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Investments in Unconsolidated Affiliates (Details 3) (USD $)
In Millions, except Per Share data, unless otherwise specified
 3 Months Ended 6 Months Ended 12 Months Ended
Jun. 30, 2012
Jun. 30, 2011
Jun. 30, 2012
Jun. 30, 2011
Dec. 31, 2011
Changes in carrying value of investment in Symetra          
Carrying value at the beginning of the period     $ 275.3    
Equity in earnings 6.5 7.9 16.7 14.6  
Carrying value at the end of the period 337.5   337.5    
Symetra
          
Investments in unconsolidated affiliates          
Investments in and Advances to Affiliates, Balance, Shares 17.4   17.4   17.4
Investments in Unconsolidated Affiliates on Conversion of Warrants 9.5   9.5   9.5
Changes in carrying value of investment in Symetra          
Carrying value at the beginning of the period 293.2 392.8 273.6 387.5 387.5
Equity in earnings 7.0 [1],[2] 8.6 [1],[2] 17.9 [1],[2] 15.9 [1],[2]  
Equity in net unrealized losses from Symetra's fixed maturity portfolio 30.6 [3] 24.0 [3] 29.4 [3] 24.1 [3]  
Dividends received (1.2) (1.0) (2.4) (1.9)  
Increase (decrease) in value of warrants 6.1 (3.4) 17.2 (4.6)  
Carrying value at the end of the period 335.7 [4],[5] 421.0 [4],[5] 335.7 [4],[5] 421.0 [4],[5] 273.6
Equity in Unrealized Gains (Losses) from Investments in Unconsolidated Affiliates 29.4 87.7 29.4 87.7 136.6
Tax on equity in earnings 0.6 0.7 1.5 1.3  
Aggregate value of White Mountains common shares of Symetra at quoted market price 219.6   219.6    
Quoted market price (in dollars per share) $ 12.62   $ 12.62    
Tax on equity in net unrealized gains (losses) 2.4 7.1 2.4 7.1  
Symetra | Common shareholders' equity.
          
Changes in carrying value of investment in Symetra          
Carrying value at the beginning of the period 269.5 356.9 261.0 350.4 350.4
Equity in earnings 7.0 [1],[2] 8.6 [1],[2] 17.9 [1],[2] 15.9 [1],[2]  
Equity in net unrealized losses from Symetra's fixed maturity portfolio 30.6 [3] 24.0 [3] 29.4 [3] 24.1 [3]  
Dividends received (1.2) (1.0) (2.4) (1.9)  
Increase (decrease) in value of warrants 0 0 0 0  
Carrying value at the end of the period 305.9 [4],[5] 388.5 [4],[5] 305.9 [4],[5] 388.5 [4],[5]  
Equity in earnings increase relating to amortization of common share impairment 0.7   1.8    
Equity in net unrealized losses increase relating to amortization of common share impairment 3.3   6.6    
Symetra | Warrants
          
Changes in carrying value of investment in Symetra          
Carrying value at the beginning of the period 23.7 35.9 12.6 37.1 37.1
Equity in earnings 0 [1],[2] 0 [1],[2] 0 [1],[2] 0 [1],[2]  
Equity in net unrealized losses from Symetra's fixed maturity portfolio 0 [3] 0 [3] 0 [3] 0 [3]  
Dividends received 0 0 0 0  
Increase (decrease) in value of warrants 6.1 (3.4) 17.2 (4.6)  
Carrying value at the end of the period 29.8 [4],[5] 32.5 [4],[5] 29.8 [4],[5] 32.5 [4],[5]  
Cash dividends received on warrants     $ 0.7 $ 1.3  
[1] Equity in earnings includes $1.8 increase relating to the pre-tax amortization of Symetra common share impairment from June 30, 2012.
[2] Equity in earnings excludes tax expense of $1.5 and $1.3.
[3] Net unrealized gains includes $6.6 increase relating to the pre-tax amortization of Symetra common share impairment from June 30, 2012.
[4] The aggregate value of White Mountains’ investment in common shares of Symetra was $219.6 based upon the quoted market price of $12.62 per share at June 30, 2012.
[5] Includes White Mountains’ equity in net unrealized gains from Symetra’s fixed maturity portfolio of $29.4 and $87.7 as of June 30, 2012 and 2011, which exclude tax expense of $2.4 and $7.1.