diff --git a/packages/@aws-cdk/toolkit/test/actions/destroy.test.ts b/packages/@aws-cdk/toolkit/test/actions/destroy.test.ts
new file mode 100644
index 0000000000000..8a88f6e276bd0
--- /dev/null
+++ b/packages/@aws-cdk/toolkit/test/actions/destroy.test.ts
@@ -0,0 +1,99 @@
+import * as chalk from 'chalk';
+import { StackSelectionStrategy } from '../../lib';
+import { Toolkit } from '../../lib/toolkit';
+import { builderFixture, TestIoHost } from '../_helpers';
+
+const ioHost = new TestIoHost();
+const toolkit = new Toolkit({ ioHost });
+jest.spyOn(toolkit, 'rollback').mockResolvedValue();
+
+let mockDestroyStack = jest.fn().mockResolvedValue({});
+
+jest.mock('../../lib/api/aws-cdk', () => {
+  return {
+    ...jest.requireActual('../../lib/api/aws-cdk'),
+    Deployments: jest.fn().mockImplementation(() => ({
+      destroyStack: mockDestroyStack,
+      // resolveEnvironment: jest.fn().mockResolvedValue({}),
+      // isSingleAssetPublished: jest.fn().mockResolvedValue(true),
+      // readCurrentTemplate: jest.fn().mockResolvedValue({ Resources: {} }),
+    })),
+  };
+});
+
+beforeEach(() => {
+  ioHost.notifySpy.mockClear();
+  ioHost.requestSpy.mockClear();
+  jest.clearAllMocks();
+});
+
+describe('destroy', () => {
+  test('destroy from builder', async () => {
+    // WHEN
+    const cx = await builderFixture(toolkit, 'stack-with-bucket');
+    await toolkit.destroy(cx, { stacks: { strategy: StackSelectionStrategy.ALL_STACKS } });
+
+    // THEN
+    successfulDestroy();
+  });
+
+  test('request response before destroying', async () => {
+    // WHEN
+    const cx = await builderFixture(toolkit, 'stack-with-role');
+    await toolkit.destroy(cx, { stacks: { strategy: StackSelectionStrategy.ALL_STACKS } });
+
+    // THEN
+    expect(ioHost.requestSpy).toHaveBeenCalledWith(expect.objectContaining({
+      action: 'destroy',
+      level: 'info',
+      code: 'CDK_TOOLKIT_I7010',
+      message: expect.stringContaining('Are you sure you want to delete'),
+    }));
+  });
+
+  test('multiple stacks', async () => {
+    // WHEN
+    const cx = await builderFixture(toolkit, 'two-empty-stacks');
+    await toolkit.destroy(cx, { stacks: { strategy: StackSelectionStrategy.ALL_STACKS } });
+
+    // THEN
+    expect(ioHost.notifySpy).toHaveBeenCalledWith(expect.objectContaining({
+      action: 'destroy',
+      level: 'info',
+      message: expect.stringContaining(`${chalk.blue('Stack2')}${chalk.green(': destroyed')}`),
+    }));
+    expect(ioHost.notifySpy).toHaveBeenCalledWith(expect.objectContaining({
+      action: 'destroy',
+      level: 'info',
+      message: expect.stringContaining(`${chalk.blue('Stack1')}${chalk.green(': destroyed')}`),
+    }));
+  });
+
+  test('destroy deployment fails', async () => {
+    // GIVEN
+    mockDestroyStack = jest.fn().mockRejectedValue({});
+
+    // WHEN
+    const cx = await builderFixture(toolkit, 'stack-with-role');
+    try {
+      await toolkit.destroy(cx, { stacks: { strategy: StackSelectionStrategy.ALL_STACKS } });
+    } catch (e) {
+      // We know this will error, ignore it
+    }
+
+    // THEN
+    expect(ioHost.notifySpy).toHaveBeenCalledWith(expect.objectContaining({
+      action: 'destroy',
+      level: 'error',
+      message: expect.stringContaining('destroy failed'),
+    }));
+  });
+});
+
+function successfulDestroy() {
+  expect(ioHost.notifySpy).toHaveBeenCalledWith(expect.objectContaining({
+    action: 'destroy',
+    level: 'info',
+    message: expect.stringContaining('destroyed'),
+  }));
+}