I have checked the British Census for you and there is no Howard listed from 1841 through to 1911. There is a Frederick with Mother Ann and sister Anne, Father Stephen. Frederick was not listed in further census so it is possible that he is your missing link. I have found and listed all the OUTERBRIDGE names found in the various census who were born in Bermuda or Newfoundland. It is not a very common name so it is possible that there are family links to these people.
OUTERBRIDGE, Benjamin 15 School in Wimbledon, Surrey, born Hamilton, Bermuda
OUTERBRIDGE, Hurst Head Widower Male 39 1872 Private Means born Sketty Glamorganshire OUTERBRIDGE, John SonMale 2 1909.......................born Kingston Surrey
OUTERBRIDGE, Joseph Visitor Married 8 years M 68 1843 Business Bermuda OUTERBRIDGE, Maria Visitor Married F 49 1862St Johns Newfoundland OUTERBRIDGE, Norman A Visitor Married 2 years M 27 1884 Business St Johns Newfoundland OUTERBRIDGE, Mary E Visitor Married F 26 1885St Johns Newfoundland Residence: Pier Hotel Bellevue Southsea, Portsmouth
OUTERBRIDGE, Thomas Williams Head Single M 52 1859 Clergyman Established Church born Glamorganshire Swansea
OUTERBRIDGE, Philip E School BoarderM 14 1887Newfoundland (British Subject) Address School at Charterhouse Block, Godalming Rural County: Surrey
1891 census - None born abroad
1881 census - None born abroad
1871 census - none born abroad
1861 census - none born abroad but
Address at 30, Oxford Street, Swansea, Glamorganshire
OUTERBRIDGE, Ann age 43 wife of Master Mariner (Stephen) OUTERBRIDGE, Frederick age 9, son. born Swansea, Glamorganshire. Other children - but none born abroad.