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I think another consideration may be transportation. Mackinac Island or Cape Cod would be great, but difficult to get to since you can't fly directly there.
For work I help plan a business convention like this every year. One year we went to Palm Springs. Everyone loved the idea, but the P.S. airport is so small with so few flights, that most people had to fly into Ontario (CA) or LA and then rent a car and drive. That did not go over well.
Chicago would be awesome though - especially because I am from there!
I just got back from vacation in Tampa/Clearwater Beach. Awesome!!
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Adding 's does not make a word, not even an acronym, plural
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