diff --git a/docs/ExpectAPI.md b/docs/ExpectAPI.md
index 3cde3304fe71..43a39820e975 100644
--- a/docs/ExpectAPI.md
+++ b/docs/ExpectAPI.md
@@ -292,6 +292,48 @@ it('observes something', async () => {
 });
 ```
 
+#### Bail out
+
+Usually `jest` tries to match every snapshot that is expected in a test.
+
+Sometimes it might not make sense to continue the test if a prior snapshot failed. For example, when you make snapshots of a state-machine after various transitions you can abort the test once one transition produced the wrong state.
+
+In that case you can implement a custom snapshot matcher that throws on the first mismatch instead of collecting every mismatch.
+
+```js
+const {toMatchInlineSnapshot} = require('jest-snapshot');
+
+expect.extend({
+  toMatchStateInlineSnapshot(...args) {
+    this.dontThrow = () => {};
+
+    return toMatchInlineSnapshot.call(this, ...args);
+  },
+});
+
+let state = 'initial';
+
+function transition() {
+  // Typo in the implementation should cause the test to fail
+  if (state === 'INITIAL') {
+    state = 'pending';
+  } else if (state === 'pending') {
+    state = 'done';
+  }
+}
+
+it('transitions as expected', () => {
+  expect(state).toMatchStateInlineSnapshot(`"initial"`);
+
+  transition();
+  // Already produces a mismatch. No point in continuing the test.
+  expect(state).toMatchStateInlineSnapshot(`"loading"`);
+
+  transition();
+  expect(state).toMatchStateInlineSnapshot(`"done"`);
+});
+```
+
 ### `expect.anything()`
 
 `expect.anything()` matches anything but `null` or `undefined`. You can use it inside `toEqual` or `toBeCalledWith` instead of a literal value. For example, if you want to check that a mock function is called with a non-null argument:
diff --git a/e2e/__tests__/__snapshots__/customInlineSnapshotMatchers.test.ts.snap b/e2e/__tests__/__snapshots__/customInlineSnapshotMatchers.test.ts.snap
index b26f7240ca99..f64495ccbfaa 100644
--- a/e2e/__tests__/__snapshots__/customInlineSnapshotMatchers.test.ts.snap
+++ b/e2e/__tests__/__snapshots__/customInlineSnapshotMatchers.test.ts.snap
@@ -1,5 +1,33 @@
 // Jest Snapshot v1, https://goo.gl/fbAQLP
 
+exports[`can bail with a custom inline snapshot matcher 1`] = `
+FAIL __tests__/bail.test.js
+  ✕ transitions as expected
+
+  ● transitions as expected
+
+    expect(received).toMatchInlineSnapshot(snapshot)
+
+    Snapshot name: \`transitions as expected 2\`
+
+    Snapshot: "loading"
+    Received: "initial"
+
+      28 |   transition();
+      29 |   // Already produces a mismatch. No point in continuing the test.
+    > 30 |   expect(state).toMatchStateInlineSnapshot(\`"loading"\`);
+         |                 ^
+      31 |   transition();
+      32 |   expect(state).toMatchStateInlineSnapshot(\`"done"\`);
+      33 | });
+
+      at Object.toMatchStateInlineSnapshot (__tests__/bail.test.js:30:17)
+
+ › 1 snapshot failed.
+Snapshot Summary
+ › 1 snapshot failed from 1 test suite. Inspect your code changes or re-run jest with \`-u\` to update them.
+`;
+
 exports[`works with custom inline snapshot matchers 1`] = `
 FAIL __tests__/asynchronous.test.js
   ✕ new async, inline snapshots
diff --git a/e2e/__tests__/customInlineSnapshotMatchers.test.ts b/e2e/__tests__/customInlineSnapshotMatchers.test.ts
index a644c74ab270..c6f5234f8533 100644
--- a/e2e/__tests__/customInlineSnapshotMatchers.test.ts
+++ b/e2e/__tests__/customInlineSnapshotMatchers.test.ts
@@ -25,3 +25,20 @@ test('works with custom inline snapshot matchers', () => {
 
   expect(wrap(rest)).toMatchSnapshot();
 });
+
+test('can bail with a custom inline snapshot matcher', () => {
+  const {stderr} = runJest('custom-inline-snapshot-matchers', [
+    // Prevent adding new snapshots or rather changing the test.
+    '--ci',
+    'bail.test.js',
+  ]);
+
+  let {rest} = extractSummary(stderr);
+
+  rest = rest
+    .split('\n')
+    .filter(line => line.indexOf('at Error (native)') < 0)
+    .join('\n');
+
+  expect(wrap(rest)).toMatchSnapshot();
+});
diff --git a/e2e/custom-inline-snapshot-matchers/__tests__/bail.test.js b/e2e/custom-inline-snapshot-matchers/__tests__/bail.test.js
new file mode 100644
index 000000000000..2ce01beb73fa
--- /dev/null
+++ b/e2e/custom-inline-snapshot-matchers/__tests__/bail.test.js
@@ -0,0 +1,33 @@
+/**
+ * Copyright (c) Facebook, Inc. and its affiliates. All Rights Reserved.
+ *
+ * This source code is licensed under the MIT license found in the
+ * LICENSE file in the root directory of this source tree.
+ */
+const {toMatchInlineSnapshot} = require('jest-snapshot');
+
+expect.extend({
+  toMatchStateInlineSnapshot(...args) {
+    this.dontThrow = () => {};
+    return toMatchInlineSnapshot.call(this, ...args);
+  },
+});
+
+let state = 'initial';
+function transition() {
+  // Typo in the implementation should cause the test to fail
+  if (state === 'INITIAL') {
+    state = 'pending';
+  } else if (state === 'pending') {
+    state = 'done';
+  }
+}
+
+it('transitions as expected', () => {
+  expect(state).toMatchStateInlineSnapshot(`"initial"`);
+  transition();
+  // Already produces a mismatch. No point in continuing the test.
+  expect(state).toMatchStateInlineSnapshot(`"loading"`);
+  transition();
+  expect(state).toMatchStateInlineSnapshot(`"done"`);
+});
diff --git a/website/versioned_docs/version-25.x/ExpectAPI.md b/website/versioned_docs/version-25.x/ExpectAPI.md
index e90c7921fbf0..1cd94b7aa1d2 100644
--- a/website/versioned_docs/version-25.x/ExpectAPI.md
+++ b/website/versioned_docs/version-25.x/ExpectAPI.md
@@ -257,6 +257,48 @@ it('stores only 10 characters', () => {
 });
 ```
 
+#### Bail out
+
+Usually `jest` tries to match every snapshot that is expected in a test.
+
+Sometimes it might not make sense to continue the test if a prior snapshot failed. For example, when you make snapshots of a state-machine after various transitions you can abort the test once one transition produced the wrong state.
+
+In that case you can implement a custom snapshot matcher that throws on the first mismatch instead of collecting every mismatch.
+
+```js
+const {toMatchInlineSnapshot} = require('jest-snapshot');
+
+expect.extend({
+  toMatchStateInlineSnapshot(...args) {
+    this.dontThrow = () => {};
+
+    return toMatchInlineSnapshot.call(this, ...args);
+  },
+});
+
+let state = 'initial';
+
+function transition() {
+  // Typo in the implementation should cause the test to fail
+  if (state === 'INITIAL') {
+    state = 'pending';
+  } else if (state === 'pending') {
+    state = 'done';
+  }
+}
+
+it('transitions as expected', () => {
+  expect(state).toMatchStateInlineSnapshot(`"initial"`);
+
+  transition();
+  // Already produces a mismatch. No point in continuing the test.
+  expect(state).toMatchStateInlineSnapshot(`"loading"`);
+
+  transition();
+  expect(state).toMatchStateInlineSnapshot(`"done"`);
+});
+```
+
 ### `expect.anything()`
 
 `expect.anything()` matches anything but `null` or `undefined`. You can use it inside `toEqual` or `toBeCalledWith` instead of a literal value. For example, if you want to check that a mock function is called with a non-null argument:
diff --git a/website/versioned_docs/version-26.x/ExpectAPI.md b/website/versioned_docs/version-26.x/ExpectAPI.md
index 30f3f4ad95fd..272d707236b9 100644
--- a/website/versioned_docs/version-26.x/ExpectAPI.md
+++ b/website/versioned_docs/version-26.x/ExpectAPI.md
@@ -257,6 +257,48 @@ it('stores only 10 characters', () => {
 });
 ```
 
+#### Bail out
+
+Usually `jest` tries to match every snapshot that is expected in a test.
+
+Sometimes it might not make sense to continue the test if a prior snapshot failed. For example, when you make snapshots of a state-machine after various transitions you can abort the test once one transition produced the wrong state.
+
+In that case you can implement a custom snapshot matcher that throws on the first mismatch instead of collecting every mismatch.
+
+```js
+const {toMatchInlineSnapshot} = require('jest-snapshot');
+
+expect.extend({
+  toMatchStateInlineSnapshot(...args) {
+    this.dontThrow = () => {};
+
+    return toMatchInlineSnapshot.call(this, ...args);
+  },
+});
+
+let state = 'initial';
+
+function transition() {
+  // Typo in the implementation should cause the test to fail
+  if (state === 'INITIAL') {
+    state = 'pending';
+  } else if (state === 'pending') {
+    state = 'done';
+  }
+}
+
+it('transitions as expected', () => {
+  expect(state).toMatchStateInlineSnapshot(`"initial"`);
+
+  transition();
+  // Already produces a mismatch. No point in continuing the test.
+  expect(state).toMatchStateInlineSnapshot(`"loading"`);
+
+  transition();
+  expect(state).toMatchStateInlineSnapshot(`"done"`);
+});
+```
+
 ### `expect.anything()`
 
 `expect.anything()` matches anything but `null` or `undefined`. You can use it inside `toEqual` or `toBeCalledWith` instead of a literal value. For example, if you want to check that a mock function is called with a non-null argument: