diff --git a/x-pack/plugins/apm/server/deprecations/deprecations.test.ts b/x-pack/plugins/apm/server/deprecations/deprecations.test.ts
new file mode 100644
index 0000000000000..d706146faf212
--- /dev/null
+++ b/x-pack/plugins/apm/server/deprecations/deprecations.test.ts
@@ -0,0 +1,70 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License
+ * 2.0; you may not use this file except in compliance with the Elastic License
+ * 2.0.
+ */
+
+import { GetDeprecationsContext } from '../../../../../src/core/server';
+import { CloudSetup } from '../../../cloud/server';
+import { getDeprecations } from './';
+import { APMRouteHandlerResources } from '../';
+import { AgentPolicy } from '../../../fleet/common';
+
+const deprecationContext = {
+  esClient: {},
+  savedObjectsClient: {},
+} as GetDeprecationsContext;
+
+describe('getDeprecations', () => {
+  describe('when fleet is disabled', () => {
+    it('returns no deprecations', async () => {
+      const deprecationsCallback = getDeprecations({});
+      const deprecations = await deprecationsCallback(deprecationContext);
+      expect(deprecations).toEqual([]);
+    });
+  });
+
+  describe('when running on cloud with legacy apm-server', () => {
+    it('returns deprecations', async () => {
+      const deprecationsCallback = getDeprecations({
+        cloudSetup: { isCloudEnabled: true } as unknown as CloudSetup,
+        fleet: {
+          start: () => ({
+            agentPolicyService: { get: () => undefined },
+          }),
+        } as unknown as APMRouteHandlerResources['plugins']['fleet'],
+      });
+      const deprecations = await deprecationsCallback(deprecationContext);
+      expect(deprecations).not.toEqual([]);
+    });
+  });
+
+  describe('when running on cloud with fleet', () => {
+    it('returns no deprecations', async () => {
+      const deprecationsCallback = getDeprecations({
+        cloudSetup: { isCloudEnabled: true } as unknown as CloudSetup,
+        fleet: {
+          start: () => ({
+            agentPolicyService: { get: () => ({ id: 'foo' } as AgentPolicy) },
+          }),
+        } as unknown as APMRouteHandlerResources['plugins']['fleet'],
+      });
+      const deprecations = await deprecationsCallback(deprecationContext);
+      expect(deprecations).toEqual([]);
+    });
+  });
+
+  describe('when running on prem', () => {
+    it('returns no deprecations', async () => {
+      const deprecationsCallback = getDeprecations({
+        cloudSetup: { isCloudEnabled: false } as unknown as CloudSetup,
+        fleet: {
+          start: () => ({ agentPolicyService: { get: () => undefined } }),
+        } as unknown as APMRouteHandlerResources['plugins']['fleet'],
+      });
+      const deprecations = await deprecationsCallback(deprecationContext);
+      expect(deprecations).toEqual([]);
+    });
+  });
+});
diff --git a/x-pack/plugins/apm/server/deprecations/index.ts b/x-pack/plugins/apm/server/deprecations/index.ts
new file mode 100644
index 0000000000000..b592a2bf13268
--- /dev/null
+++ b/x-pack/plugins/apm/server/deprecations/index.ts
@@ -0,0 +1,74 @@
+/*
+ * Copyright Elasticsearch B.V. and/or licensed to Elasticsearch B.V. under one
+ * or more contributor license agreements. Licensed under the Elastic License
+ * 2.0; you may not use this file except in compliance with the Elastic License
+ * 2.0.
+ */
+
+import { GetDeprecationsContext, DeprecationsDetails } from 'src/core/server';
+import { i18n } from '@kbn/i18n';
+import { isEmpty } from 'lodash';
+import { CloudSetup } from '../../../cloud/server';
+import { getCloudAgentPolicy } from '../lib/fleet/get_cloud_apm_package_policy';
+import { APMRouteHandlerResources } from '../';
+
+export function getDeprecations({
+  cloudSetup,
+  fleet,
+}: {
+  cloudSetup?: CloudSetup;
+  fleet?: APMRouteHandlerResources['plugins']['fleet'];
+}) {
+  return async ({
+    savedObjectsClient,
+  }: GetDeprecationsContext): Promise<DeprecationsDetails[]> => {
+    const deprecations: DeprecationsDetails[] = [];
+    if (!fleet) {
+      return deprecations;
+    }
+
+    const fleetPluginStart = await fleet.start();
+    const cloudAgentPolicy = await getCloudAgentPolicy({
+      fleetPluginStart,
+      savedObjectsClient,
+    });
+
+    const isCloudEnabled = !!cloudSetup?.isCloudEnabled;
+
+    const hasCloudAgentPolicy = !isEmpty(cloudAgentPolicy);
+
+    if (isCloudEnabled && !hasCloudAgentPolicy) {
+      deprecations.push({
+        title: i18n.translate('xpack.apm.deprecations.legacyModeTitle', {
+          defaultMessage: 'APM Server running in legacy mode',
+        }),
+        message: i18n.translate('xpack.apm.deprecations.message', {
+          defaultMessage:
+            'Running the APM Server binary directly is considered a legacy option and is deprecated since 7.16. Switch to APM Server managed by an Elastic Agent instead. Read our documentation to learn more.',
+        }),
+        documentationUrl:
+          'https://www.elastic.co/guide/en/apm/server/current/apm-integration.html',
+        level: 'warning',
+        correctiveActions: {
+          manualSteps: [
+            i18n.translate('xpack.apm.deprecations.steps.apm', {
+              defaultMessage: 'Navigate to Observability/APM',
+            }),
+            i18n.translate('xpack.apm.deprecations.steps.settings', {
+              defaultMessage: 'Click on "Settings"',
+            }),
+            i18n.translate('xpack.apm.deprecations.steps.schema', {
+              defaultMessage: 'Select "Schema" tab',
+            }),
+            i18n.translate('xpack.apm.deprecations.steps.switch', {
+              defaultMessage:
+                'Click "Switch to data streams". You will be guided through the process',
+            }),
+          ],
+        },
+      });
+    }
+
+    return deprecations;
+  };
+}
diff --git a/x-pack/plugins/apm/server/plugin.ts b/x-pack/plugins/apm/server/plugin.ts
index 56185d846562f..2296227de2a33 100644
--- a/x-pack/plugins/apm/server/plugin.ts
+++ b/x-pack/plugins/apm/server/plugin.ts
@@ -51,6 +51,7 @@ import {
   TRANSACTION_TYPE,
 } from '../common/elasticsearch_fieldnames';
 import { tutorialProvider } from './tutorial';
+import { getDeprecations } from './deprecations';
 
 export class APMPlugin
   implements
@@ -222,6 +223,12 @@ export class APMPlugin
         );
       })();
     });
+    core.deprecations.registerDeprecations({
+      getDeprecations: getDeprecations({
+        cloudSetup: plugins.cloud,
+        fleet: resourcePlugins.fleet,
+      }),
+    });
 
     return {
       config$: mergedConfig$,