2 cups fresh tomatoes
½ cup filtered water
3 Tbsp. fresh lemon juice
3 oz. simple syrup
½ tsp. kosher salt
9 oz. vodka
1.5 oz. St-Germain (elderflower liqueur)
Place tomatoes and ½ cup water in a blender; blend on high until smooth, about 1 to 2 minutes. Pour through a fine sieve into a pitcher; discard solids. Mix in lemon juice, simple syrup, and salt.
Add 1/3 cup tomato mixture, 3 oz. vodka, and .5 oz. St-Germain to a cocktail shaker. Fill with ice; cover, and shake well. Strain evenly into 2 glasses. Repeat twice with remaining ingredients. Garnish with tomatoes and fresh basil, if desired.