Exhibit 31.1
                            CERTIFICATION PURSUANT TO
                  SECTION 302 OF THE SARBANES-OXLEY ACT OF 2002


I, Michael H. Lee, certify that:

1.    I have reviewed the Quarterly Report of CastlePoint Holdings, Ltd. (the
      "Company") on Form 10-Q for the quarterly period ended September 30, 2007
      as filed with the Securities and Exchange Commission on the date hereof
      (the "Report");

2.    Based on my knowledge, the Report does not contain any untrue statement of
      a material fact or omit to state a material fact necessary to make the
      statements made, in light of the circumstances under which such statements
      were made, not misleading with respect to the period covered by the
      Report;

3.    Based on my knowledge, the financial statements, and other financial
      information included in the Report, fairly present in all material
      respects the financial condition, results of operations and cash flows of
      the Company as of, and for, the periods presented in the Report;

4.    The Company's other certifying officer and I are responsible for
      establishing and maintaining disclosure controls and procedures (as
      defined in Exchange Act Rules 13a - 15(e) and 15d - 15(e)) for the Company
      and have:

          a)   designed such disclosure controls and procedures, or caused such
               disclosure controls and procedures to be designed under our
               supervision, to ensure that material information relating to the
               Company, including its consolidated subsidiaries, is made known
               to us by others within those entities, particularly during the
               period in which the Report is being prepared;

          b)   evaluated the effectiveness of the Company's disclosure controls
               and procedures and presented in the Report our conclusions about
               the effectiveness of the disclosure controls and procedures, as
               of the end of the period covered by the Report based on such
               evaluation; and

          c)   disclosed in the Report any change in the Company's internal
               control over financial reporting that occurred during the
               Company's third quarter of 2007 that has materially affected, or
               is reasonably likely to materially affect, the Company's internal
               control over financial reporting; and

5.    The Company's other certifying officer and I have disclosed, based on our
      most recent evaluation of internal control over financial reporting, to
      the Company's auditors and to the audit committee of the board of
      directors:

          a)   all significant deficiencies and material weaknesses in the
               design or operation of internal control over financial reporting
               which are reasonably likely to adversely affect the Company's
               ability to record, process, summarize and report financial
               information; and

          b)   any fraud, whether or not material, that involves management or
               other employees who have a significant role in the Company's
               internal control over financial reporting.


/s/ Michael H. Lee
------------------
Michael H. Lee
Chief Executive Officer
November 13, 2007

                                       37