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Segment Reporting - Summary of Gross and Net Written and Earned Premiums, Underwriting Results, Ratios and Reserves for Each of Company's Business Segments (Details) - USD ($)
$ in Millions
 3 Months Ended 9 Months Ended
Sep. 30, 2017
Sep. 30, 2016
Sep. 30, 2017
Sep. 30, 2016
Dec. 31, 2016
Dec. 31, 2015
Underwriting Revenues            
Gross written premiums $ 852.5 $ 763.5 $ 2,672.6 $ 2,540.9    
Net written premiums 607.4 638.4 1,872.3 2,162.9    
Gross earned premiums 913.3 809.8 2,414.3 2,346.7    
Net earned premiums 652.5 681.0 1,795.6 2,024.9    
Underwriting Expenses            
Losses and loss adjustment expenses 776.2 389.2 1,450.5 1,188.8    
Amortization of deferred policy acquisition costs 105.4 130.9 315.4 387.8    
General and administrative expenses 92.2 105.3 304.3 304.3    
Underwriting loss (321.3) 55.6 (274.6) 144.0    
Corporate expenses (13.5) (13.4) (38.3) (50.6)    
Non-operating expenses (5.2) (6.3) (9.5) (6.3)    
Net investment income 46.4 46.4 141.5 143.9    
Realized and unrealized investment gains 29.9 26.7 130.1 137.4    
Realized and unrealized investment losses (12.4) (5.2) (24.4) (34.1)    
Change in fair value of loan notes issued by variable interest entities 9.8 (9.8) 3.6 (13.7)    
Change in fair value of derivatives 4.5 0.6 25.2 (7.0)    
Interest expense on long term debt (7.4) (7.3) (22.2) (22.1)    
Net realized and unrealized foreign exchange gains 8.4 10.8 (21.1) (10.2)    
Other income (2.2) 1.5 5.0 2.4    
Net other income/(expense) (2.2) 2.4        
Other expenses     (2.0) (0.1)    
(Loss)/income from operations before income tax (263.0) 100.5 (86.7) 283.6    
Net reserves for loss and loss adjustment expenses $ 5,121.1 $ 4,826.8 $ 5,121.1 $ 4,826.8 $ 4,759.2 $ 4,583.4
Ratios            
Loss ratio 119.00% 57.20% 80.80% 58.70%    
Policy acquisition expense ratio 16.20% 19.20% 17.60% 19.20%    
General and administrative expense ratio 17.00% 18.40% 19.60% 17.80%    
Expense ratio 33.20% 37.60% 37.20% 37.00%    
Combined ratio 152.20% 94.80% 118.00% 95.70%    
Reinsurance            
Underwriting Revenues            
Gross written premiums $ 431.5 $ 365.9 $ 1,332.4 $ 1,216.1    
Net written premiums 363.6 314.5 1,097.3 1,070.8    
Gross earned premiums 464.0 364.3 1,112.2 1,000.9    
Net earned premiums 382.0 316.3 932.2 896.0    
Underwriting Expenses            
Losses and loss adjustment expenses 502.2 178.7 797.9 494.3    
Amortization of deferred policy acquisition costs 61.5 53.0 174.4 163.1    
General and administrative expenses 32.8 47.4 117.4 130.6    
Underwriting loss (214.5) 37.2 (157.5) 108.0    
Net reserves for loss and loss adjustment expenses $ 2,865.8 $ 2,495.4 $ 2,865.8 $ 2,495.4    
Ratios            
Loss ratio 131.50% 56.50% 85.60% 55.20%    
Policy acquisition expense ratio 16.10% 16.80% 18.70% 18.20%    
General and administrative expense ratio 8.60% 15.00% 12.60% 14.60%    
Expense ratio 24.70% 31.80% 31.30% 32.80%    
Combined ratio 156.20% 88.30% 116.90% 88.00%    
Insurance            
Underwriting Revenues            
Gross written premiums $ 421.0 $ 397.6 $ 1,340.2 $ 1,324.8    
Net written premiums 243.8 323.9 775.0 1,092.1    
Gross earned premiums 449.3 445.5 1,302.1 1,345.8    
Net earned premiums 270.5 364.7 863.4 1,128.9    
Underwriting Expenses            
Losses and loss adjustment expenses 274.0 210.5 652.6 694.5    
Amortization of deferred policy acquisition costs 43.9 77.9 141.0 224.7    
General and administrative expenses 59.4 57.9 186.9 173.7    
Underwriting loss (106.8) 18.4 (117.1) 36.0    
Net reserves for loss and loss adjustment expenses $ 2,255.3 $ 2,331.4 $ 2,255.3 $ 2,331.4    
Ratios            
Loss ratio 101.30% 57.70% 75.60% 61.50%    
Policy acquisition expense ratio 16.20% 21.40% 16.30% 19.90%    
General and administrative expense ratio 22.00% 15.90% 21.60% 15.40%    
Expense ratio 38.20% 37.30% 37.90% 35.30%    
Combined ratio 139.50% 95.00% 113.50% 96.80%