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Build segment to include only individuals who visited your website at least once in the past 30 days and looked into booking a family vacation. Book_for_family is a trackable field that can be added to the relevant page location.
The measure of success would be the number times someone clicked the abandonment message and ultimately completed a transaction. It is always best to have a control group who does not see the abandonment message so you can determine the lift over control for the message.