Place cherries in the bottom of a shaker and press down with a muddler to release all the cherry juices.
Fill the shaker halfway with glass.
Add simple syrup, vodka, and triple sec.
Place cap on the shaker and shake vigorously for 15 seconds.
Strain into two martini glasses.
Top each glass with one ounce of chilled rosé or swap it for lemonade if you prefer.
Garnish glass with a couple cherries and enjoy!