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Investment Securities (Changes in fair value) (Details) (USD $)
3 Months Ended
Mar. 31, 2014
Mar. 31, 2013
Total net changes in fair value reflected in revenues    
Changes in net unrealized investment gains (losses) $ 11,600,000 [1] $ 4,500,000
Changes in net foreign currency translation gains (losses) 0 [1] 0 [1]
Total net changes in fair value reflected in revenues 11,600,000 [1] 4,500,000 [1]
Change in Deferred Gains (Losses) 0 (100,000)
Fixed maturity investments
   
Total net changes in fair value reflected in revenues    
Changes in net unrealized investment gains (losses) 4,700,000 (4,400,000)
Changes in net foreign currency translation gains (losses) 0 0 [1]
Total net changes in fair value reflected in revenues 4,700,000 [1] (4,400,000) [1]
Common equity securities
   
Total net changes in fair value reflected in revenues    
Changes in net unrealized investment gains (losses) 3,100,000 7,900,000
Changes in net foreign currency translation gains (losses) 0 0 [1]
Total net changes in fair value reflected in revenues 3,100,000 [1] 7,900,000 [1]
Convertible fixed maturity investments
   
Total net changes in fair value reflected in revenues    
Changes in net unrealized investment gains (losses) 700,000 (900,000)
Changes in net foreign currency translation gains (losses) 0 0 [1]
Total net changes in fair value reflected in revenues 700,000 [1] (900,000) [1]
Other investments
   
Total net changes in fair value reflected in revenues    
Changes in net unrealized investment gains (losses) 3,100,000 1,900,000
Changes in net foreign currency translation gains (losses) 0  
Total net changes in fair value reflected in revenues $ 3,100,000 [1] $ 1,900,000 [1]
[1] Includes pre-tax changes in net deferred gains and losses on sales of investments between OneBeacon and entities under White Mountains' common control of $(0.1) million for the three months ended March 31, 2013, with none recorded in the 2014 period.