After spending the night with Helen, Joe thinks they're a couple again. But she goes off to see her boyfriend who proposed to her. So Joe goes after her.

Helen's sister Casey arrives and spoils Joe's dinner plans with Helen.

Brian's going to a psychiatrist to deal with his break up with Alex and is grown dependent on him. Joe and Helen see him and he makes a remark that makes them think they're not suitable for each other. And Lowell is looking for his hat.

Cash-strapped Antonio takes a private job driving for a wealthy real estate developer.

When an old schoolmate comes to the island for a visit, Joe finds himself in wedding hell doing the Hokey-Pokey.

Past friends and flings return to Nantucket's Sconset High School for a reunion, but someone from the past has a big bombshell that could affect everyone.

Joe finds out some very important news that he's been waiting for. Lowell rethinks his profession and Antonio tries to work up the courage to finally tell Casey his true feelings.

Fay decides it is time to retire.

Casey discovers Lowell has artistic talents and tries to exploit him. Brian accidentally sends a picture of his penis to Helen's mom.

Brian creates a videotape wedding gift for Joe and Helen, including all the times they spent together.