Just curious. How much flying time do you have and what ratings do you have? I ask because most living, highly experienced "pilots in command" that I know would be thinking a lot more about how easily even the best laid plans can turn to crap. And, they would surely be focusing more on what might be the worst case ramifications for a rationalized decision to make the plan work just so you can sit on a better beach. Don't get offended, but it sounds like you have a case of "getthereitis", and that disease has killed a lot of pilots and their hapless passengers.