The sentence that requires semicolons instead of commas is:
This summer, we are going on a road trip to Philadelphia, Pennsylvania, Baltimore, Maryland, and Rehoboth Beach, Delaware.
This sentence lists cities along with their respective states, which can create confusion. Using semicolons would clarify the separation between the different location pairs. The corrected version would be:
This summer, we are going on a road trip to Philadelphia, Pennsylvania; Baltimore, Maryland; and Rehoboth Beach, Delaware.