I like the update isaiah, especially the skyline at the bottom, but I still think it needs quite a bit of work.
First, the bonuses are all seem pretty undervalued. Most of them are just so large and involve so many territories that they're not feasible to hold, especially on such a small map. North Miami is the most glaring example worth only a +5 but with 10 territories to hold. Honestly, I think these need quite a bit of work. They're slightly unappealing aesthetically and I know you can do better
You have a 4 corner issue between Miami Springs/Virginia Gardens/West Miami/Little Havana. That will obviously need to be corrected.
The "bridge" that goes to Miami Beach island comes directly from the highway so it's unclear which territory that borders. Also, I think you need to add some more connections to the intracoastal islands, and maybe split that bonus up between the "Keys", and the northern intracoastal islands.
Finally, and this is kind of a big suggestion, but you may want to consider completely scrapping the highways. I don't think they add anything to the map other than unnecessarily confusing way to create impassables (i.e., Pembroke Pines is one territory, but it's split up into three distinct areas by the highway). They also sort of detract from the classic theme you want for this map.