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Non-controlling Interest (Details) (USD $)
In Millions, unless otherwise specified
Mar. 31, 2015
Dec. 31, 2014
Noncontrolling Interest [Line Items]    
Total non-controlling interests $ 528.5us-gaap_MinorityInterest $ 542.7us-gaap_MinorityInterest
Total Non-Controlling Excluding Reciprocals [Member]    
Noncontrolling Interest [Line Items]    
Total non-controlling interests 160.2us-gaap_MinorityInterest
/ us-gaap_StatementEquityComponentsAxis
= wtm_TotalNonControllingExcludingReciprocalsMember
168.6us-gaap_MinorityInterest
/ us-gaap_StatementEquityComponentsAxis
= wtm_TotalNonControllingExcludingReciprocalsMember
OneBeacon Ltd.    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 24.70%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_OneBeaconInsuranceGroupLtdMember
24.70%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_OneBeaconInsuranceGroupLtdMember
Total non-controlling interests 258.8us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_OneBeaconInsuranceGroupLtdMember
 
OneBeacon    
Noncontrolling Interest [Line Items]    
Total non-controlling interests 258.8us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
258.4us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_OnebeaconMember
SIG Preference Shares    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 100.00%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_SIGPreferenceSharesMember
100.00%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_SIGPreferenceSharesMember
Total non-controlling interests 250.0us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_SIGPreferenceSharesMember
250.0us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_SIGPreferenceSharesMember
HG Global    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 3.10%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_HgGlobalMember
3.10%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_HgGlobalMember
Total non-controlling interests 17.7us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_HgGlobalMember
17.9us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_HgGlobalMember
QuoteLab    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 40.00%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_QuoteLabMember
40.00%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_QuoteLabMember
Total non-controlling interests 22.0us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_QuoteLabMember
22.6us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_QuoteLabMember
Tranzact [Member]    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 36.80%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_TranzactMember
36.80%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_TranzactMember
Total non-controlling interests 81.8us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_TranzactMember
88.2us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_TranzactMember
WOBI    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 36.70%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_WOBIMember
36.70%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_WOBIMember
Total non-controlling interests 4.7us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_WOBIMember
5.4us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_WOBIMember
Prospector Offshore Fund Ltd [Member]    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 32.40%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_ProspectorOffshoreFundLtdMember
23.40%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_ProspectorOffshoreFundLtdMember
Total non-controlling interests 31.0us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_ProspectorOffshoreFundLtdMember
31.1us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_ProspectorOffshoreFundLtdMember
A W G Dewar Inc [Member]    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 20.30%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_WGDewarIncMember
18.00%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_WGDewarIncMember
Total non-controlling interests 3.0us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_WGDewarIncMember
3.4us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_WGDewarIncMember
Build America Mutual    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 100.00%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_BuildAmericaMutualMember
100.00%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_BuildAmericaMutualMember
Total non-controlling interests (127.0)us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_BuildAmericaMutualMember
(121.9)us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_BuildAmericaMutualMember
Star & Shield Insurance Exchange    
Noncontrolling Interest [Line Items]    
Noncontrolling equity percentage 100.00%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_StarShieldInsuranceExchangeMember
100.00%us-gaap_MinorityInterestOwnershipPercentageByNoncontrollingOwners
/ dei_LegalEntityAxis
= wtm_StarShieldInsuranceExchangeMember
Total non-controlling interests $ (13.5)us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_StarShieldInsuranceExchangeMember
$ (12.4)us-gaap_MinorityInterest
/ dei_LegalEntityAxis
= wtm_StarShieldInsuranceExchangeMember