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Organization and Summary of Significant Accounting Policies - Prop and Equip, Contracts, Impairment, Investments (Details)
$ in Millions
1 Months Ended 12 Months Ended
Dec. 22, 2017
Sep. 07, 2017
Sep. 06, 2017
Sep. 30, 2017
Jul. 31, 2016
Jun. 30, 2016
Dec. 31, 2018
USD ($)
item
Dec. 31, 2008
Dec. 31, 2007
Dec. 31, 2017
USD ($)
Dec. 31, 2016
USD ($)
Contracts in Transit                      
Contracts in transit, included in accounts receivable             $ 314.2     $ 356.1  
Income Taxes                      
Corporate tax rate (as a percent) 35.00%           21.00% 21.00% 35.00%    
Impairment Testing                      
Number of reportable segments | item             4        
Goodwill             $ 1,752.0     1,660.5 $ 1,291.2
Investments                      
Net book value of investments             1,305.2     1,256.6  
PTL                      
Investments                      
Net book value of investments             $ 1,237.4     1,185.6  
PTL                      
Investments                      
Ownership interest in Penske Truck Leasing Co (as a percent)     23.40%   23.40% 9.00% 28.90%        
Ownership acquired (as a percent)   5.50%   5.50% 14.40%            
Minimum | Property and equipment other than leasehold improvements                      
Property and Equipment                      
Useful life of property and equipment             3 years        
Maximum | Property and equipment other than leasehold improvements                      
Property and Equipment                      
Useful life of property and equipment             15 years        
Maximum | Leasehold improvements and equipment under capital lease                      
Property and Equipment                      
Useful life of property and equipment             40 years        
Retail Automotive Dealership                      
Impairment Testing                      
Number of reportable segments | item             1        
Number of operating segments and reporting units for the purpose of goodwill impairment testing | item             6        
Goodwill             $ 1,511.9     1,412.1 1,050.2
Retail Commercial Truck Dealership                      
Impairment Testing                      
Number of operating segments and reporting units for the purpose of goodwill impairment testing | item             1        
Goodwill             $ 162.6     163.0 $ 162.0
Non-Automotive Investments                      
Impairment Testing                      
Goodwill             $ 0.0     $ 0.0