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Investment Securities (Investments In Private Equity Funds Subject to Lock-Up Periods) (Details) (USD $)
In Millions, unless otherwise specified
3 Months Ended 12 Months Ended
Mar. 31, 2015
Mar. 31, 2014
Dec. 31, 2014
Schedule of Trading Securities and Other Trading Assets [Line Items]      
Net Income (Loss) Attributable to Noncontrolling Interest $ (7.3)us-gaap_NetIncomeLossAttributableToNoncontrollingInterest $ (0.6)us-gaap_NetIncomeLossAttributableToNoncontrollingInterest  
Private equity funds      
Schedule of Trading Securities and Other Trading Assets [Line Items]      
Other long-term investments 150.4us-gaap_TradingSecuritiesOther
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_PrivateEquityFundsMember
   
1-3 years | Private equity funds      
Schedule of Trading Securities and Other Trading Assets [Line Items]      
Other long-term investments 29.7us-gaap_TradingSecuritiesOther
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_PrivateEquityFundsMember
/ wtm_PrivateEquityFundsRemainingLockUpPeriodAxis
= wtm_FairValueInvestmentsEntitiesThatCalculateNetAssetValuePerShareLiquidatingInvestmentRemainingPeriod1To3YearsMember
   
3-5 years | Private equity funds      
Schedule of Trading Securities and Other Trading Assets [Line Items]      
Other long-term investments 32.4us-gaap_TradingSecuritiesOther
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_PrivateEquityFundsMember
/ wtm_PrivateEquityFundsRemainingLockUpPeriodAxis
= wtm_FairValueInvestmentsEntitiesThatCalculateNetAssetValuePerShareLiquidatingInvestmentRemainingPeriod3To5YearsMember
   
5-10 years | Private equity funds      
Schedule of Trading Securities and Other Trading Assets [Line Items]      
Other long-term investments 84.1us-gaap_TradingSecuritiesOther
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_PrivateEquityFundsMember
/ wtm_PrivateEquityFundsRemainingLockUpPeriodAxis
= wtm_FairValueInvestmentsEntitiesThatCalculateNetAssetValuePerShareLiquidatingInvestmentRemainingPeriod5To10YearsMember
   
Greater than 10 years | Private equity funds      
Schedule of Trading Securities and Other Trading Assets [Line Items]      
Other long-term investments 4.2us-gaap_TradingSecuritiesOther
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_PrivateEquityFundsMember
/ wtm_PrivateEquityFundsRemainingLockUpPeriodAxis
= wtm_FairValueInvestmentsEntitiesThatCalculateNetAssetValuePerShareLiquidatingInvestmentRemainingPeriodOver10YearsMember
   
Prospector Funds [Member]      
Schedule of Trading Securities and Other Trading Assets [Line Items]      
Variable Interest Entity, Qualitative or Quantitative Information, Ownership Percentage 68.00%us-gaap_VariableInterestEntityOwnershipPercentage
/ us-gaap_VariableInterestEntitiesByClassificationOfEntityAxis
= wtm_ProspectorFundsMember
   
Equity Method Investment, Aggregate Cost 64.7us-gaap_EquityMethodInvestmentAggregateCost
/ us-gaap_VariableInterestEntitiesByClassificationOfEntityAxis
= wtm_ProspectorFundsMember
  64.9us-gaap_EquityMethodInvestmentAggregateCost
/ us-gaap_VariableInterestEntitiesByClassificationOfEntityAxis
= wtm_ProspectorFundsMember
Variable Interest Entity, Consolidated, Carrying Amount, Assets 136.1us-gaap_VariableInterestEntityConsolidatedCarryingAmountAssets
/ us-gaap_VariableInterestEntitiesByClassificationOfEntityAxis
= wtm_ProspectorFundsMember
  135.8us-gaap_VariableInterestEntityConsolidatedCarryingAmountAssets
/ us-gaap_VariableInterestEntitiesByClassificationOfEntityAxis
= wtm_ProspectorFundsMember
Variable Interest Entity, Consolidated, Carrying Amount, Liabilities 40.4us-gaap_VariableInterestEntityConsolidatedCarryingAmountLiabilities
/ us-gaap_VariableInterestEntitiesByClassificationOfEntityAxis
= wtm_ProspectorFundsMember
  39.8us-gaap_VariableInterestEntityConsolidatedCarryingAmountLiabilities
/ us-gaap_VariableInterestEntitiesByClassificationOfEntityAxis
= wtm_ProspectorFundsMember
Net Income (Loss) Attributable to Noncontrolling Interest $ 31.0us-gaap_NetIncomeLossAttributableToNoncontrollingInterest
/ us-gaap_VariableInterestEntitiesByClassificationOfEntityAxis
= wtm_ProspectorFundsMember
  $ 31.1us-gaap_NetIncomeLossAttributableToNoncontrollingInterest
/ us-gaap_VariableInterestEntitiesByClassificationOfEntityAxis
= wtm_ProspectorFundsMember