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Middle SchoolPaumanok Vineyards
Grab a seat in the tasting room and work through either a shorter or extended sampling—pick between 4 to 8 wines depending on which flight calls to you. Each pour lands at about half an ounce, enough to really taste what's happening in the glass without overwhelming your palate. The Paumanok flight runs $6 per person while the Grand Vintage option is $10. Buying three bottles or more means your tasting fee gets applied straight to the total. Club members skip the fee altogether, which is a nice perk on those crisp winter afternoons when lingering over wine hits just right.