Thanks for the great feedback everyone. I originally thought that mechanical upgrades were the basis for my post. But in retrospect, the pragmatic advice proved more valuable. Especially the links to others who are a bit more ambitious with their tours. These sites which included what they packed was most informative. So filtering stuff down, here's where I'm at with a de-risking approach:
Mechanical:
New tires, new belt, Molossi variator kit with clutch spring. I'll try 5.5 gm weights before heading out. Oil change and new plug (plus a spare). The original battery (always on a Tender) still shows good power, but I may replace it nonetheless.
Mods:
Rather than replacing the front engine panel with the louvered version, I think I'll just temporarily remove it altogether. More airflow for cooling. Adding a throttle lock to give the wrist a break. Front carrier and medium windscreen. Two red bike lights for rear flashing. Need a mirror arm mount for GPS/iPhone/GoPro I'm researching some sort of highway foot pegs that can clamp on. Maybe fabricate something from a broken carbon fiber hockey stick. Pegs would need to fold for cornering.
Packing:
I'll test with the current Vespa tail box and use my semi rigid boating cooler. This is watertight, fits on the passenger seat and provides a backrest. Instead of food, it will carry sleeping bag, some clothes, and most cooking stuff. OK, maybe a beer or two. The front rack will carry tent and some gas and tool kit.
Tech:
Komoot App will be my preferred GPS, but I'll have regular GPS for back up. I need to spend a lot more time mapping before I go. Komoot set to touring bicycle gives you elevation maps which can help plan around major hills. I'll have my iphone, but I'm finding my recent move to T-Mobile has impacted network range. I need to install a 5V 2A USB port to run the Garmin GPS. regular USB ports are too low in power for Garmin. Portable power packs and a USB power bar for hotels to simultaneously charge everything overnight.
Other:
Will sign up for roadside assistance. Probably AAA for backroads. Looking into adventurer health insurance. Its actually pretty reasonable for a few months in USA.
www.worldnomads.com
The weather is starting to warm up in Rochester NY. I hope to do an overnight (hotel) shake down test later this month. Maybe 300 miles return.
Questions:
1. Are Yuasa lead acid batteries that much better than other brands? Isn't chemistry, well chemistry?
2. Anyone know of a front foot peg kit to stretch the legs?
3. Recommendations for mirror mounting kit? (approx 3/8 diameter arm on a 45 degree angle).
Other ideas are most welcome.
Cheers