Jamaica Me Crazy is one of the trendy restaraunts in old Woodstock's Roodebloem Road. Their half-price cocktail happy hour (between 5 and 6pm each day) makes it the perfect place to stop at for after-work drinks. Unfortunately, a post-work trip to Jamaica Me Crazy would add about an hour on to my commuting time, so it's not really practical...
Apparently the views of the harbour and coastline from the upstairs balcony are exquisite too.