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It’s not exactly an advent calendar, but it’s the closest thing I have come across in a while. The Costco Hello Summer Wine Sampler is $49.99 and includes 12 375mL bottles of wine.
Each box contains five whites, four reds and three rosé wines. You can read more about each of the wines here.
While the wines are not numbered, they are hidden behind punch holes (see details here) so you could turn it into an advent.
What do you think of the Costco Hello Summer Wine Sampler? Have you picked one up?