There are some places we really love returning to regardless of the distance -- for the wind, for the landscape, for the friends. We feel at home at these places -- after all, the real home is where friends are. There have been few more in the past, Tarifa, Margarita and Croatia -- it is just that there is just one life and too many great places :-)
England is THE sailing country, sailing is everywhere. Every kid or grey-haired boy or girl stops by when you set up your boat to ask what kind of boat it is, where you are from, if you need help, and to share fond memories of what they sailed one hundred years ago. Weymouth is a place of Olympic games, Hayling Island is a hard-to-beat location, Eastbourne generates more adrenaline getting over shorebreak than the actual sailing.
Faggerheim, Norway. A great place to spend winter snowkiting -- it is just you and the lakes-and-hills landscape, nothing in between, no queues, no lifts.
Fehmarn, Germany, in the Baltic Sea -- there is something therapeutic about the Baltic flatlands and coldish yet sunny summers. Germans have a boring reputation, but whether that's true or not, they are for sure very friendly and welcoming. Try a friend to wake you up with Fehmarn strawberries, they are irresistible.
In Bretagne, there are quite many French, but whatever you may think of them, there is no second nation so good in cooking. French music, French wine, French movies, the natural beauty of Bretagne, and, after all, the French too are worth the journey.
Karpathos is a fantastic destination with guaranteed die-hard wind, windsurfers, and 4.* sails. At the very moment you exit the aircraft, the moist wind hits your nose, and Devil's Bay is within walking distance. Siga siga!
Garda Lake comes with Italian flair, Alpine sceneries, and pleasant weather, as all the rain stops on the Bavarian side of the Alps. Most of sailing takes place between Riva and Malcesine, where the lake cuts into the southern edge of the Alps. With Italians, there is always style and laughter.