While temperatures will differ from one place to another in the subtropics, one foolproof combination would be a T-shirt and jacket
Dior Homme
What you need to be mindful of is whether the location has a lot of rainfall or not. If it does, you can swap bomber jackets with leather biker jackets or a water-repellant hoodie.
Jeans are a reliable option for pants, otherwise corduroy pants—hopefully you pick the trendier ones—can be a fine substitute.
Kolor
Leather is definitely recommended for footwear, although canvas shoes will fare just fine.
Oh, and don’t forget to bring an umbrella along.