When Ali headed out to Iceland, she had to trade in her pumps for a puffer coat. Of course, the guys preferred her in a bikini, but we preferred her somewhere in between outerwear and swimwear. On her date with Kirk, Ali managed to look warm but cool at the same time in a lumberjack shirt, black jeans, and boots. It’s no small feat to look put-together when it’s freezing out, but Ali makes it look easy!

Try Ali’s outdoor-chic outfit:
1: This loose buffalo plaid button-down may be borrowed from the boys, but looks great on ladies, too. Hurley Wilson Shirt, $45; 2: Jeans from a historically sturdy brand like Carhartt are sure to last awhile. Carhartt Jeans, $69; 3: Crunch snow or asphalt with these rough and tumble boots. Stacey and Steve Panda Combat Boots, $67.50.