When the setting permits a relaxed outfit, you can always rely on a blue henley shirt and jeans. For shoes, go down a classier route with dark brown leather casual boots.
Blue Henley Shirt with Jeans Chill Weather Outfits For Men
If you're on the lookout for a casual but also dapper outfit, rock a blue henley shirt with jeans. White canvas low top sneakers will pull the whole thing together.