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Debt (Details) (USD $)
In Millions, unless otherwise specified
 12 Months Ended 1 Months Ended 12 Months Ended 1 Months Ended 12 Months Ended 1 Months Ended 12 Months Ended 1 Months Ended 12 Months Ended 3 Months Ended 1 Months Ended 12 Months Ended 12 Months Ended
Dec. 31, 2011
Dec. 31, 2010
Dec. 31, 2009
Dec. 31, 2011
OneBeacon Ltd.
May 31, 2003
OBH Senior Notes
Dec. 31, 2011
OBH Senior Notes
Dec. 31, 2010
OBH Senior Notes
Dec. 31, 2009
OBH Senior Notes
May 30, 2003
OBH Senior Notes
Apr. 30, 2011
OBH Senior Notes
Tender offer
Jun. 30, 2010
OBH Senior Notes
Tender offer
Dec. 31, 2010
OBH Senior Notes
Tender offer
Dec. 31, 2010
OBH Senior Notes
Repurchase and retirement of debt
Dec. 31, 2011
OBH Senior Notes
OneBeacon Ltd.
Mar. 31, 2007
SIG Senior Notes
Dec. 31, 2011
SIG Senior Notes
Dec. 31, 2010
SIG Senior Notes
Dec. 31, 2009
SIG Senior Notes
Aug. 12, 2011
Prior WTM Bank Facility
Dec. 31, 2005
Mortgage Note
OneBeacon Ltd.
Y
Dec. 31, 2009
Mortgage Note
OneBeacon Ltd.
Dec. 31, 2009
Mortgage Note
OneBeacon Ltd.
Interest rate swap
Dec. 31, 2011
Sierra Note
Sep. 30, 2010
Sierra Note
Sirius Group
Mar. 31, 2004
Sierra Note
Sirius Group
Y
Dec. 31, 2010
Sierra Note
Sirius Group
Dec. 31, 2008
Sierra Note
Sirius Group
Dec. 31, 2007
Sierra Note
Sirius Group
Dec. 31, 2005
Sierra Note
Sirius Group
Sep. 15, 2010
Sierra Note
Sirius Group
Dec. 31, 2010
Atlantic Specialty Note
OneBeacon Ltd.
Mar. 31, 2004
Atlantic Specialty Note
OneBeacon Ltd.
Y
Dec. 30, 2011
Old Lyme
Y
Aug. 12, 2011
WTM Bank Facility
Debt Instrument                                                                    
Debt instrument at face value         $ 700.0 $ 269.9 $ 419.9               $ 400.0 $ 400.0 $ 400.0               $ 62.0                  
Unamortized original issue discount           (0.1) (0.3)                 (0.7) (0.8)                                  
Total debt 671.2 818.8       269.8 419.6                 399.3 399.2                               2.1  
Percentage of par value at which debt was issued         99.70%                   99.715%                                      
Cash received from debt issuance         693.4                   392.0                                      
Debt issue costs                 7.3           3.6                                      
Underwriting discount         4.5                   2.6                                      
Interest rate ( as a percent)           5.875%                   6.375%                 4.00%             5.20%    
Effective yield (as a percent)           6.00%                   6.49%                                    
Guarantee fee basis points per annum on outstanding principal amount of debt (as a percent)                           0.25%                                        
Minimum voting interest in subsidiary (as a percent)       50.00%                                                            
Maximum guarantee fee (as a percent)                           4.25%                                        
Expenses related to issuance, including underwriting fees                 7.3           3.6                                      
Interest expense, inclusive of amortization of issuance costs 55.2 57.3 70.8     20.5 29.5 38.1               26.1 26.1 26.1         5.5                      
Aggregate principal amount of senior notes purchased and retired                   150.0 156.4 29.7 1.1                                          
Aggregate purchase price of senior notes purchased and retired 161.6 197.3 63.1             161.6 165.4 30.8 1.1                                          
Loss on retirement of debt                   12.0 9.6 1.2                                            
Loss from interest rate hedge recorded in other comprehensive income                             2.4                                      
Unamortized loss remaining in accumulated other comprehensive income                               1.2                                    
Total commitment under revolving credit facility                                     475.0                         20.0   375.0
Percentage of principal amount of debt subject to upward or downward adjustments                                                                 50.00%  
Principal amount of purchase note                                                                 6  
Mortgage note outstanding                                       40.8                            
Debt Instrument Term (in years)                                       18         6             10 5  
Variable interest rate basis                                       30-day LIBOR                            
Amount paid to settle interest rate swap                                         7.4                          
Gain (loss) recorded on settlement of derivative, pre tax                                           7.4                        
Gain (loss) recorded on settlement of derivative, after tax                                           4.8                        
After-tax change in the fair value of the interest rate swap 92.9 127.0 (158.4)                                     2.0                        
Amount of debt available for adjustment                                                 58.0                  
Interest paid 59.0 64.1 69.8                                                              
Increase decrease in the principal of the note issued                                                 (29.0) 1.9 (5.2) 9.1 (22.8)          
Undisputed amounts, principal and interest                                                           42.8        
Repayment of debt, principal   14.0 242.8                                         33.0             14.0      
Repayment of debt, accrued interest                                               9.8                    
Reimbursement of debt repayment by Berkshire                                               36.7                    
Reimbursement of debt repayment by Berkshire, principal portion                                               33.0                    
Reimbursement of debt prepayment by Berkshire, accrued interest portion                                               3.7                    
Interest rate if outstanding principal amount of debt exceeds specified limit (as a percent)                                                               3.60%    
Specified limit of outstanding principal amount of debt                                                               15.0    
Contractual repayments of debt                                                                    
Due in two to three years 269.9                                                                  
Due in four to five years 2.1                                                                  
Due after five years 400.0                                                                  
Total $ 672.0