let out for the evening?? my trip out here??
1. You must be experiencing a certain amount of culture shock....having a meal with a senior citizen let out for the evening. what does 'let out ' mean?
2. My trip out here has been ...well, there've been several surprises since I left Boston. what does' my trip out here' mean?

Question

let out for the evening?? my trip out here??
1. You must be experiencing a certain amount of culture shock....having a meal with a senior citizen let out for the evening.      what does 'let out ' mean?
2. My trip out here has been ...well, there've been several surprises  since I left Boston.     what does' my trip out here' mean?

Answer

Let out (In the first sentence.)
It was meant to be a joke.  The person saying it is indicating that he is unable to leave at will.
Out here (in the second sentence.)
Means that the person has traveled from the place of origin to a distant place.  It is usually in the context of traveling from the east coast of the US (Boston) to the west coast of the US.