Schedule II - Condensed Balance Sheets (Details) - USD ($) $ / shares in Units, $ in Thousands	Dec. 31, 2019	Dec. 31, 2018	Dec. 31, 2017
ASSETS
Cash and cash equivalents	$ 703,085	$ 602,096	$ 955,150
Other assets	744,608	707,469
TOTAL ASSETS	19,363,315	16,556,270
LIABILITIES
Debt obligations (Note 15)	1,191,207	861,539
Other liabilities	464,014	468,129
TOTAL LIABILITIES	14,068,173	12,183,738
SHAREHOLDERS’ EQUITY (Note 17)
Treasury shares, at cost (Series C Preferred Shares 2019 and 2018: 388,571)	(421,559)	(421,559)
Additional paid-in capital	1,836,778	1,804,664
Accumulated other comprehensive income	7,171	10,440
Retained earnings	2,887,892	1,976,539
Total Enstar Group Limited Shareholders’ Equity	4,842,183	3,901,933
TOTAL LIABILITIES, REDEEMABLE NONCONTROLLING INTEREST AND SHAREHOLDERS’ EQUITY	$ 19,363,315	$ 16,556,270
Parenthetical Disclosures [Abstract]
Common shares, par value (dollars per share)	$ 1	$ 1
Ordinary shares, shares issued (shares)	21,511,505	21,459,997
Ordinary shares, outstanding (shares)	21,511,505	21,459,997
Voting ordinary shares
SHAREHOLDERS’ EQUITY (Note 17)
Ordinary shares	$ 18,002	$ 17,950
Parenthetical Disclosures [Abstract]
Common shares, par value (dollars per share)	$ 1.00	$ 1
Ordinary shares, shares issued (shares)	18,001,823	17,950,315
Ordinary shares, outstanding (shares)	18,001,823	17,950,315
Series C non-voting convertible ordinary shares
SHAREHOLDERS’ EQUITY (Note 17)
Ordinary shares	$ 2,600	$ 2,600
Parenthetical Disclosures [Abstract]
Ordinary shares, shares issued (shares)	2,599,672	2,599,672
Ordinary shares, outstanding (shares)	2,599,672	2,599,672
Series E non-voting convertible ordinary shares
SHAREHOLDERS’ EQUITY (Note 17)
Ordinary shares	$ 910	$ 910
Parenthetical Disclosures [Abstract]
Ordinary shares, shares issued (shares)	910,010	910,010
Ordinary shares, outstanding (shares)	910,010	910,010
Series C Preferred Shares
SHAREHOLDERS’ EQUITY (Note 17)
Preferred shares	$ 389	$ 389
Parenthetical Disclosures [Abstract]
Preferred shares, issued (shares)	388,571	388,571
Preferred shares, outstanding (shares)	388,571	388,571
Treasury shares (shares)	388,571	388,571
Series D Preferred Shares
SHAREHOLDERS’ EQUITY (Note 17)
Preferred shares	$ 400,000	$ 400,000
Parenthetical Disclosures [Abstract]
Preferred shares, issued (shares)	16,000	16,000
Preferred shares, outstanding (shares)	16,000	16,000
Series E Preferred Shares
SHAREHOLDERS’ EQUITY (Note 17)
Preferred shares	$ 110,000	$ 110,000
Parenthetical Disclosures [Abstract]
Preferred shares, issued (shares)	4,400	4,400
Preferred shares, outstanding (shares)	4,400	4,400
Enstar Group Limited
ASSETS
Cash and cash equivalents	$ 4,568	$ 15,213
Balances due from subsidiaries	134,897	25,091
Investments in subsidiaries	6,050,197	4,843,913
Other assets	6,391	8,596
TOTAL ASSETS	6,196,053	4,892,813
LIABILITIES
Debt obligations (Note 15)	1,191,207	861,539
Balances due to subsidiaries	135,532	120,397
Other liabilities	27,131	8,944
TOTAL LIABILITIES	1,353,870	990,880
SHAREHOLDERS’ EQUITY (Note 17)
Treasury shares, at cost (Series C Preferred Shares 2019 and 2018: 388,571)	(421,559)	(421,559)
Additional paid-in capital	1,836,778	1,804,664
Accumulated other comprehensive income	7,171	10,440
Retained earnings	2,887,892	1,976,539
Total Enstar Group Limited Shareholders’ Equity	4,842,183	3,901,933
TOTAL LIABILITIES, REDEEMABLE NONCONTROLLING INTEREST AND SHAREHOLDERS’ EQUITY	$ 6,196,053	$ 4,892,813
Parenthetical Disclosures [Abstract]
Common shares, par value (dollars per share)	$ 1	$ 1
Ordinary shares, shares issued (shares)	21,511,505	21,459,997
Ordinary shares, outstanding (shares)	21,511,505	21,459,997
Enstar Group Limited \| Voting ordinary shares
SHAREHOLDERS’ EQUITY (Note 17)
Ordinary shares	$ 18,002	$ 17,950
Parenthetical Disclosures [Abstract]
Ordinary shares, shares issued (shares)	18,001,823	17,950,315
Ordinary shares, outstanding (shares)	18,001,823	17,950,315
Enstar Group Limited \| Series C non-voting convertible ordinary shares
SHAREHOLDERS’ EQUITY (Note 17)
Ordinary shares	$ 2,600	$ 2,600
Parenthetical Disclosures [Abstract]
Ordinary shares, shares issued (shares)	2,599,672	2,599,672
Ordinary shares, outstanding (shares)	2,599,672	2,599,672
Enstar Group Limited \| Series E non-voting convertible ordinary shares
SHAREHOLDERS’ EQUITY (Note 17)
Ordinary shares	$ 910	$ 910
Parenthetical Disclosures [Abstract]
Ordinary shares, shares issued (shares)	910,010	910,010
Ordinary shares, outstanding (shares)	910,010	910,010
Enstar Group Limited \| Series C Preferred Shares
SHAREHOLDERS’ EQUITY (Note 17)
Preferred shares	$ 389	$ 389
Parenthetical Disclosures [Abstract]
Preferred shares, issued (shares)	388,571	388,571
Preferred shares, outstanding (shares)	388,571	388,571
Treasury shares (shares)	388,571	388,571
Enstar Group Limited \| Series D Preferred Shares
SHAREHOLDERS’ EQUITY (Note 17)
Preferred shares	$ 400,000	$ 400,000
Parenthetical Disclosures [Abstract]
Preferred shares, issued (shares)	16,000	16,000
Preferred shares, outstanding (shares)	16,000	16,000
Enstar Group Limited \| Series E Preferred Shares
SHAREHOLDERS’ EQUITY (Note 17)
Preferred shares	$ 110,000	$ 110,000
Parenthetical Disclosures [Abstract]
Preferred shares, issued (shares)	4,400	4,400
Preferred shares, outstanding (shares)	4,400	4,400

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