The second is if Mickey wants the bad ending to the "A Pirate's Love" Quest. The ice cream is available for sale in the same spot and for the same amount. Paulie's Ice Cream Shop in Mean Street for 100 E-Tickets. Buying the ice cream is less work than collecting the flowers, but Henrietta, being lactose-intolerant, will turn Damien down if he offers this to her, leaving him to eat it in rejection.
The third quest that ice cream appears in is if Mickey repaired/destroyed Hook's evil machine in Skull Island and all the pirates (including Damien) left Ventureland. Missing Damien, Henrietta will give Mickey the "Ice Cream for Henrietta" Quest, asking him for ice cream to remind her of the "sweet" times she had with Damien. Mickey will get the Special "Ice Cream" Pin after completing this quest.