diff --git a/.gitignore b/.gitignore
index e2ba75075..f03693ded 100644
--- a/.gitignore
+++ b/.gitignore
@@ -1,10 +1,11 @@
 *.log
 .next/
 .vscode/
+.idea/
 build/
 dist/
 lib/
 node_modules/
 packages/*/yarn.lock
 site/out/
-tmp/
\ No newline at end of file
+tmp/
diff --git a/packages/slate/src/transforms/node.ts b/packages/slate/src/transforms/node.ts
index 5d5318080..03d1e4f3f 100644
--- a/packages/slate/src/transforms/node.ts
+++ b/packages/slate/src/transforms/node.ts
@@ -795,7 +795,7 @@ export const NodeTransforms = {
           match: editor.isInline(element)
             ? n => Editor.isBlock(editor, n)
             : n => Editor.isEditor(n),
-          mode: 'highest',
+          mode: 'lowest',
           voids,
         })
       )
diff --git a/packages/slate/test/transforms/wrapNodes/inline/inline-across-nested.js b/packages/slate/test/transforms/wrapNodes/inline/inline-across-nested.js
new file mode 100644
index 000000000..cd84dae6d
--- /dev/null
+++ b/packages/slate/test/transforms/wrapNodes/inline/inline-across-nested.js
@@ -0,0 +1,66 @@
+/** @jsx jsx */
+
+import { Transforms } from 'slate'
+import { jsx } from '../../..'
+
+export const run = editor => {
+  Transforms.wrapNodes(editor, <inline a />)
+}
+
+export const input = (
+  <editor>
+    <block>
+      <block>
+        <text />
+        <inline>
+          wo
+          <anchor />
+          rd
+        </inline>
+        <text />
+      </block>
+      <block>
+        <text />
+        <inline>
+          an
+          <focus />
+          other
+        </inline>
+        <text />
+      </block>
+    </block>
+  </editor>
+)
+
+export const output = (
+  <editor>
+    <block>
+      <block>
+        <text />
+        <inline a>
+          <text />
+          <inline>
+            wo
+            <anchor />
+            rd
+          </inline>
+          <text />
+        </inline>
+        <text />
+      </block>
+      <block>
+        <text />
+        <inline a>
+          <text />
+          <inline>
+            an
+            <focus />
+            other
+          </inline>
+          <text />
+        </inline>
+        <text />
+      </block>
+    </block>
+  </editor>
+)