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Cash and Investments - Additional Information (Details) - USD ($)
Dec. 31, 2018
Dec. 31, 2017
Schedule Of Cash And Cash Equivalents1 [Line Items]    
Restricted cash and cash equivalents $ 577,100,000 $ 835,000,000
Common Stock, Limited Partnerships    
Schedule Of Cash And Cash Equivalents1 [Line Items]    
Cash and investments 2,055,800,000 1,903,700,000
Common Stock, Other Funds    
Schedule Of Cash And Cash Equivalents1 [Line Items]    
Cash and investments 150,300,000 90,900,000
Fairfax India    
Schedule Of Cash And Cash Equivalents1 [Line Items]    
Restricted cash and cash equivalents 15,600,000 15,500,000
Fairfax Africa    
Schedule Of Cash And Cash Equivalents1 [Line Items]    
Restricted cash and cash equivalents $ 0 $ 313,000,000