meteora in advance. Don't cut it close in the afternoon
· Outfit: Summer clothes for the day; add a windbreaker + light down jacket + non-slip athletic shoes (the marble at ruins is slippery) for the ferry/sunset/mountains
It's not that Greece isn't good; it's that if you come in September–October, you have to gamble on the autumn winds, the ferry schedules, whether the islands are closed, and that you aren't a first-timer.
Wait until May when wildflowers cover the Peloponnese, or come in early September when the seawater is still warm, and that's the version where "the Aegean is willing to smile at you"🩵⛵