We (and our children) have many, many dear friends.
Some friends, like some wines, travel better than others.
If possible, i would try a test weekend somewhere, first.
See how you do in restaurants, at bed time, etc.
My DD has a BFF, who I would love to show Europe, but I know we could never do it.
She is an incredibly picky eater, and is not able to just "go with the flow" as circusmstances sometimes warrant, especially traveling.
Jim
PS Our bestest travel friends, we met here on the DIS boards. Since our original
DCL cruise, we have done a reunion in Ocean city, Have another cruise in Dec., British Isles trip next year, hawaii cruise the year after, and a Greek vacation after that.
They travel like we do. Easy going, try anything and "go with the flow"