The ladies arrive in St. Barths, without Aviva who stayed back due to her phobias, and head straight for their beautiful villa and realize it's first class all the way around. On their first evening Russ, Carole's boyfriend who is on the island for a blues festival, shows up just in time to meet the women and save the conversation and the rest of the evening. A night out at Le Ti has the ladies enjoying tequila shots and a pirate-themed performance, led by the ladies' liaison, Tomas, a hot Johnny Depp look-alike. The next morning, rumor has it LuAnn kept the party going much later than anyone else.

While Aviva, Reid, Carole, and Russ are busy setting up a double date, Ramona realizes that the girls trip she thought they were on has definitely turned into a couples retreat. As Carole tries to explain to Ramona that it will be a quick dinner, the discussion quickly escalates and takes a turn for the worst when Aviva walks in. On the final night, the women go out for an early drink before taking off to see Russ perform, but Sonja and Ramona add fuel to the fire when they opt to return to the villa instead of going to the concert.