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spend money like a drunken sailor
To spend money freely and frivolously. Because I've been spending money like a drunken sailor, I don't have enough to pay my rent this month.
Heaven protects children(, sailors,) and drunken men.
Prov. Children(, sailors,) and drunk(ard)s often escape being injured in dangerous situations. (Often used to express amazement that a child, sailor, or drunk person has escaped injury.) Jill: Did you hear? A little girl fell out of a second-floor window in our apartment building. Jane: Was she killed? Jill: She wasn't even hurt. Jane: Heaven protects children, sailors, and drunken men. Mike was so drunk he shouldn't even have been conscious, but he managed to drive home without hurting himself or anyone else; heaven protects children and drunkards.
like a drunken sailor
With no restraint. A merchant seaman on shore leave with months' worth of pay in his pocket tended to make up for lost time in the drinking and “play-for-pay romance” departments. Fiscal restraint was out of the question. So did miners and cowboys when they too had a chance to go to town, but the image of a sailor prevailed. The sea shanty “What Shall We Do with the Drunken Sailor?” suggests the same idea of a jocular attitude toward an inebriated mariner.