My wife really hates rolly anchorages. I mean like it is an obsession for her, she simply will not tolerate it. She would much prefer that we ran aground on a reef than have a bad night at anchor, and if we do ever happen to have a bad night it would clearly be my fault.
In order to maintain marital bliss, I am very careful and have a few suggestions.
-Read cruising guides. Realise however that they are not infallible.
-Nothing beats local or cruiser knowledge.....tides/swell/wind can be tricky enough to figure out, however only prior experience will let you know about the swarming sand flies, or inter-island ferries that speed past every two hours until 1am
-I have yet to find any roll stabilization device that has worked FOR ME....the problem may however lie with me and not the devices.
-I always pick anchorages cautiously, if it's going to blow overnight I tuck up in the protected but maybe otherwise boring inlet... I don't let myself get tempted to risk the more exposed anchorage by the pretty beach
-Check your Depths, factoring in tide of course " Honey wake up, why is the boat leaning over??"
-Lots of Rode, paranoia about dragging whether justified or not always ruins a night at anchor.