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Third Party Reinsurance (Sirius Group) (Details)
12 Months Ended 12 Months Ended 2 Months Ended 12 Months Ended 0 Months Ended 12 Months Ended
Dec. 31, 2014
USD ($)
Dec. 31, 2013
USD ($)
Dec. 31, 2012
USD ($)
Dec. 31, 2011
USD ($)
Dec. 31, 2014
Sirius Group
USD ($)
Dec. 31, 2014
OneBeacon
USD ($)
Dec. 31, 2014
Faculative and Direct Property Portfolios
Sirius Group
USD ($)
Feb. 28, 2014
Faculative and Direct Property Portfolios
Lloyds Syndicate 1945 [Member]
USD ($)
Dec. 31, 2014
Faculative and Direct U.S. Catastophe Exposed Business
Lloyds Syndicate 1945 [Member]
USD ($)
Dec. 31, 2014
Non U.S and Non Japan Earthquake Related Exposure
Sirius Group
USD ($)
Dec. 31, 2014
Non U.S and Non Japan Earth Quake Related Exposure Partial Coverage
Sirius Group
USD ($)
Dec. 31, 2014
Aviation Reinsurance
Sirius Group
USD ($)
Dec. 31, 2014
Aviation Reinsurance
Minimum
Sirius Group
USD ($)
Dec. 31, 2014
Aviation Reinsurance
Maximum
Sirius Group
USD ($)
Dec. 31, 2014
Marine Yacht Portfolio, London Branch and Syndicate 1945
Sirius Group
USD ($)
Dec. 31, 2014
Energy & Marine [Member]
Sirius Group
USD ($)
Dec. 31, 2014
Quota Share Reinsurance [Member]
Sirius Group
EUR (€)
Jan. 01, 2015
Subsequent Event
Sirius Group
Jan. 01, 2015
Subsequent Event
Direct Contingency [Member]
Sirius Group
USD ($)
Dec. 31, 2014
Hamburg and Stockholm [Member]
Faculative and Direct Property Portfolios
Lloyds Syndicate 1945 [Member]
USD ($)
Dec. 31, 2014
Euro Member Countries, Euro
Accident and Health
Sirius Group
EUR (€)
Dec. 31, 2014
United States of America, Dollars
Accident and Health
Sirius Group
USD ($)
Dec. 31, 2014
Expiration March 2015 [Member]
Wind and flood [Member]
Industry Loss Warranty [Member]
Minimum
USD ($)
Dec. 31, 2014
Expiration March 2015 [Member]
Wind and flood [Member]
Industry Loss Warranty [Member]
Maximum
USD ($)
Dec. 31, 2014
Expiration December 2015 [Member]
All Natural Perils [Member]
Industry Loss Warranty [Member]
USD ($)
Dec. 31, 2014
Expiration December 2015 [Member]
Wind and earthquake [Member]
Industry Loss Warranty [Member]
USD ($)
Dec. 31, 2014
Expiration December 2015 [Member]
Wind and earthquake [Member]
Industry Loss Warranty [Member]
Minimum
USD ($)
Dec. 31, 2014
Expiration December 2015 [Member]
Wind and earthquake [Member]
Industry Loss Warranty [Member]
Maximum
USD ($)
Dec. 31, 2014
Expiration March 2016 [Member]
Wind and earthquake [Member]
Industry Loss Warranty [Member]
USD ($)
Dec. 31, 2014
Expiration March 2016 [Member]
Wind and earthquake [Member]
Industry Loss Warranty [Member]
Minimum
USD ($)
Dec. 31, 2014
Expiration March 2016 [Member]
Wind and earthquake [Member]
Industry Loss Warranty [Member]
Maximum
USD ($)
Dec. 31, 2014
Expiration June 2015 [Member]
Wind and flood [Member]
Industry Loss Warranty [Member]
USD ($)
Reinsurance Retention Policy [Line Items]                                                                
Percentage of Business Ceded         20.00%wtm_PercentageofBusinessCeded
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
                                                     
Reinsurance Program Limit Per Cedant         $ 15,000,000wtm_ReinsuranceProgramLimitPerCedant
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
                                                     
Reinsurance retention policy, amount retained             5,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_FaculativeandDirectPropertyPortfoliosMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
2,500,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ dei_LegalEntityAxis
= wtm_LloydsSyndicate1945Member
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_FaculativeandDirectPropertyPortfoliosMember
5,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ dei_LegalEntityAxis
= wtm_LloydsSyndicate1945Member
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_FaculativeandDirectU.S.CatastopheExposedBusinessMember
35,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_NonU.SandNonJapanEarthquakeRelatedExposureMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
75,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_NonU.SandNonJapanEarthQuakeRelatedExposurePartialCoverageMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
      250,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_MarineYachtPortfolioLondonBranchandSyndicate1945Member
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
1,500,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_EnergyMarineMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
    10,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_DirectContingencyMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
/ us-gaap_SubsequentEventTypeAxis
= us-gaap_SubsequentEventMember
20,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ dei_LegalEntityAxis
= wtm_LloydsSyndicate1945Member
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_FaculativeandDirectPropertyPortfoliosMember
/ us-gaap_StatementGeographicalAxis
= wtm_HamburgandStockholmMember
5,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ us-gaap_CurrencyAxis
= currency_EUR
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_AccidentAndHealthMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
6,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ us-gaap_CurrencyAxis
= currency_USD
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_AccidentAndHealthMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
5,000,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationMarch2015Member
/ us-gaap_RangeAxis
= us-gaap_MinimumMember
/ wtm_ReinsuranceContractByNatureAxis
= wtm_WindandfloodMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
7,500,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationMarch2015Member
/ us-gaap_RangeAxis
= us-gaap_MaximumMember
/ wtm_ReinsuranceContractByNatureAxis
= wtm_WindandfloodMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
15,000,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationDecember2015Member
/ wtm_ReinsuranceContractByNatureAxis
= wtm_AllNaturalPerilsMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
  5,000,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationDecember2015Member
/ us-gaap_RangeAxis
= us-gaap_MinimumMember
/ wtm_ReinsuranceContractByNatureAxis
= wtm_WindandearthquakeMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
10,000,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationDecember2015Member
/ us-gaap_RangeAxis
= us-gaap_MaximumMember
/ wtm_ReinsuranceContractByNatureAxis
= wtm_WindandearthquakeMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
  5,000,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationMarch2016Member
/ us-gaap_RangeAxis
= us-gaap_MinimumMember
/ wtm_ReinsuranceContractByNatureAxis
= wtm_WindandearthquakeMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
7,500,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationMarch2016Member
/ us-gaap_RangeAxis
= us-gaap_MaximumMember
/ wtm_ReinsuranceContractByNatureAxis
= wtm_WindandearthquakeMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
20,000,000,000us-gaap_ReinsuranceRetentionPolicyAmountRetained
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationJune2015Member
/ wtm_ReinsuranceContractByNatureAxis
= wtm_WindandfloodMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
Insurance Market Loss                         250,000,000wtm_InsuranceMarketLoss
/ us-gaap_RangeAxis
= us-gaap_MinimumMember
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_AviationReinsuranceMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
2,000,000,000wtm_InsuranceMarketLoss
/ us-gaap_RangeAxis
= us-gaap_MaximumMember
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_AviationReinsuranceMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
                                   
Reinsurance retention policy, excess retention, amount reinsured             15,000,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_FaculativeandDirectPropertyPortfoliosMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
2,500,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ dei_LegalEntityAxis
= wtm_LloydsSyndicate1945Member
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_FaculativeandDirectPropertyPortfoliosMember
5,000,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ dei_LegalEntityAxis
= wtm_LloydsSyndicate1945Member
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_FaculativeandDirectU.S.CatastopheExposedBusinessMember
40,000,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_NonU.SandNonJapanEarthquakeRelatedExposureMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
17,500,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_NonU.SandNonJapanEarthQuakeRelatedExposurePartialCoverageMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
29,500,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_AviationReinsuranceMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
    14,750,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_MarineYachtPortfolioLondonBranchandSyndicate1945Member
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
16,000,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_EnergyMarineMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
1,000,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_QuotaShareReinsuranceMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
    15,000,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ dei_LegalEntityAxis
= wtm_LloydsSyndicate1945Member
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_FaculativeandDirectPropertyPortfoliosMember
/ us-gaap_StatementGeographicalAxis
= wtm_HamburgandStockholmMember
10,000,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ us-gaap_CurrencyAxis
= currency_EUR
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_AccidentAndHealthMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
12,000,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ us-gaap_CurrencyAxis
= currency_USD
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_AccidentAndHealthMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
5,000,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationMarch2015Member
/ us-gaap_RangeAxis
= us-gaap_MinimumMember
/ wtm_ReinsuranceContractByNatureAxis
= wtm_WindandfloodMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
5,000,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationMarch2015Member
/ us-gaap_RangeAxis
= us-gaap_MaximumMember
/ wtm_ReinsuranceContractByNatureAxis
= wtm_WindandfloodMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
15,000,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationDecember2015Member
/ wtm_ReinsuranceContractByNatureAxis
= wtm_AllNaturalPerilsMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
30,000,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationDecember2015Member
/ wtm_ReinsuranceContractByNatureAxis
= wtm_WindandearthquakeMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
    7,500,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationMarch2016Member
/ wtm_ReinsuranceContractByNatureAxis
= wtm_WindandearthquakeMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
    5,000,000us-gaap_ReinsuranceRetentionPolicyExcessRetentionAmountReinsured
/ wtm_ExpirationPeriodAxis
= wtm_ExpirationJune2015Member
/ wtm_ReinsuranceContractByNatureAxis
= wtm_WindandfloodMember
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_IndustryLossWarrantyMember
Percentage of quota share reinsurance agreement                       15.00%wtm_PercentageOfQuotaShareReinsuranceAgreement
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_AviationReinsuranceMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
            20.00%wtm_PercentageOfQuotaShareReinsuranceAgreement
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_DirectContingencyMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
/ us-gaap_SubsequentEventTypeAxis
= us-gaap_SubsequentEventMember
                         
Aviation reinsurance program cover in first event industry loss warranties                         350,000,000wtm_AviationReinsuranceProgramCoverInFirstEventIndustryLossWarranties
/ us-gaap_RangeAxis
= us-gaap_MinimumMember
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_AviationReinsuranceMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
1,000,000,000wtm_AviationReinsuranceProgramCoverInFirstEventIndustryLossWarranties
/ us-gaap_RangeAxis
= us-gaap_MaximumMember
/ us-gaap_ReinsurancePolicyTypeAxis
= wtm_AviationReinsuranceMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
                                   
Percentage of trade credit business ceded under quota share retrocession         20.00%wtm_PercentageOfTradeCreditBusinessCededUnderQuotaShareRetrocession
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
                        10.00%wtm_PercentageOfTradeCreditBusinessCededUnderQuotaShareRetrocession
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
/ us-gaap_SubsequentEventTypeAxis
= us-gaap_SubsequentEventMember
                           
Percentage of bond business ceded under renewed quota share retrocession         50.00%wtm_PercentageOfBondBusinessCededUnderRenewedQuotaShareRetrocession
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
                        25.00%wtm_PercentageOfBondBusinessCededUnderRenewedQuotaShareRetrocession
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
/ us-gaap_SubsequentEventTypeAxis
= us-gaap_SubsequentEventMember
                           
Direct contingency business ceded         30.00%wtm_DirectContingencyBusinessCeded
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
                                                     
Percentage of property catastrophe reinsurance treaty reinstatement premiums         100.00%wtm_PercentageOfPropertyCatastropheReinsuranceTreatyReinstatementPremiums
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
                                                     
Reinsurance recoverable on paid losses         11,400,000us-gaap_ReinsuranceReceivablesPaidLossesRecoverable
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
12,200,000us-gaap_ReinsuranceReceivablesPaidLossesRecoverable
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
                                                   
Reinsurance recoverable on unpaid losses $ 483,900,000us-gaap_ReinsuranceReceivablesIncurredButNotReportedClaims $ 428,100,000us-gaap_ReinsuranceReceivablesIncurredButNotReportedClaims $ 429,100,000us-gaap_ReinsuranceReceivablesIncurredButNotReportedClaims $ 2,507,300,000us-gaap_ReinsuranceReceivablesIncurredButNotReportedClaims $ 322,200,000us-gaap_ReinsuranceReceivablesIncurredButNotReportedClaims
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_SiriusGroupMember
$ 161,600,000us-gaap_ReinsuranceReceivablesIncurredButNotReportedClaims
/ dei_LegalEntityAxis
= wtm_OnebeaconMember