A lot of modern boats won't sit head to wind on an anchor all that well due to the difference caused by modern boat design. Don Jordan has an article on the problem on his website
What kind of anchor did you have? What kind of anchor rode did you have? How much scope did you have out? What kind of bottom was it?? All of these will affect whether you're likely to drag or not.
I generally recommend you get a larger than normal anchor, and of a design that will not pull free if the boat swings 180˚. The best designs are the next generation designs, like the Rocna, Manson Supreme, Spade, and Buegel. I have the Rocna on my boat. I also recommend you have at least a boat length of chain on the anchor, unless the anchor specifically say not to do this. Some of the fluke design anchors, like the Fortress, will have problems setting properly if you have more than about 6-12' of chain.
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You know what the first rule of sailing is? ...Love. You can learn all the math in the 'verse, but you take
a boat to the sea you don't love, she'll shake you off just as sure as the turning of the worlds. Love keeps
her going when she oughta fall down, tells you she's hurting 'fore she keens. Makes her a home.
—Cpt. Mal Reynolds, Serenity (edited)
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Still—DON'T READ THAT POST AGAIN.