Start by boiling water in a small saucepan. In small bowl add 2/3 cup boiling water to berry gelatin mix; stir 2 min. until completely dissolved. Repeat in separate bowl with cherry gelatin mix. Allow to cool.
In another bowl add ¼ cup of milk and sprinkle in 1 envelope of unflavored gelatin; let stand 5 min. Bring remaining milk to simmer in saucepan. Remove from heat; stir in sugar and vanilla. Add to plain gelatin mixture; stir until gelatin is completely dissolved. Cool 10 minutes.
Spoon berry gelatin into 20 (1-oz.) plastic shot, add about 2 tsp. to each. Refrigerate 15 min. or until set but not firm. For the next layer top with unflavored gelatin mixture, adding about 2 tsp. to each cup. Refrigerate 10 minutes.
Insert cherry, stem end up, into white gelatin layer in each cup and refrigerate 2 more minutes.
Finish the top layer with cherry gelatin, add about 2 tsp. to each cup. Refrigerate 2 hours or until firm.