Top Ten List LongestServing Name Length ofService Vessel Region 1 Theo One 11 years World Europe,Trinidad&Tobago 2 Mason Carter 11 years Nakatomi Asia,Europe 3 Winston Churchill 11 years Europe 4 Fred Flintstone O'Malley 10 years,10 months Malizia II Africa,Asia 5 Big Hulk 10 years,10 months Trinidad&Tobago 6 Berry Picker, Sunshine&Harmony 10 years,10 months Titanic Europe 7 Eva Ágústa 10 years,10 months Ruby Princess Europe 8 Jón Ásgeir 10 years,10 months Europe 9 Emperor Jimmu 神武天皇 10 years,10 months World Asia 10 Dionysius Διονύσιος 10 years,10 months Titanic Europe