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Segment Information - Summary of Premiums Written and Earned by Segment (Details) - USD ($)
$ in Millions
3 Months Ended
Mar. 31, 2017
Mar. 31, 2016
Segment Reporting Information [Line Items]    
Net premiums earned $ 789.8 $ 767.1
Direct Premiums Written 814.2 800.1
Private Passenger Automobile Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 613.3 599.0
Direct Premiums Written 639.0 631.8
Homeowners Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 105.7 99.5
Direct Premiums Written 103.8 99.1
Commercial Automobile Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 41.3 38.7
Direct Premiums Written 43.0 40.9
Other [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 29.5 29.9
Direct Premiums Written 28.4 28.3
Property and Casualty Lines [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 780.8 755.8
Direct Premiums Written 808.5 792.7
Property and Casualty Lines [Member] | Private Passenger Automobile Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 613.3 599.0
Direct Premiums Written 639.0 631.8
Property and Casualty Lines [Member] | Homeowners Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 105.7 99.5
Direct Premiums Written 103.8 99.1
Property and Casualty Lines [Member] | Commercial Automobile Line [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 41.3 38.7
Direct Premiums Written 43.0 40.9
Property and Casualty Lines [Member] | Other [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 20.5 18.6
Direct Premiums Written 22.7 20.9
Other Segments [Member]    
Segment Reporting Information [Line Items]    
Net premiums earned 9.0 11.3
Direct Premiums Written 5.7 7.4
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 9.0 11.3
Direct Premiums Written $ 5.7 $ 7.4