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Investment Securities (Net Investment Income) (Details) (USD $)
In Millions, unless otherwise specified
3 Months Ended 12 Months Ended
Mar. 31, 2015
Mar. 31, 2014
Dec. 31, 2014
Investment income      
Total investment income $ 27.1us-gaap_InterestAndDividendIncomeOperating $ 29.5us-gaap_InterestAndDividendIncomeOperating  
Third-party investment expenses (3.8)us-gaap_InvestmentIncomeInvestmentExpense (4.8)us-gaap_InvestmentIncomeInvestmentExpense  
Net investment income, pre-tax 23.3us-gaap_NetInvestmentIncome 24.7us-gaap_NetInvestmentIncome 24.7us-gaap_NetInvestmentIncome
Fixed maturity investments.      
Investment income      
Total investment income 23.1us-gaap_InterestAndDividendIncomeOperating
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_FixedMaturitiesMember
22.4us-gaap_InterestAndDividendIncomeOperating
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_FixedMaturitiesMember
 
Short-term investments      
Investment income      
Total investment income 0.6us-gaap_InterestAndDividendIncomeOperating
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_ShortTermInvestmentsMember
0.6us-gaap_InterestAndDividendIncomeOperating
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_ShortTermInvestmentsMember
 
Common Stock      
Investment income      
Total investment income 3.4us-gaap_InterestAndDividendIncomeOperating
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_CommonStockMember
5.4us-gaap_InterestAndDividendIncomeOperating
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_CommonStockMember
 
Convertible fixed maturity investments      
Investment income      
Total investment income 0.2us-gaap_InterestAndDividendIncomeOperating
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_ConvertibleDebtSecuritiesMember
0.4us-gaap_InterestAndDividendIncomeOperating
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_ConvertibleDebtSecuritiesMember
 
Other long-term investments      
Investment income      
Total investment income (0.1)us-gaap_InterestAndDividendIncomeOperating
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_OtherLongTermInvestmentsMember
0.7us-gaap_InterestAndDividendIncomeOperating
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= us-gaap_OtherLongTermInvestmentsMember
 
Funds Held under Reinsurance Agreements [Member]      
Investment income      
Total investment income $ (0.1)us-gaap_InterestAndDividendIncomeOperating
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= wtm_FundsHeldUnderReinsuranceAgreementsMember
$ 0us-gaap_InterestAndDividendIncomeOperating
/ us-gaap_MajorTypesOfDebtAndEquitySecuritiesAxis
= wtm_FundsHeldUnderReinsuranceAgreementsMember