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Municipal Bond Guarantee Insurance (Details) (USD $)
In Millions, unless otherwise specified
3 Months Ended 12 Months Ended
Dec. 31, 2013
Sep. 30, 2013
Jun. 30, 2013
Mar. 31, 2013
Dec. 31, 2012
Sep. 30, 2012
Jun. 30, 2012
Mar. 31, 2012
Dec. 31, 2013
Dec. 31, 2012
Dec. 31, 2011
Schedule of Insured Financial Obligations with Credit Deterioration [Line Items]                      
Percentage of par value of policy reinsured         15.00%         15.00%  
Pre-tax loss $ 134.2 $ 55.3 $ 3.6 $ 151.8 $ (50.8) $ 135.1 $ 37.6 $ 140.9 $ 344.9 $ 262.8 $ 98.0
Net investment income (loss) - surplus note interest                 0 0  
BAM
                     
Schedule of Insured Financial Obligations with Credit Deterioration [Line Items]                      
Statutory capital and surplus 469.0               469.0    
Municipal bond contract 218       3       218 3  
Insured Financial Obligations with Credit Deterioration, Remaining Weighted Average Contract Period                 13 years 9 months 21 days 10 years 4 months 24 days  
Municipal bond outstanding principal 4,703.7       25.8       4,703.7 25.8  
Municipal bond outstanding interest 3,264.4       8.9       3,264.4 8.9  
Financial Guarantee Insurance Contracts, Unearned Premium Revenue 13.2       0.1       13.2 0.1  
White Mountains
                     
Schedule of Insured Financial Obligations with Credit Deterioration [Line Items]                      
Capital contributions                   594.5  
HG Global
                     
Schedule of Insured Financial Obligations with Credit Deterioration [Line Items]                      
Capital contributions           600.0          
Ownership interest (as a percent) 97.30%               97.30%    
Surplus notes 503.0       503.0       503.0 503.0  
Percentage of par value of policy reinsured 15.00%               15.00%    
BAM Management
                     
Schedule of Insured Financial Obligations with Credit Deterioration [Line Items]                      
Capital contributions                   14.5  
Preferred stocks | HG Global
                     
Schedule of Insured Financial Obligations with Credit Deterioration [Line Items]                      
Ownership interest (as a percent) 97.30%       97.30%       97.30% 97.30%  
Common Stock | HG Global
                     
Schedule of Insured Financial Obligations with Credit Deterioration [Line Items]                      
Ownership interest (as a percent) 88.70%       88.70%       88.70% 88.70%  
BAM
                     
Schedule of Insured Financial Obligations with Credit Deterioration [Line Items]                      
Surplus notes 503.0               503.0    
Interest income (expense), surplus notes                 (40.2) [1] (18.4) [1]  
HG Re
                     
Schedule of Insured Financial Obligations with Credit Deterioration [Line Items]                      
Statutory capital and surplus 436.9       412.0       436.9 412.0  
HG Global
                     
Schedule of Insured Financial Obligations with Credit Deterioration [Line Items]                      
Percentage of par value of policy reinsured 15.00%               15.00%    
Pre-tax loss                 38.1 14.2  
Net investment income (loss) - surplus note interest                 40.2 18.4  
Non-controlling Interests | BAM
                     
Schedule of Insured Financial Obligations with Credit Deterioration [Line Items]                      
Pre-tax loss                 (78.6) [1] (36.3) [1]  
Surplus Note | HG Global
                     
Schedule of Insured Financial Obligations with Credit Deterioration [Line Items]                      
Interest Receivable $ 58.6               $ 58.6    
[1] BAM manages its affairs on a statutory accounting basis. BAM’s statutory surplus includes surplus notes and is not reduced by accruals of interest expense on the surplus notes. BAM’s statutory surplus is reduced only after a payment of principal or interest has been approved by the New York Department of Financial Services.