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Loss and Loss Adjustment Expense Reserves (Loss and Loss Adjustment Expense) (Details) (USD $)
In Millions, unless otherwise specified
3 Months Ended
Mar. 31, 2015
Mar. 31, 2014
Loss and Loss Adjustment Expense Reserve    
Gross beginning balance $ 3,159.8us-gaap_LiabilityForClaimsAndClaimsAdjustmentExpense $ 3,079.3us-gaap_LiabilityForClaimsAndClaimsAdjustmentExpense
Less beginning reinsurance recoverable on unpaid losses (483.9)us-gaap_ReinsuranceReceivablesIncurredButNotReportedClaims (428.1)us-gaap_ReinsuranceReceivablesIncurredButNotReportedClaims
Net loss and LAE reserves 2,675.9us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseNet 2,651.2us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseNet
Loss and LAE reserves acquired   13.6wtm_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseAcquiredClaimsCurrentYear
Loss and LAE reserves consolidated — SSIE 0wtm_LiabilityforUnpaidClaimsandClaimsAdjustmentExpenseConsolidatedClaimsCurrentYear  
Loss and LAE incurred relating to current year losses 266.8us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseIncurredClaimsCurrentYear 240.5us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseIncurredClaimsCurrentYear
Net (favorable) and unfavorable loss reserve development (1.4)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseIncurredClaimsPriorYears (11.2)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseIncurredClaimsPriorYears
Total incurred losses and LAE 265.4us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpensePeriodIncreaseDecrease 229.3us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpensePeriodIncreaseDecrease
Foreign currency translation adjustment to net loss and LAE reserves (22.4)wtm_ForeignCurrencyTranslationAdjustmentToLossAndLossAdjustmentExpenseReserves 1.8wtm_ForeignCurrencyTranslationAdjustmentToLossAndLossAdjustmentExpenseReserves
Current year losses (40.6)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseClaimsPaidCurrentYear (35.0)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseClaimsPaidCurrentYear
Prior year losses (280.2)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseClaimsPaidPriorYears (237.7)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseClaimsPaidPriorYears
Total loss and LAE payments (320.8)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseClaimsPaid (272.7)us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseClaimsPaid
Net ending balance 2,598.1us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseNet 2,623.2us-gaap_LiabilityForUnpaidClaimsAndClaimsAdjustmentExpenseNet
Plus ending reinsurance recoverable on unpaid losses 436.9us-gaap_ReinsuranceReceivablesIncurredButNotReportedClaims 425.2us-gaap_ReinsuranceReceivablesIncurredButNotReportedClaims
Gross ending balance $ 3,035.0us-gaap_LiabilityForClaimsAndClaimsAdjustmentExpense $ 3,048.4us-gaap_LiabilityForClaimsAndClaimsAdjustmentExpense