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Loss and Loss Adjustment Expense Reserves Details (Details) (USD $)
In Millions, unless otherwise specified
3 Months Ended
Mar. 31, 2015
Mar. 31, 2014
Loss and Loss Adjustment, Expense Reserves [Line Items]    
Net (favorable) and unfavorable loss reserve development $ (1.4)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseIncurredClaimsPriorYears $ (11.2)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseIncurredClaimsPriorYears
Sirius Group    
Loss and Loss Adjustment, Expense Reserves [Line Items]    
Net (favorable) and unfavorable loss reserve development 0.5us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseIncurredClaimsPriorYears
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
(9.8)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseIncurredClaimsPriorYears
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
Star & Shield Insurance Exchange    
Loss and Loss Adjustment, Expense Reserves [Line Items]    
Net (favorable) and unfavorable loss reserve development (0.1)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseIncurredClaimsPriorYears
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_StarShieldInsuranceExchangeMember
 
OneBeacon    
Loss and Loss Adjustment, Expense Reserves [Line Items]    
Net (favorable) and unfavorable loss reserve development $ (1.8)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseIncurredClaimsPriorYears
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_OnebeaconMember
$ (1.4)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseIncurredClaimsPriorYears
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_OnebeaconMember