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Investments in Unconsolidated Affiliates (Financial Information) (Details) (USD $)
In Millions, unless otherwise specified
 3 Months Ended 12 Months Ended 1 Months Ended 12 Months Ended 9 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
Dec. 31, 2013
Symetra
Dec. 31, 2012
Symetra
Dec. 31, 2011
Symetra
Dec. 31, 2010
Symetra
Apr. 30, 2007
Pentelia Capital Management
Dec. 31, 2013
Pentelia Capital Management
Dec. 31, 2012
Pentelia Capital Management
Dec. 31, 2011
Pentelia Capital Management
Dec. 31, 2013
Hamer, LLC
Dec. 31, 2012
Hamer, LLC
Sep. 30, 2013
Bri-Mar Manufacturing, LLC
Dec. 31, 2013
Bri-Mar Manufacturing, LLC
Dec. 31, 2012
Bri-Mar Manufacturing, LLC
Symetra balance sheet data; [Abstract]                                                
Total investments                       $ 27,901.1 $ 27,556.4                      
Separate account assets                       978.4 807.7                      
Total assets                       30,129.5 29,460.9                      
Policyholder liabilities                       25,328.8 23,735.2                      
Long-term debt                       449.5 449.4                      
Separate account liabilities                       978.4 807.7                      
Total liabilities                       27,187.6 25,830.8                      
Common shareholders’ equity                       2,941.9 3,630.1                      
Symetra income statement data: [Abstract]                                                
Net premiums earned                       627.2 605.0 540.5                    
Net investment income                       1,285.0 1,275.2 1,270.9                    
Total revenues                       2,103.9 [1] 2,101.2 [1] 1,999.3 [1]                    
Policy benefits                       1,394.9 1,371.8 1,307.3                    
Total expenses                       1,865.3 [1] 1,831.1 [1] 1,726.1 [1]                    
Net income                       220.7 [1] 205.4 [1] 195.8 [1]                    
Comprehensive net income                       (777.6) 549.3 785.5                    
Ownership interest (as a percent)                       17.03% 14.60%     33.00%                
Payments to acquire investment                               1.6                
Equity in earnings (losses) of unconsolidated affiliates, net of tax 11.7 8.6 7.1 9.2 5.5 7.7 6.5 10.2 36.6 29.9 (20.2) 37.8 32.3 [2],[3],[4] 28.2 [2],[3]     0.1 (1.3) (0.2) 0.9 0.4 0.9    
Dividends received                       (6.4) (4.9) (4.0)     (0.4)     (0.8)        
Investments in unconsolidated affiliates 321.4       387.9       321.4 387.9   317.3 [2],[5] 381.5 [6] 273.6 [6] 387.5   0 0.5   4.1 [7] 4.0 [7]   0 [7] 1.9 [7]
Proceeds from Sale of Equity Method Investments                                             1.1  
Equity Method Investment, Realized Gain (Loss) on Disposal                                             $ 1.7  
[1] Amounts for the years ended December 31, 2011 have been restated for the effect of Symetra’s adoption of ASU 2010-26.
[2] Equity in earnings for the years end December 31, 2013, 2012 and 2011 excludes tax expense of $2.8, $2.6, and $2.3
[3] Equity in earnings for the years end December 31, 2013, 2012 and 2011 includes $.2, $1.3, and $1.0 loss from the dilutive effect of Symetra’s yearly dividend and the issuance of restricted shares by Symetra
[4] Equity in earnings for the years ended December 31, 2013 and 2012 includes $3.0 and $3.5 increases relating to the pre-tax amortization of the Symetra common share basis difference.
[5] The aggregate value of White Mountains’ investment in common shares of Symetra was $380.1 based upon the quoted market price of $18.96 per share at December 31, 2013.
[6] Includes White Mountains’ equity in net unrealized (losses) gains from Symetra’s fixed maturity portfolio of $(43.6), $62.8, and $0 as of December 31, 2013, 2012 and 2011, which excludes tax benefit (expense) of $3.2, $(5.1) and $0
[7] As of October 1, 2012, Hamer and Bri-Mar are no longer consolidated and are accounted for as investments in unconsolidated affiliates.