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Segment Information - Summary of Premiums Written and Earned by Segment (Details) - USD ($)
$ in Millions
3 Months Ended
Mar. 31, 2018
Mar. 31, 2017
Segment Reporting Information [Line Items]    
Net premiums earned $ 808.1 $ 789.8
Direct Premiums Written 869.0 814.2
Private Passenger Automobile Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 627.0 613.3
Direct Premiums Written 674.0 639.0
Homeowners Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 107.8 105.7
Direct Premiums Written 115.3 103.8
Commercial Automobile Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 44.9 41.3
Direct Premiums Written 49.7 43.0
Other [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 28.4 29.5
Direct Premiums Written 30.0 28.4
Property and Casualty Lines [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 800.3 780.8
Direct Premiums Written 862.6 808.5
Property and Casualty Lines [Member] | Private Passenger Automobile Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 627.0 613.3
Direct Premiums Written 674.0 639.0
Property and Casualty Lines [Member] | Homeowners Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 107.8 105.7
Direct Premiums Written 115.3 103.8
Property and Casualty Lines [Member] | Commercial Automobile Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 44.9 41.3
Direct Premiums Written 49.7 43.0
Property and Casualty Lines [Member] | Other [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 20.6 20.5
Direct Premiums Written 23.6 22.7
Other Segments [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 7.8 9.0
Direct Premiums Written 6.4 5.7
Other Segments [Member] | Private Passenger Automobile Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 0.0 0.0
Direct Premiums Written 0.0 0.0
Other Segments [Member] | Homeowners Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 0.0 0.0
Direct Premiums Written 0.0 0.0
Other Segments [Member] | Commercial Automobile Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 0.0 0.0
Direct Premiums Written 0.0 0.0
Other Segments [Member] | Other [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 7.8 9.0
Direct Premiums Written $ 6.4 $ 5.7