Help with planning a day in Manhattan and a day in Boston.

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Hope this is ok in GD as I couldn't get a travel forum, with work making me go to the US as least 5 times a year at the moment I figured I should make the most of it, so on the way out I have 9 Hours spare in JFK to head into Manhattan and on the way home 14 Hours to check out Boston,

I have done Manhattan before so thinking of maybe just heading into town to find a nice bar for a afternoon drink or two? but I haven't done Boston before, only the airport, I land at 8am and flight home is 10:45 so got a lot of time, what would you guys think I could fit into one day?
 
Boston is pretty cool but not loads of tourist stuff- you could go to the USS Constitution/walk around Harvard or go out to Salem maybe?

With these types of things I use ChatGPT - and tell it the sort of stuff I'm in to and how long I'm there and follow the robot overlords advice.
 
Manhatten... The 911 museum is definitely worth a trip. Or if the weather is good then have a walk in Central Park and grab some food there from one of the small cafes they have dotted around. Mind you, both would be a little rushed. So just a bar and food might be better.
 
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