Do you have a regular date night? No.
Who plans it? N/A
What creates an obstacle for having a regular date night? We used to, but we enjoy spending our weekends with our friends. Some weekends we have different people over Friday, Saturday, and Sunday.
When I need a date night, I say "Dave, I need a date night. Let's go to XYZ", or I'll save, "Dave, I need a date night and I want you to plan it."