I use Fisher maps and they have never done me wrong. I like the scale; details like which side of the inlet a portage lies on are harder to see on the larger maps. I would only purchase a Voyageur or the NatGeo if I was planning a long trip that didn't completely fall on 2 or 3 Fishers. I annotate the Fishers with fish species, waterfalls, pictographs, best rated campsites, old or unmarked portages etc. The PaddlePlanner map is a great resource for this. The Fischer maps do not show most abandoned portages and campsites in Primitive Management Areas, for example.
You will be close to the Tick Lake PMA and the Sundial Lake PMA. Travel is allowed in PMAs but staying the night requires an additional (free) permit, available when you pick up your permit from the nearest ranger station.
I read one trip report not too long ago on the other non-ccr website about a group making good time through the Sundial Lake PMA from Beartrap Lake to the southern bay of Iron Lake and would love to try it someday myself. You could go north from Sunday Lake to the southwest bay of Crooked instead of all the way to Iron. Would be a little taste of what travel on the un-maintained routes in Canada could be like and make your loop a bit bigger. Traveling through the Tick Lake PMA to or from Crooked is also possible but would require at least a quarter mile of bushwacking.
Your entry point is close to Basswood Lake, a very popular lake where 25hp motors are allowed. Keep that in mind if you seek the silence that most of the BWCA has to offer. Basswood Falls and the pictographs north of them are both popular attractions so be ready for a crowd. Breaking camp early and making camp early is the best advice for securing a campsite in the popular areas. Commercial/boy scout/outward bound groups are also common along the international border.
I've heard that there are multiple sets of pictographs on Crooked Lake, not just on the Basswood River north of the falls.
I'd rather be rained on and/or windbound in the BWCA than not be there. Regardless of route and weather, I hope you have a great trip.