“When you join as a Good Pair Days monthly member not only will you get access to amazing wines, perfectly paired with your palate, you’ll also score this FREE $100 cheeseboard esky with your very first box!”
No minimum month commitment it seems, plus some pretty decent wines suited to your taste profile.
4 bottles give free shipping, so min spend would be roughly $60 for 4 bottles and the cooler.
Similar cooler was $15 at Kmart. https://www.kmart.com.au/product/11l-picnic-cooler-43043941/