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I want to do a two-week 'dream-come-true' flight across the USA with a few friends.

I have a Jamaican Private Pilot's Certificate. I actually don't have a multiengine rating but will be getting that and an Instrument rating before doing the trip.

Which one of the above aircraft would be better for a two-week air tour of the USA? What things should i be considering? I am basically thinking about a New York to L.A. to Florida journey with about 3 friends and minimal luggage.

I know its best if i have a co-pilot (given the long flights and relative inexperience).

whats the best time of year to be doing this sort of trip?
What are the advantages of either airplane?
SHoudl i be considering any other aircraft in particular?
I have MAX of $250k to spend on the aircraft and i woudl hope that the airplane will make the full vacation without needing major servicing.

Any other advice?

(Please state your 'sources' or 'qualifications' in your response. )