Share Capital - Voting Ordinary Shares (Details)	Jan. 21, 2020 shares	May 14, 2018 shares	Dec. 31, 2019 $ / shares shares	Dec. 31, 2018 vote $ / shares shares
Class of Stock [Line Items]
Authorized share capital (shares) | shares			111,000,000	111,000,000
Ordinary shares, par value (dollars per share) | $ / shares			$ 1	$ 1
Preference shares (shares) | shares			45,000,000	45,000,000
Preferred shares, par value (dollars per share) | $ / shares			$ 1.00	$ 1
Voting ordinary shares
Class of Stock [Line Items]
Ordinary shares, par value (dollars per share) | $ / shares			1.00	$ 1
Number of votes | vote				1
Non-voting ordinary shares
Class of Stock [Line Items]
Ordinary shares, par value (dollars per share) | $ / shares			$ 1.00	$ 1.00
KaylaRe
Class of Stock [Line Items]
Number of Enstar ordinary shares issued (shares) | shares		2,007,017
Subsequent Event
Class of Stock [Line Items]
Treasury shares repurchased (shares) | shares	565,630