It's slightly cooler on Crete at about 30º?+. September and October are wonderful months for a holiday in both Cyprus (Cyprus in September, Cyprus in October), and Crete.
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Crete is the warmest of the Greek islands in October because of its geographical location in the South Aegean Sea, close to North Africa. While the heat isn't as insufferable as it is during the summer months, it's still a bit intense, mainly if you're not used to mid-20s temperatures.
Cyprus remains warm and sunny with temperatures in the mid- to high-20s °C (high-70s to low-80s °F) throughout October. The sea has retained its warmth after months of hot sun, so you can still swim, and the lower temperatures are great for sightseeing.
Sitting in the southern Aegean, you'll get lots of warm weather if you're going on your Crete holidays in October. It's the largest Greek island, and has the hottest weather across the whole country because of its location close to North Africa.
Cyprus is a bit southern than Crete, and of course eastern than Crete, so theoritically will be somehow warmer. But no one can guarandee about the weather. Weather during October can be very mixed, with days of sunshine and days of clowds and rains. October is definately not swimming time for Greeks.
That makes it very pleasant for swimming. The hottest place in October is Limassol on the south coast, with an average high of 27.3°C. Nicosia and Paphos also experience high temperatures in October, with average highs above 26°C.
Located between Rhodes and Crete, Karpathos is the hottest destination in Greece. Monthly temperatures average 30°C (86°F) throughout the summer, with very little rainfall. It's one of the most southerly isles in the country, which helps explain its sizzling temperatures.
Cyprus has one of the warmest climates and warmest winters in the Mediterranean part of the European Union. The average annual temperature on the coast is around 24 °C (75 °F) during the day and 14 °C (57 °F) at night.
South Crete is generally a couple of °C warmer (but water temperatures are roughly similar). The east of the island, has less rain than the north and especially the north-west.
Chania Town is probably the most beautiful town in Crete. The Old Town of Chania, with the evident Medieval style, is a wonderful place to walk around, lined up with elegant Venetian mansions.
It depends on what type of experience you're looking for. The east side of Crete offers more rugged and less crowded beaches, while the west is known for its cosmopolitan cities and picturesque villages. If you want to relax and enjoy peace and quiet, then the East is your best bet.
The largest Greek island has mild weather, pristine beaches, great offerings for foodies and wine lovers, hundreds of ancient sites, breathtaking landscapes and hiking paths and wild nightlife. It is the largest island in Greece, but has its own unique history and culture.
2 long sleeve shirts: if you are traveling in May or October. 1 chambray shirt: also perfect for May or October, it can work as a light jacket. 1 light jacket or raincoat: the weather in Crete is sometimes unpredictable, especially at the end of summer.