Cocktails in Carmel/Monterey ?
Mission Ranch or Rio Grill? Mission Ranch has a rather lively, local piano bar following. More romantic, Pacific's Edge. I think they have jazz on the weekends, but I don't know their hours.
Where are you staying, Carmel or Monterey? Might not want to stray too far from "home" after dinner and drinks.
The Crossroads Hwy 1 Rio Rd, Carmel, CA 93923
Mission Ranch Restaurant
26270 Dolores St, Carmel, CA 93923
Pacific's Edge Restaurant
120 Highlands Drive, Carmel, CA 93923