Comfortable is easy.
Just because you don't have to "dress up" for your brunch doesn't mean you have to wear a t-shirt and shorts. A pair of loafers keep things interesting and light (versus what boots would do here), and the baseball cap grounds the look with the added bonus of, you know, blocking the sun.Loafers, Florsheim, $100
Or add a sweater for layering and texture, and keep things casual with a pair of white canvas sneakers
Sneakers: ProKeds, $45
Sweater: Lands' End Canvas, $50 - Similar.
Bag: Everlane, $95
Sunglasses: American Optics, $50
Smart Casual
The shirt and pants are just as easily dressed up as down.Herringbone sportcoat: Lands' End Canvas, $149
Shoes: Allen Edmonds Strand, $335