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Reserves for Unpaid Losses and Loss Adjustment Expenses Reserves for Unpaid Losses and Loss Adjustment Expenses (Reserve Development) (Details) - USD ($)
$ in Millions
 3 Months Ended 9 Months Ended 12 Months Ended
Sep. 30, 2014
Dec. 31, 2014
Sep. 30, 2014
Dec. 31, 2016
Dec. 31, 2015
Dec. 31, 2014
Loss and Loss Adjustment, Expense Reserves [Line Items]            
Current Accident Year       $ 649.2 $ 712.9 $ 732.0
Prior Accident Year       14.8 (4.0) 92.0
Total incurred losses and LAE       664.0 708.9 824.0
OneBeacon            
Loss and Loss Adjustment, Expense Reserves [Line Items]            
Current Accident Year   $ 33.7 $ 33.7      
Prior Accident Year $ 75.5 75.5 14.3 15.4 $ (1.8) 89.8
Total incurred losses and LAE   109.2 $ 109.2     89.8
Professional Insurance (1) | OneBeacon            
Loss and Loss Adjustment, Expense Reserves [Line Items]            
Current Accident Year   22.9        
Prior Accident Year   46.4        
Total incurred losses and LAE   69.3       59.1
Specialty Property | OneBeacon            
Loss and Loss Adjustment, Expense Reserves [Line Items]            
Current Accident Year   (1.1)        
Prior Accident Year   5.7        
Total incurred losses and LAE   4.6       1.1
Crop Business | OneBeacon            
Loss and Loss Adjustment, Expense Reserves [Line Items]            
Current Accident Year   3.8        
Prior Accident Year   0.0        
Total incurred losses and LAE   3.8       0.0
Other | OneBeacon            
Loss and Loss Adjustment, Expense Reserves [Line Items]            
Current Accident Year   2.8        
Prior Accident Year   (0.4)        
Total incurred losses and LAE   2.4       1.6
Specialty Products | OneBeacon            
Loss and Loss Adjustment, Expense Reserves [Line Items]            
Current Accident Year   28.4        
Prior Accident Year   51.7        
Total incurred losses and LAE   80.1       61.8
Entertainment | OneBeacon            
Loss and Loss Adjustment, Expense Reserves [Line Items]            
Current Accident Year   1.5        
Prior Accident Year   11.6        
Total incurred losses and LAE   13.1       13.5
Government Risks | OneBeacon            
Loss and Loss Adjustment, Expense Reserves [Line Items]            
Current Accident Year   1.2        
Prior Accident Year   7.1        
Total incurred losses and LAE   8.3       8.5
Accident | OneBeacon            
Loss and Loss Adjustment, Expense Reserves [Line Items]            
Current Accident Year   0.0        
Prior Accident Year   3.5        
Total incurred losses and LAE   3.5       6.0
Other | OneBeacon            
Loss and Loss Adjustment, Expense Reserves [Line Items]            
Current Accident Year   2.6        
Prior Accident Year   1.6        
Total incurred losses and LAE   4.2       0.0
Specialty Industries | OneBeacon            
Loss and Loss Adjustment, Expense Reserves [Line Items]            
Current Accident Year   5.3        
Prior Accident Year   23.8        
Total incurred losses and LAE   $ 29.1       $ 28.0
Healthcare Sector [Member] | OneBeacon            
Loss and Loss Adjustment, Expense Reserves [Line Items]            
Prior Accident Year       $ 40.7