diff --git a/CHANGELOG.md b/CHANGELOG.md
index d116d36ed648..8fa8c7179c9b 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -3,6 +3,7 @@
 ## Unreleased
 
 - "You miss 100 percent of the chances you don't take. — Wayne Gretzky" — Michael Scott
+- fix(cloudflare): Route Durable Object teardown through the original `waitUntil` to avoid a flush-lock deadlock that prevented WebSocket hibernation ([#22328](https://github.com/getsentry/sentry-javascript/issues/22328))
 
 ## 10.66.0
 
diff --git a/packages/cloudflare/src/wrapMethodWithSentry.ts b/packages/cloudflare/src/wrapMethodWithSentry.ts
index 1479278446fa..67649d26446a 100644
--- a/packages/cloudflare/src/wrapMethodWithSentry.ts
+++ b/packages/cloudflare/src/wrapMethodWithSentry.ts
@@ -15,7 +15,8 @@ import {
   withScope,
 } from '@sentry/core';
 import type { CloudflareOptions } from './client';
-import { flushAndDispose } from './flush';
+import type { ExecutionContextCompat } from './executionContext';
+import { flushAndDispose, getOriginalWaitUntil } from './flush';
 import { ensureInstrumented } from './instrument';
 import { init } from './sdk';
 import { extractRpcMeta } from './utils/rpcMeta';
@@ -117,7 +118,10 @@ export function wrapMethodWithSentry<T extends OriginalMethod>(
             // see: https://github.com/getsentry/sentry-javascript/issues/13217
             const context: typeof wrapperOptions.context | undefined = wrapperOptions.context;
 
-            const waitUntil = context?.waitUntil?.bind?.(context);
+            // see: https://github.com/getsentry/sentry-javascript/issues/22328
+            const waitUntil = context
+              ? getOriginalWaitUntil(context as ExecutionContextCompat)?.bind(context)
+              : undefined;
             const storage = resolveOriginalStorage(context, thisArg);
 
             let scopeClient = scope.getClient();
diff --git a/packages/cloudflare/test/wrapMethodWithSentry.test.ts b/packages/cloudflare/test/wrapMethodWithSentry.test.ts
index ae2e376cc555..c7be771f143e 100644
--- a/packages/cloudflare/test/wrapMethodWithSentry.test.ts
+++ b/packages/cloudflare/test/wrapMethodWithSentry.test.ts
@@ -1,5 +1,6 @@
 import * as sentryCore from '@sentry/core';
 import { afterEach, beforeEach, describe, expect, it, vi } from 'vitest';
+import { makeFlushLock } from '../src/flush';
 import { getInstrumented } from '../src/instrument';
 import * as sdk from '../src/sdk';
 import { wrapMethodWithSentry } from '../src/wrapMethodWithSentry';
@@ -694,3 +695,53 @@ describe('wrapMethodWithSentry', () => {
     });
   });
 });
+
+describe('wrapMethodWithSentry waitUntil teardown (hibernation regression)', () => {
+  beforeEach(() => {
+    vi.clearAllMocks();
+  });
+
+  afterEach(() => {
+    vi.restoreAllMocks();
+  });
+
+  // Regression for #22328
+  it('does not deadlock teardown against a concurrent waitUntil task', async () => {
+    const waitUntilPromises: Array<Promise<unknown>> = [];
+    const context = {
+      waitUntil: vi.fn((promise: Promise<unknown>) => {
+        waitUntilPromises.push(promise);
+      }),
+    } as unknown as ExecutionContext;
+
+    // A prior invocation instrumented context.waitUntil
+    // (installs the flush lock)
+    const lock = makeFlushLock(context);
+
+    // A concurrent, in-flight waitUntil task holds the flush lock
+    let resolveUserTask!: () => void;
+    const userTask = new Promise<void>(resolve => {
+      resolveUserTask = resolve;
+    });
+    context.waitUntil(userTask);
+
+    // flush waits for the flush lock to drain.
+    mocks.flush.mockImplementationOnce(async () => {
+      await lock.finalize();
+      return true;
+    });
+
+    const wrapped = wrapMethodWithSentry(
+      { options: { dsn: 'https://test@sentry.io/123' }, context, spanName: 'webSocketMessage' },
+      vi.fn().mockResolvedValue('ok'),
+    );
+
+    await wrapped();
+
+    // Releasing the concurrent task drains the lock
+    resolveUserTask();
+
+    await expect(Promise.all(waitUntilPromises)).resolves.toBeDefined();
+    expect(mocks.flush).toHaveBeenCalled();
+  });
+});