u/JKrischke

Been searching around and looking for recommendations. Looking for a quick (Thursday to Sunday) trip from Chicago for my first anniversary at the end of July. We are looking for a nice hotel, great food, and just a casual "not too busy" location. Looking at Miami (though it will be hot) and New York, but nothing has really jumped out for us. We have passports and willing to leave the US.

Any recommendations for a long weekend where we can eat good food, have some drinks, and enjoy a location. Thanks!

Edit: Added that we have passports