Check out this op-ed by noted historian and JFK biographer Robert Dallek. It's mostly an unfavorable comparison of Kennedy on the occasion of his 100th birthday with the current POTUS, and it might come off as too much of an anti-Trump screed depending on your point of view. In it, Dallek makes the rather curious claim that JFK could have been impeached for not responding adequately to the placement of Soviet missiles in Cuba; don't know if this is just a subtle shot on the Trump-Russia matter, but I'd like a Constitutional expert to explain to me how such irresponsibility for national security would nevertheless constitute a "high crime" or "misdemeanor" (whatever one thinks of the Russia relations of 45 and his associates, I can't believe anyone would want to pin the treason label on JFK if he had completely backed down during the crisis).
Also, Dallek strangely calls the Cuban naval blockade an act of "diplomacy"--classic gunboat diplomacy, maybe--and in doing so also actually falls into the trap of referring to the action as a blockade when in fact it was a quarantine, with all the attendant hairs to be split that such a definition allowed for.