Bright Cellars
Why it's unique: Once you've completed their online quiz, they'll run it through an algorithm and send wines that match your way.
Deeper dive: Launched by two recent MIT graduates, Bright Cellars chooses the wine for you—all you have to do is fill out a seven-question quiz (What type of chocolate is your favorite? How adventurous are you?) and they'll send four different wines per month your way. Every month you're given the option to rate the wines you received, so the more you use it, the more it will adapt to your taste preferences.
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[Photo via Facebook]