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Investments in Unconsolidated Affiliates (Symetra) (Details) (Symetra, USD $)
In Millions, except Per Share data, unless otherwise specified
3 Months Ended 12 Months Ended 3 Months Ended
Mar. 31, 2015
Dec. 31, 2013
Mar. 31, 2014
Dec. 31, 2014
Dec. 31, 2011
Dec. 31, 2012
Investments in unconsolidated affiliates            
Shares of Symetra Financial Corporation owned (in shares) 20.05us-gaap_InvestmentsInAndAdvancesToAffiliatesBalanceShares     20.05us-gaap_InvestmentsInAndAdvancesToAffiliatesBalanceShares    
Ownership interest (as a percent) 17.27%us-gaap_EquityMethodInvestmentOwnershipPercentage     17.31%us-gaap_EquityMethodInvestmentOwnershipPercentage    
Equity Method Investments Fair Value Per Share         $ 15wtm_EquityMethodInvestmentsFairValuePerShare  
Term of amortization (in years)   30 years        
Weight Average Years Remaining 28 years          
Equity Method Investment, Difference Between Carrying Amount and Underlying Equity $ 165.7us-gaap_EquityMethodInvestmentDifferenceBetweenCarryingAmountAndUnderlyingEquity     $ 170.4us-gaap_EquityMethodInvestmentDifferenceBetweenCarryingAmountAndUnderlyingEquity    
Common Stock            
Investments in unconsolidated affiliates            
Fair value of investment           261.0us-gaap_EquityMethodInvestmentsFairValueDisclosure
/ us-gaap_InvestmentsInAndAdvancesToAffiliatesCategorizationAxis
= wtm_SymetraMember
/ us-gaap_InvestmentTypeAxis
= us-gaap_CommonStockMember
Share Price $ 23.46us-gaap_SharePrice
/ us-gaap_InvestmentsInAndAdvancesToAffiliatesCategorizationAxis
= wtm_SymetraMember
/ us-gaap_InvestmentTypeAxis
= us-gaap_CommonStockMember
         
equity in earnings of unconsolidated affiliates            
Investments in unconsolidated affiliates            
After tax amortization through equity in earnings 0.7wtm_InvestmentsInUnconsolidatedAffiliatesAmortizationThroughEquityInEarningsAfterTax
/ us-gaap_InvestmentsInAndAdvancesToAffiliatesCategorizationAxis
= wtm_SymetraMember
/ us-gaap_StatementEquityComponentsAxis
= wtm_EquityinearningsofunconsolidatedaffiliatesMember
  0.7wtm_InvestmentsInUnconsolidatedAffiliatesAmortizationThroughEquityInEarningsAfterTax
/ us-gaap_InvestmentsInAndAdvancesToAffiliatesCategorizationAxis
= wtm_SymetraMember
/ us-gaap_StatementEquityComponentsAxis
= wtm_EquityinearningsofunconsolidatedaffiliatesMember
     
Equity Method Investment, Difference Between Carrying Amount and Underlying Equity 35.1us-gaap_EquityMethodInvestmentDifferenceBetweenCarryingAmountAndUnderlyingEquity
/ us-gaap_InvestmentsInAndAdvancesToAffiliatesCategorizationAxis
= wtm_SymetraMember
/ us-gaap_StatementEquityComponentsAxis
= wtm_EquityinearningsofunconsolidatedaffiliatesMember
    36.4us-gaap_EquityMethodInvestmentDifferenceBetweenCarryingAmountAndUnderlyingEquity
/ us-gaap_InvestmentsInAndAdvancesToAffiliatesCategorizationAxis
= wtm_SymetraMember
/ us-gaap_StatementEquityComponentsAxis
= wtm_EquityinearningsofunconsolidatedaffiliatesMember
   
Net unrealized gains (losses) of unconsolidated affiliates            
Investments in unconsolidated affiliates            
After tax amortization through equity in net unrealized losses 2.8wtm_InvestmentsInUnconsolidatedAffiliatesAmortizationThroughEquityInNetUnrealizedLossesAfterTax
/ us-gaap_InvestmentsInAndAdvancesToAffiliatesCategorizationAxis
= wtm_SymetraMember
/ us-gaap_StatementEquityComponentsAxis
= wtm_NetunrealizedgainslossesofunconsolidatedaffiliatesMember
  2.9wtm_InvestmentsInUnconsolidatedAffiliatesAmortizationThroughEquityInNetUnrealizedLossesAfterTax
/ us-gaap_InvestmentsInAndAdvancesToAffiliatesCategorizationAxis
= wtm_SymetraMember
/ us-gaap_StatementEquityComponentsAxis
= wtm_NetunrealizedgainslossesofunconsolidatedaffiliatesMember
     
Equity Method Investment, Difference Between Carrying Amount and Underlying Equity $ 130.6us-gaap_EquityMethodInvestmentDifferenceBetweenCarryingAmountAndUnderlyingEquity
/ us-gaap_InvestmentsInAndAdvancesToAffiliatesCategorizationAxis
= wtm_SymetraMember
/ us-gaap_StatementEquityComponentsAxis
= wtm_NetunrealizedgainslossesofunconsolidatedaffiliatesMember
    $ 134.0us-gaap_EquityMethodInvestmentDifferenceBetweenCarryingAmountAndUnderlyingEquity
/ us-gaap_InvestmentsInAndAdvancesToAffiliatesCategorizationAxis
= wtm_SymetraMember
/ us-gaap_StatementEquityComponentsAxis
= wtm_NetunrealizedgainslossesofunconsolidatedaffiliatesMember