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SCHEDULE I SUMMARY OF INVESTMENTS-OTHER THAN INVESTMENTS IN RELATED PARTIES (Details) (USD $)
In Millions, unless otherwise specified
Dec. 31, 2014
Summary of investments other than investments in related parties  
Cost $ 6,499.7us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
Carrying Value 6,863.1us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
Fair Value 6,863.1us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
Fixed maturity investments  
Summary of investments other than investments in related parties  
Cost 4,653.3us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_FixedMaturitiesMember
Carrying Value 4,784.3us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_FixedMaturitiesMember
Fair Value 4,784.3us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_FixedMaturitiesMember
US Government and agency obligations  
Summary of investments other than investments in related parties  
Cost 184.7us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_USTreasuryAndGovernmentMember
Carrying Value 188.1us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_USTreasuryAndGovernmentMember
Fair Value 188.1us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_USTreasuryAndGovernmentMember
Debt securities issued by corporations  
Summary of investments other than investments in related parties  
Cost 2,221.3us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_CorporateDebtSecuritiesMember
Carrying Value 2,311.2us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_CorporateDebtSecuritiesMember
Fair Value 2,311.2us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_CorporateDebtSecuritiesMember
Municipal obligations  
Summary of investments other than investments in related parties  
Cost 1,811.1us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_MunicipalBondsMember
Carrying Value 1,840.9us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_MunicipalBondsMember
Fair Value 1,840.9us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_MunicipalBondsMember
Mortgage-backed and asset-backed securities  
Summary of investments other than investments in related parties  
Cost 82.0us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_AssetBackedSecuritiesMember
Carrying Value 83.2us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_AssetBackedSecuritiesMember
Fair Value 83.2us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_AssetBackedSecuritiesMember
Foreign government, agency and provincial obligations  
Summary of investments other than investments in related parties  
Cost 274.6us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_ForeignGovernmentDebtSecuritiesMember
Carrying Value 275.1us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_ForeignGovernmentDebtSecuritiesMember
Fair Value 275.1us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_ForeignGovernmentDebtSecuritiesMember
Redeemable preferred stocks  
Summary of investments other than investments in related parties  
Cost 79.6us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_PreferredStockMember
Carrying Value 85.8us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_PreferredStockMember
Fair Value 85.8us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_PreferredStockMember
Short-term investments  
Summary of investments other than investments in related parties  
Cost 871.7us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_ShortTermInvestmentsMember
Carrying Value 871.7us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_ShortTermInvestmentsMember
Fair Value 871.7us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_ShortTermInvestmentsMember
Common equity securities  
Summary of investments other than investments in related parties  
Cost 633.6us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_EquitySecuritiesMember
Carrying Value 801.6us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_EquitySecuritiesMember
Fair Value 801.6us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_EquitySecuritiesMember
Banks, trust and insurance companies  
Summary of investments other than investments in related parties  
Cost 167.0us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_BanksTrustAndInsuranceEquitiesMember
Carrying Value 233.9us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_BanksTrustAndInsuranceEquitiesMember
Fair Value 233.9us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_BanksTrustAndInsuranceEquitiesMember
Public utilities  
Summary of investments other than investments in related parties  
Cost 7.9us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_PublicUtilityEquitiesMember
Carrying Value 9.5us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_PublicUtilityEquitiesMember
Fair Value 9.5us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_PublicUtilityEquitiesMember
Industrial, miscellaneous and other  
Summary of investments other than investments in related parties  
Cost 458.7us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_IndustrialMiscellaneousAndAllOthersMember
Carrying Value 558.2us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_IndustrialMiscellaneousAndAllOthersMember
Fair Value 558.2us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_IndustrialMiscellaneousAndAllOthersMember
Convertible fixed maturity and preferred investments  
Summary of investments other than investments in related parties  
Cost 19.1us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_ConvertibleDebtSecuritiesMember
Carrying Value 20.5us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_ConvertibleDebtSecuritiesMember
Fair Value 20.5us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_ConvertibleDebtSecuritiesMember
Other long-term investments  
Summary of investments other than investments in related parties  
Cost 322.0us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCost
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_OtherLongTermInvestmentsMember
Carrying Value 385.0us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesCarryingAmount
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_OtherLongTermInvestmentsMember
Fair Value 385.0us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesFairValue
/ us-gaap_SummaryOfInvestmentsOtherThanInvestmentsInRelatedPartiesByTypeAxis
= us-gaap_OtherLongTermInvestmentsMember
Other long-term investments  
Summary of investments other than investments in related parties  
Equity Method Investment, Carrying Value 22.5wtm_EquityMethodInvestmentCarryingValue
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_OtherLongTermInvestmentsMember
Carrying value of investment accounted for using the equity method $ 23.2us-gaap_EquityMethodInvestmentsFairValueDisclosure
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_OtherLongTermInvestmentsMember