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vbecky
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I had both (cheers and free in casino) on a recent December cruise. After I flagged down a drink server (an unusual effort), I gave extra tip ($2 first drink, $1 subsequent drinks). They then came back to me very regularly. Even offered to come back with a refill in 5 minutes (the time limiter between package drinks). 

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My usual M.O. is to identify a bar waiter on the first day of the cruise and make friends. We take care of each other for the duration of the voyage. I tip generously and they keep my drink filled when they see me at my table/machine.

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I've never had a problem getting drinks in the casino.  Possibly when it first opens after a port and it's crazy busy, but other than that, when my drink gets about half, the next one's on the way.  

 

And I order a bottle of water with each booze drink.  Never had a problem with double delivery and nope, never been charged. 

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