Nature of Operations and Summary of Significant Accounting Policies (Details)	3 Months Ended
Mar. 31, 2014 segment
Basis of presentation
Participation percentage in quota share reinsurance agreements	100.00%
Number of underwriting segments	14
White Mountains Insurance Group Ltd
Basis of presentation
Ownership interest (as a percent)	75.30%
Specialty Products
Basis of presentation
Number of underwriting segments	8
Specialty Industries
Basis of presentation
Number of underwriting segments	6

Number of operating segments. An operating segment is a component of an enterprise: (a) that engages in business activities from which it may earn revenues and incur expenses (including revenues and expenses relating to transactions with other components of the same enterprise), (b) whose operating results are regularly reviewed by the enterprise's chief operating decision maker to make decisions about resources to be allocated to the segment and assess its performance, and (c) for which discrete financial information is available. An operating segment may engage in business activities for which it has yet to earn revenues, for example, start-up operations may be operating segments before earning revenues.

No definition available.

Name:	us-gaap_NumberOfOperatingSegments
Namespace Prefix:	us-gaap_
Data Type:	xbrli:integerItemType
Balance Type:	na
Period Type:	duration