The Virgin Islands serve as a backdrop for the Grand Prix Wine-Tasting Competition, whose winner receives a $25,000 prize.

Julie books Hank to entertain, but he moonlights as a stripper. Isaac tries to set up sad Frank with girls until his ex-wife Jan arrives. Merrill recognizes passenger Jim as a jewel thief and suspects him when a diamond is stolen.

Adam introduces his fifth wife Tania to the crew. Safety inspector Sid takes his job too seriously and sees danger everywhere. Financial group president Ralph tries to talk VP Lydia out of quitting due to bogus rumors about their affair.