I also have the grantour bag and I would suggest you go with it instead of the day bag. The grantour is big enough to hold close to a weeks worth of stuff for a solo trip but small enough that it does not look to bad. I used mine several times a year on my Suzuki M50 but have not needed it on my XR, the bags hold plenty for a week trip for me. Plan on getting a luggage rack this summer and put the grantour on that for some 2-up trips.
2011 Cross Roads Sunset Red
OEM short windshield, passenger backrest, crash bars, saddle bag bars, heated grips, vinyl closeouts, tachometer, ambient temp, LED headlight, luggage rack. WD lay down licence plate.