You can enable a Try Again for Free automation for each subscription plan you have active. This offer can only be claimed once and will not be sent again after a second cancellation.
Navigate to Marketing > Try Again for Free and click New Automation. You'll then choose the plan you want to apply the automation to and set the Amount of Days you want to provide a free trial for.
Of course, have a read over of each email and if you want to add your own personal flair to them, go right ahead.