Very good list overall, but seriously do a good few days on the bike before undertaking any sort of big trip on it.

- Carry a few smaller water bladders. It's easier to balance your weight that way. I love 4 litre MSR dromedary bags. Carry spare caps for the bags. Or just use PET bottles. Free with a purchase of your favourite beverage!
- Don't use 4 panniers unless you absolutely need 4 panniers. If you end up with the BOB trailer, put stuff that would have been in the front panniers in trailer. Saves a lot of weight (2+ kg). Rear rack bags are a good option as well for extra capacity without adding a bunch of weight. With some creative ideals and tape, you would be amazed what you can carry on your bike.
- Invest in very good water bottle cages and don't be afraid to carry a spare. They love to break.
- Go with a non inflating sleeping pad if your trip involves long periods of time in developing countries. Bulky, but hey, you want to carry a guitar.
- Acquire lots of lightweight waterproof bags for organization and in case you need to access something in your panniers during wet weather. Really helps with organization too. I like Sea to Summit bags, they are pricey but have lasted me for years.
- Carry just a small towel for drying yourself or just use your clothes as a towel. I was using my riding jersey as a towel for months this year.
- If your in a cheap country, you don't really need to cook. Often easier, faster and cheaper just to eat out all the time, plus you don't need to do the dishes, haul extra water, relax while waiting for your meal etc.

I personally wear SPD Shimano MTB4 shoes for riding but carry Keen sandals for off bike walking or if I'm on a road so rough that I don't want to clip in. Having a pedal that is both a SPD and platform pedal has been wonderful the past few months. The sandals and SPD shoes look totally fine when going out RE: I am not a fashion expert