"Can" is too overloaded a word even with context provided, ranging from places like "could conceivably be achieved" to "usually possible".

The only hint you can dig out is where they might have limits feasibility around it. E.g. "I can fly first class all the time (if I limit the number of flights and spend an unreasonable portion of my weath on tickets)" is typically less useful an interpretation than "I can fly first class all the time (frequently without concern, because I'm very well off)", but you have to figure out which they are trying to say (which isn't always easy).