The Benson family are used to eighty-six-year-old Granddad Bill repeating his catchphrase, 'I've won the blooming lottery!' but they are gobsmacked when he finally wins the actual lottery. It's not a jackpot of millions, but even after giving each of his great-grandchildren a nice nest-egg each, there's enough left over for Bill to take everyone on a short Mediterranean cruise. Chelsea Benson is taking her boyfriend Adam along for the trip, but they've hit another rough patch. Will they make it through the cruise without splitting up? Also on the ship is Jane Thynne, who should have been on that cruise as a honeymooner. Instead, mourning the death of her fiancé, she is there with her best friend. Will taking the cruise without Greg help Jane begin to heal from her devastating loss? Meanwhile, Jack Benson and Adam's daughter Lily go head to head once again in the ship's passenger talent contest and Granddad Bill causes havoc in the on-board casino. It's full steam ahead for a proper family adventure . . .