Degree of planning for a long trip
I am planning for a long trip in 10 months, as a retirement gift to myself. I'll be riding my 750K5. My route starts near Kingston, crossing into the US at Ivy Lee Bridge. Heading south to the blue ridge parkway, then over to Memphis. (I have a buddy there to show me the town.) From there over to the west coast, north to Washington state, then eastward through the US back to Toronto. 4 to 5 weeks is my timeline, based on financial considerations.
I'd like to be loosey-goosey as far as route planning goes because I have the freedom to do so on a solo ride, as a reaction to both my highly regimented school teacher job for 27 years and my family vacations organized by my wife who likes every overnight stay predetermined before we start. (Not complaining about this last part because with children it is probably a good idea.) On my trip, by not pre planning my exact route, I know that I will miss some good roads and sites, but I will also experience ultimate freedom from the tyranny of the itinerary and accidentally stumble upon unimagined cool sites, roads, and opportunities, by going with the flow of the universe, kind of like a Jack Kerouak journey.
I did something like this back in university days, driving a car for someone from Florida to Toronto. I simply headed north, largely staying off interstates, taking a side trip to New Orleans. When I came upon a town, I'd check a map just to see where I was.
So, what's your style of touring? Do you plan everything? What do you think about being flexible?