Santorini beaches and water activities are warm and inviting from May to mid-October and at their best from June to September.
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You can expect average highs of 24ºC and 10 hours of daily sunshine in May – ideal for both sunbathing and sightseeing. The sea will be around 18ºC, just warm enough for a quick swim, and evenings are pleasantly cool.
The Greek islands are wonderful from late April to early November. For swimming, sun, and beach activities it's warmest from late May to early October.
Visit Santorini in Spring & Fall (Shoulder Season)The Spring & Fall (shoulder season) is from mid-April to June and from September to mid-October. With most establishments still being open and fully functioning but without the high-season crowds, spring and fall are hands down the best time to visit Santorini.
Swimming Spots in Santorini – White Beach, Red Beach and Caldera Beach. The swimming in Santorini is unique and beautiful. The water is crystal clear, while the geological formations are quite different from other areas of the world due to coming from a volcano.
Head to the Athenian Riviera in May and the sea may be warm enough for many to enjoy as well. Islands like Crete and destinations in the Peloponnese are rather balmy now providing an ideal time for lounging on golden sands and swimming in the aquamarine sea.
Shorts are acceptable on the beach or when going from the beach to the shops near-by. If you plan to take a ferry between the islands, shorts are a good option if you travel by day (opt for a pair of long pants though if you travel by night).
Santorini is best known as a romantic island with one-of-a-kind views, whereas Mykonos is more about sandy beaches and spirited partying. Depending on the vibe you seek, both islands suit holidays à deux. Solo travellers and groups of friends will also find both appealing, though Mykonos offers more in terms of edge.