I think it varies from congregation to congregation. If jw family go to the same congregation, the elders expect them to help out or if in a nearby congregation. If they have no jw family nearby some elders assign a sister (usually a pioneer...supposedly they have more time) to handle it. Hardly ever a married couple. Others load up on the pioneers that are single helping 2 or 3 older jws. It is worse in Florida where there are so many in one congregation (we went to one congregation with only 2 families under 50 with children.
But then I heard jws complain that an elder's wife should be pioneering and she was taking care of her elderly mother and father, elderly MIL, and a blind sister in the congregation.
Then there were the elders that said the "worldly" relatives should take care of them and the jws had no responsibility.
I had a group of 5 sisters/brothers go out to eat at a frugal restaurant or sundaes and coffee once a month, my car group. We would some time go up to a park for a picnic every summer. I had a great time being the youngest and hearing all their stories.