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Income Taxes - Income/(Loss) Before Tax and Income Tax Expense/(Benefit) Attributable to that Income (Details) - USD ($) $ in Millions | 12 Months Ended
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Dec. 31, 2019 | Dec. 31, 2018 | Dec. 31, 2017
Income Tax Examination [Line Items] |  |  |
(Loss) before tax, Non-U.S. | $ (5.5) | $ 1.8 | $ (26.8)
(Loss) before tax, U.S. | (60.0) | (81.0) | (140.3)
(Loss) from operations before income tax | (218.8) | (156.0) | (281.8)
Current tax (benefit)/expense, Non-U.S. | 4.0 | 4.4 | 3.0
Current tax (benefit)/expense, U.S. | 1.0 | 6.1 | 0.0
Current tax (benefit)/expense, Total | (1.7) | (1.7) | 17.1
Deferred tax (benefit), Non-U.S. | 0.9 | (0.3) | (0.3)
Deferred tax (benefit), U.S. | 6.5 | (8.1) | 1.1
Deferred tax, Total | 24.7 | (8.5) | (32.5)
Total tax expense/(benefit), Non-U.S. | 4.9 | 4.1 | 2.7
Total tax expense/(benefit), U.S. | 7.4 | (2.0) | 1.1
Total tax expense/(benefit) | 22.9 | (10.2) | (15.4)
Current tax expenses (benefit) related to prior year | 1.0 |  |
Deferred tax benefit, unrealized gain on investments | 3.5 |  |
Australian non-resident withholding tax | 1.0 | 4.4 | 0.9
Bermuda |  |  |
Income Tax Examination [Line Items] |  |  |
(Loss) before tax, Non-U.S. | (107.6) | (72.1) | (130.0)
Current tax (benefit)/expense, Non-U.S. | 0.0 | 0.0 | 0.0
Deferred tax (benefit), Non-U.S. | 0.0 | 0.0 | 0.0
Total tax expense/(benefit), Non-U.S. | 0.0 | 0.0 | 0.0
U.K. |  |  |
Income Tax Examination [Line Items] |  |  |
(Loss) before tax, Non-U.S. | (45.7) | (4.7) | 15.3
Current tax (benefit)/expense, Non-U.S. | (6.7) | (12.2) | 14.1
Deferred tax (benefit), Non-U.S. | 17.3 | (0.1) | (33.3)
Total tax expense/(benefit), Non-U.S. | 10.6 | $ (12.3) | $ (19.2)
U.S branch of Aspen U.K. |  |  |
Income Tax Examination [Line Items] |  |  |
Valuation allowance, associated losses | $ 9.9 |  |

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