For Annette's 23rd birthday, Josh gifted her a trip to Hawaii. Annette and Josh planned a fun trip for just the two of them on the beautiful island of Hawaii. On the second day of their trip, Josh and Annette woke up at the crack of dawn and went on a hike to Diamond Head. Diamond Head would end up being the mountain in the background of their engagement (but Annette did not know this yet). Later that day, Josh told Annette that he had made a reservation at a rooftop restaurant. At the restaurant, Josh surprised Annette with a breathtaking proposal and asked Annette to marry him! He then surprised her with their close family and friends in Hawaii to witness the proposal.