Prospectus Supplement Filed Pursuant to Rule 424(b)(3) (To Prospectus dated August 23, 2001) Registration Number 333-63980 $460,000,000 Diamond Offshore Drilling, Inc. 1-1/2% Convertible Senior Debentures Due 2031 ------------------------- This prospectus supplement relates to the resale by the holders of our 1-1/2% Convertible Senior Debentures Due 2031 and the shares of our common stock issuable upon the conversion of the debentures. This prospectus supplement should be read in conjunction with, and may not be delivered or utilized without, the prospectus dated August 23, 2001. The terms of the debentures are set forth in the prospectus. The information in the table appearing under the heading "Selling Securityholders" in the prospectus is amended by adding the information below with respect to persons not previously listed in the prospectus and by supplementing the information with respect to other persons previously listed in the prospectus that are listed below. Principal Amount of Number of Debentures Percentage of Conversion Beneficially Owned Debentures Shares That Name That May Be Sold Outstanding May Be Sold ---- ---------------- ----------- ----------- Attorneys' Title Insurance Fund Inc. ............... $ 200,000 0.04% 4,079 CA State Automobile Ass'n Inter-Insurance........... 800,000 0.17% 16,318 Goldman Sachs & Company............................. 3,750,000 0.82% 76,491 Kerr-McGee Corporation.............................. 550,000 0.12% 11,218 MLQA Convertible Arbitrage, Ltd..................... 15,000,000 3.26% 305,967 PIMCO Convertible Fund.............................. 800,000 0.17% 16,318 Ret. Pension Plan of the CA State Automobile........ 200,000 0.04% 4,079 Southern Farm Bureau Life Insurance................. 425,000 0.09% 8,669 Starvest Managed Portfolio.......................... 35,000 0.01% 713 State of Mississippi Health Care Trust Fund......... 425,000 0.09% 8,669 UBS AG London Branch................................ 15,000,000 3.26% 305,967 Any other holder of debentures or future transferee from any such holder (1)............................ $ 84,698,000 18.41% 1,727,652 Total .............................................. $ 460,000,000 100.00% 9,382,880 (2) ------------------ (1) Information concerning other selling holders of debentures will be set forth in prospectus supplements from time to time, if required. (2) The conversion shares do not total 9,382,988 shares due to rounding resulting from the elimination of fractional shares. -------------------------------------- The date of this prospectus supplement is October 23, 2001.