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Reserve for Claims and Claim Expenses (Incurred and Paid Claims Development) (Details) - USD ($)
$ in Thousands
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Dec. 31, 2015
Dec. 31, 2014
Dec. 31, 2013
Dec. 31, 2012
Dec. 31, 2011
Dec. 31, 2010
Dec. 31, 2009
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance $ 8,728,754                  
IBNR and ACR 2,493,228                  
Cumulative paid claims and claim expenses, net of reinsurance 5,345,836                  
Outstanding liabilities from accident year 2008 and prior, net of reinsurance 286,863                  
Claims and claim expenses, net of reinsurance, from the Company's former Bermuda-based insurance operations 368                  
Adjustment for unallocated claim expenses 28,956                  
Unamortized fair value adjustments recorded in connection with the acquisition of Platinum 4,945                  
Liability for claims and claim expenses, net of reinsurance 3,704,050                  
Property                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 4,555,973                  
IBNR and ACR 976,849                  
Cumulative paid claims and claim expenses, net of reinsurance 3,191,734                  
Outstanding liabilities from accident year 2008 and prior, net of reinsurance 4,222                  
Adjustment for unallocated claim expenses 4,028                  
Unamortized fair value adjustments recorded in connection with the acquisition of Platinum 636                  
Liability for claims and claim expenses, net of reinsurance 1,373,125                  
Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 4,172,781                  
IBNR and ACR 1,516,379                  
Cumulative paid claims and claim expenses, net of reinsurance 2,154,102                  
Outstanding liabilities from accident year 2008 and prior, net of reinsurance 282,641                  
Adjustment for unallocated claim expenses 24,928                  
Unamortized fair value adjustments recorded in connection with the acquisition of Platinum 4,309                  
Liability for claims and claim expenses, net of reinsurance 2,330,557                  
Accident Year 2009                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 521,739 $ 519,585 $ 516,888 $ 521,723 $ 530,876 $ 552,059 $ 577,285 $ 617,015 $ 634,400 $ 699,400
IBNR and ACR 17,510                  
Cumulative paid claims and claim expenses, net of reinsurance 481,632 472,679 465,244 458,920 437,232 398,452 365,731 321,506 269,714 96,462
Accident Year 2009 | Property                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 134,876 134,355 134,811 134,539 135,245 134,490 138,747 145,207 164,369 219,979
IBNR and ACR 74                  
Cumulative paid claims and claim expenses, net of reinsurance 136,329 135,729 135,721 134,770 133,750 129,204 123,281 115,459 101,124 56,142
Accident Year 2009 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 386,863 385,230 382,077 387,184 395,631 417,569 438,538 471,808 470,031 479,421
IBNR and ACR 17,436                  
Cumulative paid claims and claim expenses, net of reinsurance 345,303 336,950 329,523 324,150 303,482 269,248 242,450 206,047 168,590 $ 40,320
Accident Year 2010                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 855,132 866,529 868,441 860,517 869,959 871,664 902,908 950,984 992,376  
IBNR and ACR 52,575                  
Cumulative paid claims and claim expenses, net of reinsurance 758,762 741,629 715,191 626,094 555,252 500,974 431,562 315,357 128,276  
Accident Year 2010 | Property                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 555,642 566,475 564,345 554,733 550,980 531,199 526,928 561,524 609,380  
IBNR and ACR 33,429                  
Cumulative paid claims and claim expenses, net of reinsurance 497,547 483,738 474,179 398,691 372,499 337,060 295,243 216,504 93,423  
Accident Year 2010 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 299,490 300,054 304,096 305,784 318,979 340,465 375,980 389,460 382,996  
IBNR and ACR 19,146                  
Cumulative paid claims and claim expenses, net of reinsurance 261,215 257,891 241,012 227,403 182,753 163,914 136,319 98,853 $ 34,853  
Accident Year 2011                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 1,337,445 1,334,068 1,348,620 1,384,912 1,412,886 1,493,095 1,573,930 1,646,568    
IBNR and ACR 76,002                  
Cumulative paid claims and claim expenses, net of reinsurance 1,222,512 1,203,998 1,176,892 1,133,013 1,043,763 889,387 540,985 260,326    
Accident Year 2011 | Property                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 1,033,601 1,036,663 1,040,721 1,070,957 1,091,415 1,141,403 1,192,868 1,264,374    
IBNR and ACR 46,427                  
Cumulative paid claims and claim expenses, net of reinsurance 971,324 966,304 952,780 926,747 868,489 743,745 427,501 212,259    
Accident Year 2011 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 303,844 297,405 307,899 313,955 321,471 351,692 381,062 382,194    
IBNR and ACR 29,575                  
Cumulative paid claims and claim expenses, net of reinsurance 251,188 237,694 224,112 206,266 175,274 145,642 113,484 $ 48,067    
Accident Year 2012                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 666,704 655,882 653,437 681,405 707,471 770,104 865,281      
IBNR and ACR 52,680                  
Cumulative paid claims and claim expenses, net of reinsurance 551,846 525,736 461,035 417,628 357,821 266,980 166,564      
Accident Year 2012 | Property                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 257,246 264,532 275,910 293,873 311,648 344,487 437,940      
IBNR and ACR 16,299                  
Cumulative paid claims and claim expenses, net of reinsurance 233,647 230,839 218,638 208,653 189,199 145,098 100,057      
Accident Year 2012 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 409,458 391,350 377,527 387,532 395,823 425,617 427,341      
IBNR and ACR 36,381                  
Cumulative paid claims and claim expenses, net of reinsurance 318,199 294,897 242,397 208,975 168,622 121,882 $ 66,507      
Accident Year 2013                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 433,363 446,311 472,270 512,389 558,746 619,414        
IBNR and ACR 46,050                  
Cumulative paid claims and claim expenses, net of reinsurance 348,436 326,807 289,144 243,544 179,709 86,998        
Accident Year 2013 | Property                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 137,660 141,197 152,715 174,335 196,729 227,268        
IBNR and ACR 1,971                  
Cumulative paid claims and claim expenses, net of reinsurance 134,044 132,822 128,631 117,642 93,041 49,032        
Accident Year 2013 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 295,703 305,114 319,555 338,054 362,017 392,146        
IBNR and ACR 44,079                  
Cumulative paid claims and claim expenses, net of reinsurance 214,392 193,985 160,513 125,902 86,668 $ 37,966        
Accident Year 2014                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 558,619 582,473 601,727 613,786 660,836          
IBNR and ACR 117,354                  
Cumulative paid claims and claim expenses, net of reinsurance 357,894 317,901 268,871 200,830 111,067          
Accident Year 2014 | Property                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 142,457 142,864 147,138 154,469 183,249          
IBNR and ACR 4,689                  
Cumulative paid claims and claim expenses, net of reinsurance 126,897 123,790 118,768 96,074 55,090          
Accident Year 2014 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 416,162 439,609 454,589 459,317 477,587          
IBNR and ACR 112,665                  
Cumulative paid claims and claim expenses, net of reinsurance 230,997 194,111 150,103 104,756 $ 55,977          
Accident Year 2015                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 590,591 629,211 627,702 639,151            
IBNR and ACR 136,328                  
Cumulative paid claims and claim expenses, net of reinsurance 362,419 287,522 193,965 95,862            
Accident Year 2015 | Property                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 167,916 176,159 195,164 226,039            
IBNR and ACR 19,347                  
Cumulative paid claims and claim expenses, net of reinsurance 138,283 127,509 108,679 62,169            
Accident Year 2015 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 422,675 453,052 432,538 413,112            
IBNR and ACR 116,981                  
Cumulative paid claims and claim expenses, net of reinsurance 224,136 160,013 85,286 $ 33,693            
Accident Year 2016                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 666,453 684,757 680,039              
IBNR and ACR 241,938                  
Cumulative paid claims and claim expenses, net of reinsurance 324,224 217,746 79,577              
Accident Year 2016 | Property                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 241,296 254,151 252,556              
IBNR and ACR 64,136                  
Cumulative paid claims and claim expenses, net of reinsurance 155,917 119,260 47,491              
Accident Year 2016 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 425,157 430,606 427,483              
IBNR and ACR 177,802                  
Cumulative paid claims and claim expenses, net of reinsurance 168,307 98,486 $ 32,086              
Accident Year 2017                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 1,731,295 1,895,376                
IBNR and ACR 828,815                  
Cumulative paid claims and claim expenses, net of reinsurance 548,619 450,034                
Accident Year 2017 | Property                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 1,167,013 1,342,161                
IBNR and ACR 454,395                  
Cumulative paid claims and claim expenses, net of reinsurance 443,130 411,961                
Accident Year 2017 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 564,282 553,215                
IBNR and ACR 374,420                  
Cumulative paid claims and claim expenses, net of reinsurance 105,489 $ 38,073                
Accident Year 2018                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 1,367,413                  
IBNR and ACR 923,976                  
Cumulative paid claims and claim expenses, net of reinsurance 389,492                  
Accident Year 2018 | Property                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 718,266                  
IBNR and ACR 336,082                  
Cumulative paid claims and claim expenses, net of reinsurance 354,616                  
Accident Year 2018 | Casualty and Specialty                    
Claims Development [Line Items]                    
Incurred claims and claim expenses, net of reinsurance 649,147                  
IBNR and ACR 587,894                  
Cumulative paid claims and claim expenses, net of reinsurance $ 34,876