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Segment Reporting - Summary of the Schedule of the Company's gross written premiums based on the location of the insured risk (Details) - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Segment Reporting Information [Line Items]      
Gross written premiums $ 3,703.6 $ 3,442.4 $ 3,446.9
Australia/Asia      
Segment Reporting Information [Line Items]      
Gross written premiums 259.7 215.9 175.9
Caribbean      
Segment Reporting Information [Line Items]      
Gross written premiums 6.0 9.3 7.7
Europe      
Segment Reporting Information [Line Items]      
Gross written premiums 92.5 82.8 92.6
United Kingdom      
Segment Reporting Information [Line Items]      
Gross written premiums 374.1 295.7 290.1
United States & Canada      
Segment Reporting Information [Line Items]      
Gross written premiums 2,267.5 2,003.9 1,875.9
Worldwide excluding United States      
Segment Reporting Information [Line Items]      
Gross written premiums 23.1 63.0 70.1
Worldwide including United States      
Segment Reporting Information [Line Items]      
Gross written premiums 501.2 614.9 775.8
Others      
Segment Reporting Information [Line Items]      
Gross written premiums $ 179.5 $ 156.9 $ 158.8