Some of the best sailing destinations in May include Croatia, Greece, the Amalfi Coast, Turkey, Belize, the BVI, Malta, and more. May is an ideal time to sail — conditions are favourable, prices are often lower than in peak season, and flights are typically more available.
In many of the destinations we have picked out, May sits quietly on the edge of high season — a moment when the marinas are waking up, but the crowds have yet to descend. It’s a time to arrive as a guest, not a tourist. With fewer boats on the water, you’ll find quieter anchorages, warmer welcomes, and the kind of stillness that’s hard to buy in summer.
Whether you’re heading to the Caribbean or the Mediterranean, weather in May is generally excellent for sailing. In the Med, the season is just beginning and temperatures are warming up fast. Sea temperatures are also swimmable in most popular sailing regions by mid-May.
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