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SCHEDULE II - CONDENSED FINANCIAL INFORMATION OF THE REGISTRANT - CONDENSED STATEMENTS OF OPERATIONS AND COMPREHENSIVE INCOME (LOSS) (Details) - USD ($)
$ in Millions
 12 Months Ended
Dec. 31, 2025
Dec. 31, 2024
Dec. 31, 2023
CONDENSED FINANCIAL INFORMATION OF THE REGISTRANT      
Revenues (including realized and unrealized gains and losses) $ 3,735.0 $ 2,239.8 $ 2,166.7
Expenses 2,406.3 1,923.1 1,601.3
Pre-tax income (loss) 1,328.7 316.7 565.4
Income tax (expense) benefit (126.9) (32.6) 15.5
Net income (loss) attributable to White Mountains’s common shareholders 1,106.4 230.4 509.2
White Mountains Insurance Group Ltd.      
CONDENSED FINANCIAL INFORMATION OF THE REGISTRANT      
Revenues (including realized and unrealized gains and losses) 28.9 50.7 81.7
Expenses 81.6 51.8 60.5
Pre-tax income (loss) (52.7) (1.1) 21.2
Income tax (expense) benefit (0.2) (0.8) (1.2)
Net income (loss) (52.9) (1.9) 20.0
Equity in earnings (losses) from consolidated and unconsolidated subsidiaries, net of tax 1,159.3 232.3 489.2
Net income (loss) attributable to White Mountains’s common shareholders 1,106.4 230.4 509.2
Equity in other comprehensive income (loss) from consolidated and unconsolidated subsidiaries, net of tax 2.5 (0.1) 1.9
Comprehensive income (loss) attributable to White Mountains’s common shareholders $ 1,108.9 $ 230.3 $ 511.1