Hi.
It all depends on your cruising speed.
55-60 mph, you're doing about 4000 rpm, the bike should deliver about 20 Km/liter = 50+mpg; ensure 100 miles (about 2 hrs' riding time) between fuel-ups.
But more importantly, at decent speeds the engine will use less OIL !
Cruising at 55-60 mph you should easily be able to start with a well topped-up sump,. and ride back home with all the oil you need.
BUT
Ride like a banshee and you'll need to top up your oil 1/2 pint every 2
gals fuel !
So, figure out and map out well in advance your route, and plan your stops accordingly.
Allow the bike to rest at least 10-15' (hot engine) before checking oil level.
My suggestion: ride, arrive at gas station, coffee, toilet, check oil, fuel up in that order.
Have a nice ride !
PS: Rider fatigue: sometimes even boredom may induce rider fatigue: I discovered that fresh fruit juice (orange, pineapple, the like)
will keep me awake and alert (and in a good mood) much more efficiently than endless coffees
YUP ! Apparently it's not the caffeine that keeps you actually awake, it's the fluids and sugars.
Caffeine raises your state of alertness, but too much caffeine and not enough fluids and sugars and you may well become a very grumpy slowpoke !