diff --git a/CHANGELOG.md b/CHANGELOG.md
index fb3d26c5c..027fc6fed 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -46,6 +46,8 @@ BUG FIXES:
       OS installers. [GH-1709]
   * builder/virtualbox: Remove the floppy controller in addition to the
       floppy disk. [GH-1879]
+  * builder/vmware: Add 100ms delay between keystrokes to avoid subtle
+      timing issues in most cases. [GH-1663]
   * builder/vmware: Bind HTTP server to IPv4, which is more compatible with
       OS installers. [GH-1709]
   * builder/vmware: Case-insensitive match of MAC address to find IP [GH-1989]
diff --git a/builder/vmware/common/step_type_boot_command.go b/builder/vmware/common/step_type_boot_command.go
index 49c579889..b23ede1da 100644
--- a/builder/vmware/common/step_type_boot_command.go
+++ b/builder/vmware/common/step_type_boot_command.go
@@ -200,10 +200,13 @@ func vncSendString(c *vnc.ClientConn, original string) {
 			c.KeyEvent(KeyLeftShift, true)
 		}
 
+		// Send the key events. We add a 100ms sleep after each key event
+		// to deal with network latency and the OS responding to the keystroke.
+		// It is kind of arbitrary but it is better than nothing.
 		c.KeyEvent(keyCode, true)
-                time.Sleep(time.Second/10)
+		time.Sleep(100 * time.Millisecond)
 		c.KeyEvent(keyCode, false)
-                time.Sleep(time.Second/10)
+		time.Sleep(100 * time.Millisecond)
 
 		if keyShift {
 			c.KeyEvent(KeyLeftShift, false)