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Reserves for Losses and Adjustment Expenses - Reconciliation of Beginning and Ending Consolidated Loss and Loss Adjustment Expenses (LAE) Reserves (Details) - USD ($)
$ in Millions
 12 Months Ended
Dec. 31, 2017
Dec. 31, 2016
Dec. 31, 2015
Dec. 31, 2014
Insurance [Abstract]        
Provision for losses and LAE, beginning balance $ 5,319.9 $ 4,938.2 $ 4,750.8  
Less reinsurance recoverable   (560.7) (354.8) $ (350.0)
Net losses and LAE reserves, beginning balance 4,759.2 4,583.4 4,400.8  
Net loss and LAE expenses (disposed) (125.5) (80.1) 0.0  
Movement in provision for losses and LAE for claims incurred:        
Current year 2,100.1 1,705.4 1,522.7  
Prior years (105.4) (129.3) (156.5)  
Total incurred 1,994.7 1,576.1 1,366.2  
Losses and LAE payments for claims incurred:        
Current year (397.5) (241.0) (178.8)  
Prior years (1,157.6) (981.8) (929.7)  
Total paid (1,555.1) (1,222.8) (1,108.5)  
Foreign exchange losses/(gains) 161.0 (97.4) (75.1)  
Net losses and LAE reserves, ending balance 5,234.3 4,759.2 4,583.4  
Plus reinsurance recoverable on unpaid losses at the end of the year 1,515.2 560.7 354.8  
Provision for losses and LAE at the end of the year $ 6,749.5 $ 5,319.9 $ 4,938.2