So, did you take him to Florida? If so, you have a model for what the October trip would be like if he decided to come along. Except you guys weren't separated then. Now he would have a bit of trouble explaining to OW why he was going out of town with you.
Would you really want him to go with you, spend time with you, if it was only because it was a special trip?
In any case, that is 3 months from now--way too early to make definite plans with him. Who knows what will happen in the meantime. I agree you should not mention any more until you need him to put in for vacation.
