Schedule II - Condensed Statements of Cash Flows (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2019	Dec. 31, 2018	Dec. 31, 2017
OPERATING ACTIVITIES:
Net cash flows provided by (used in) operating activities	$ 1,763,516	$ (160,072)	$ (343,107)
INVESTING ACTIVITIES:
Net cash flows provided by (used in) investing activities	(1,983,537)	(825,754)	293,262
FINANCING ACTIVITIES:
Net proceeds from the issuance of preferred shares	0	495,357	0
Dividends on preferred shares	(35,914)	(12,133)	0
Repayment of loans	(742,574)	(914,319)	(912,140)
Receipt of loans	1,070,502	1,132,507	874,100
Net cash flows provided by (used in) financing activities	293,538	752,986	(65,476)
NET INCREASE (DECREASE) IN CASH, CASH EQUIVALENTS AND RESTRICTED CASH	73,193	(230,252)	(105,809)
CASH, CASH EQUIVALENTS AND RESTRICTED CASH, BEGINNING OF YEAR	982,584	1,212,836	1,318,645
CASH, CASH EQUIVALENTS AND RESTRICTED CASH, END OF YEAR	1,055,777	982,584	1,212,836
Enstar Group Limited
OPERATING ACTIVITIES:
Net cash flows provided by (used in) operating activities	(128,462)	(128,382)	97,898
INVESTING ACTIVITIES:
Dividends and return of capital from subsidiaries	65,500	101,000	217,450
Contributions to subsidiaries	(240,382)	(660,339)	(465,650)
Net cash flows provided by (used in) investing activities	(174,882)	(559,339)	(248,200)
FINANCING ACTIVITIES:
Net proceeds from the issuance of preferred shares	0	495,357	0
Dividends on preferred shares	(35,914)	(12,133)	0
Repayment of loans	(219,000)	(898,633)	(696,640)
Receipt of loans	547,613	1,115,885	844,516
Net cash flows provided by (used in) financing activities	292,699	700,476	147,876
NET INCREASE (DECREASE) IN CASH, CASH EQUIVALENTS AND RESTRICTED CASH	(10,645)	12,755	(2,426)
CASH, CASH EQUIVALENTS AND RESTRICTED CASH, BEGINNING OF YEAR	15,213	2,458	4,884
CASH, CASH EQUIVALENTS AND RESTRICTED CASH, END OF YEAR	$ 4,568	$ 15,213	$ 2,458