Thanks for the thoughtful suggestions, Russ. Really greatly appreciated.
I plan on carrying 30 days of supplies at a time; having additional supplies sent USPS General Delivery along the way by friends and/or our house-sitter. The insulin I carry with me will be in a Frio pouch
http://www.frioinsulincoolingcase.com/ which is an evaporative cooling case.
For me, I can't imagine giving up the pump. The ability to set temporary basal rates along with using only one type of insulin (Humalog) is critical for me. I am pretty insulin-sensitive, so when I am riding, I frequently set my basal rate to 0%. Similarly, the CGM gives me a lot of flexibility to fine tune along the way.
Now I will be doing some multi-day trips over the next 8-10 months to see how well my infusion sets/CGM sensors hold up, because if I have to replace them every day, then I will have to consider an MDI (levemir, humalog/novalog) and syringe approach as you suggest.
I have only done single day rides of up to 70 miles so far, or 2 consecutive days totaling 80 miles. Even in the hot, humid Florida heat my pump and CGM have worked well. Yes, I have lost an infusion set, but it's pretty rare.
The lesson I am taking so far is I will have to carry more diabetic kit and fewer clothes.