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Third Party Reinsurance (One Beacon) (Details) (USD $)
In Millions, unless otherwise specified
3 Months Ended
Mar. 31, 2015
Dec. 31, 2014
Reinsurance Retention Policy [Line Items]    
Reinsurance recoverable on paid losses 29.8us-gaap_ReinsuranceRecoverablesOnPaidLosses $ 23.6us-gaap_ReinsuranceRecoverablesOnPaidLosses
Reinsurance recoverable on unpaid losses 436.9us-gaap_ReinsuranceRecoverablesOnUnpaidLosses 483.9us-gaap_ReinsuranceRecoverablesOnUnpaidLosses
OneBeacon    
Reinsurance Retention Policy [Line Items]    
Reinsurance recoverable on paid losses 18.2us-gaap_ReinsuranceRecoverablesOnPaidLosses
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_OnebeaconMember
12.2us-gaap_ReinsuranceRecoverablesOnPaidLosses
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_OnebeaconMember
Reinsurance recoverable on unpaid losses 141.6us-gaap_ReinsuranceRecoverablesOnUnpaidLosses
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_OnebeaconMember
$ 161.6us-gaap_ReinsuranceRecoverablesOnUnpaidLosses
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_OnebeaconMember
Crop insurance [Member] | OneBeacon    
Reinsurance Retention Policy [Line Items]    
Percentage of par value of policy reinsured 52.00%us-gaap_ReinsuranceRetentionPolicyReinsuredRiskPercentage
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_CropinsuranceMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_OnebeaconMember
 
Reinsurance Retention Policy, Loss Ratio Reinsured risk, Percentage 98.00%wtm_ReinsuranceRetentionPolicyLossRatioReinsuredriskPercentage
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_CropinsuranceMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_OnebeaconMember
 
Percentage of Quota Share Reinsurance Agreement 30.00%wtm_PercentageOfQuotaShareReinsuranceAgreement
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_CropinsuranceMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_OnebeaconMember
 
Crop-hail insurance [Member] | OneBeacon    
Reinsurance Retention Policy [Line Items]    
Percentage of par value of policy reinsured 80.00%us-gaap_ReinsuranceRetentionPolicyReinsuredRiskPercentage
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_CrophailinsuranceMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_OnebeaconMember
 
Reinsurance Retention Policy, Loss Ratio Reinsured risk, Percentage 100.00%wtm_ReinsuranceRetentionPolicyLossRatioReinsuredriskPercentage
/ us-gaap_ReinsurancePremiumsForInsuranceCompaniesByProductSegmentAxis
= wtm_CrophailinsuranceMember
/ us-gaap_StatementBusinessSegmentsAxis
= wtm_OnebeaconMember