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Available-for-Sale Securities (Detail) (USD $)
In Millions
Sep. 30, 2011
Dec. 31, 2010
Schedule of Available-for-sale Securities [Line Items]  
Amortized Cost or Cost$ 4,427.4$ 4,352.9
Gross unrealized gains217.1275.4
Gross unrealized losses(120.3)(30.4)
Fair value4,524.24,597.9
Equity Securities | Common Stock
  
Schedule of Available-for-sale Securities [Line Items]  
Amortized Cost or Cost1,428.2[1]1,310.0[1]
Gross unrealized gains87.2[1]196.3[1]
Gross unrealized losses(110.0)[1](5.6)[1]
Fair value1,405.4[1]1,500.7[1]
Debt Securities
  
Schedule of Available-for-sale Securities [Line Items]  
Amortized Cost or Cost2,822.62,778.1
Gross unrealized gains129.979.1
Gross unrealized losses(10.3)(24.8)
Fair value2,942.22,832.4
Debt Securities | Mortgage and Asset Backed Securities
  
Schedule of Available-for-sale Securities [Line Items]  
Amortized Cost or Cost990.6[2]841.0[2]
Gross unrealized gains46.3[2]31.8[2]
Gross unrealized losses(4.5)[2](6.3)[2]
Fair value1,032.4[2]866.5[2]
Debt Securities | U.S. Government obligations
  
Schedule of Available-for-sale Securities [Line Items]  
Amortized Cost or Cost292.3334.4
Gross unrealized gains7.24.6
Gross unrealized losses (1.2)
Fair value299.5337.8
Debt Securities | States, municipalities and political subdivision bonds
  
Schedule of Available-for-sale Securities [Line Items]  
Amortized Cost or Cost1,037.41,058.1
Gross unrealized gains60.225.4
Gross unrealized losses(1.0)(15.0)
Fair value1,096.61,068.5
Debt Securities | Foreign bonds
  
Schedule of Available-for-sale Securities [Line Items]  
Amortized Cost or Cost92.0112.7
Gross unrealized gains2.32.4
Gross unrealized losses(0.8)(0.9)
Fair value93.5114.2
Debt Securities | Corporate bonds and other
  
Schedule of Available-for-sale Securities [Line Items]  
Amortized Cost or Cost410.3431.9
Gross unrealized gains13.914.9
Gross unrealized losses(4.0)(1.4)
Fair value420.2445.4
Short-term Investments
  
Schedule of Available-for-sale Securities [Line Items]  
Amortized Cost or Cost176.6264.8
Fair value176.6264.8
Alleghany Insurance Holdings, LLC
  
Schedule of Available-for-sale Securities [Line Items]  
Amortized Cost or Cost3,928.33,760.3
Gross unrealized gains177.5232.7
Gross unrealized losses(120.3)(30.4)
Fair value3,985.53,962.6
Corporate activities
  
Schedule of Available-for-sale Securities [Line Items]  
Amortized Cost or Cost499.1592.6
Gross unrealized gains39.642.7
Fair value538.7635.3
Mortgage and Asset Backed Securities
  
Schedule of Available-for-sale Securities [Line Items]  
Amortized Cost or Cost$ 990.6 
[1]Of the $1,405.4 million of fair value as of September 30, 2011, $914.0 million related to certain energy sector businesses. Of the $1,500.7 million of fair value as of December 31, 2010, $1,004.8 million related to certain energy sector businesses.
[2]Of the $1,032.4 million of fair value as of September 30, 2011, $538.3 million related to residential mortgage-backed securities ("RMBS") $213.1 million related to commercial mortgage-backed securities ("CMBS") and $281.0 million related to other asset-backed securities. Of the $866.5 million of fair value as of December 31, 2010, $499.9 million related to RMBS, $173.4 million related to CMBS and $193.2 million related to other asset-backed securities.