I will pick the states where I have lived
New Orleans, Louisiana: Even in a state as unique as Louisiana New Orleans is still the jewel of the state.
Annapolis, Maryland: It is a charming colonial town and state capital. A case could be made for Baltimore, but Charm City feels like a smaller Philadelphia to really stand out in the area.
Galveston, Texas: If I dropped someone off in a random neighborhood in the city/burbs of Houston, Dallas, San Antonio, or Austin most people would not know the difference. Yes, there are slight variations of topography, but the homes and strip-malls all look about the same. That cannot be said with Galveston.
Key West, Florida: Very few cities have the look or feel to Key West. I believe it could be one of the most unique cities in the US.
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Geaux Tigers
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