I'm hoping to squeeze in a trip to...

Meaning

Trying to fit a trip into a busy schedule.

Examples

• John: I have a very tight schedule this month.
• Alice: I know, but there's a great deal on flights to Hawaii next week. <b>I'm hoping to squeeze in a trip to</b> Hawaii then.
• John: Wow! That sounds amazing. But how will you manage with work?
• Alice: I'll try my best. It's a long shot, but <b>I'm hoping to squeeze in a trip to</b> Hawaii, even if just for a long weekend.