diff --git a/packages/browser/src/transports/fetch.ts b/packages/browser/src/transports/fetch.ts
index 83b75c82ba39..e996b6f8277a 100644
--- a/packages/browser/src/transports/fetch.ts
+++ b/packages/browser/src/transports/fetch.ts
@@ -13,7 +13,14 @@ export function makeFetchTransport(
   options: BrowserTransportOptions,
   nativeFetch: FetchImpl = getNativeFetchImplementation(),
 ): Transport {
+  let pendingBodySize = 0;
+  let pendingCount = 0;
+
   function makeRequest(request: TransportRequest): PromiseLike<TransportMakeRequestResponse> {
+    const requestSize = request.body.length;
+    pendingBodySize += requestSize;
+    pendingCount++;
+
     const requestOptions: RequestInit = {
       body: request.body,
       method: 'POST',
@@ -25,23 +32,31 @@ export function makeFetchTransport(
       // frequently sending events right before the user is switching pages (eg. whenfinishing navigation transactions).
       // Gotchas:
       // - `keepalive` isn't supported by Firefox
-      // - As per spec (https://fetch.spec.whatwg.org/#http-network-or-cache-fetch), a request with `keepalive: true`
-      //   and a content length of > 64 kibibytes returns a network error. We will therefore only activate the flag when
-      //   we're below that limit.
-      keepalive: request.body.length <= 65536,
+      // - As per spec (https://fetch.spec.whatwg.org/#http-network-or-cache-fetch):
+      //   If the sum of contentLength and inflightKeepaliveBytes is greater than 64 kibibytes, then return a network error.
+      //   We will therefore only activate the flag when we're below that limit.
+      // There is also a limit of requests that can be open at the same time, so we also limit this to 15
+      // See https://github.com/getsentry/sentry-javascript/pull/7553 for details
+      keepalive: pendingBodySize <= 60_000 && pendingCount < 15,
       ...options.fetchOptions,
     };
 
     try {
-      return nativeFetch(options.url, requestOptions).then(response => ({
-        statusCode: response.status,
-        headers: {
-          'x-sentry-rate-limits': response.headers.get('X-Sentry-Rate-Limits'),
-          'retry-after': response.headers.get('Retry-After'),
-        },
-      }));
+      return nativeFetch(options.url, requestOptions).then(response => {
+        pendingBodySize -= requestSize;
+        pendingCount--;
+        return {
+          statusCode: response.status,
+          headers: {
+            'x-sentry-rate-limits': response.headers.get('X-Sentry-Rate-Limits'),
+            'retry-after': response.headers.get('Retry-After'),
+          },
+        };
+      });
     } catch (e) {
       clearCachedFetchImplementation();
+      pendingBodySize -= requestSize;
+      pendingCount--;
       return rejectedSyncPromise(e);
     }
   }
diff --git a/packages/browser/test/unit/transports/fetch.test.ts b/packages/browser/test/unit/transports/fetch.test.ts
index 53ed5c34e21b..e6b58eeaa110 100644
--- a/packages/browser/test/unit/transports/fetch.test.ts
+++ b/packages/browser/test/unit/transports/fetch.test.ts
@@ -16,6 +16,11 @@ const ERROR_ENVELOPE = createEnvelope<EventEnvelope>({ event_id: 'aa3ff046696b4b
   [{ type: 'event' }, { event_id: 'aa3ff046696b4bc6b609ce6d28fde9e2' }] as EventItem,
 ]);
 
+const LARGE_ERROR_ENVELOPE = createEnvelope<EventEnvelope>(
+  { event_id: 'aa3ff046696b4bc6b609ce6d28fde9e2', sent_at: '123' },
+  [[{ type: 'event' }, { event_id: 'aa3ff046696b4bc6b609ce6d28fde9e2', message: 'x'.repeat(10 * 900) }] as EventItem],
+);
+
 class Headers {
   headers: { [key: string]: string } = {};
   get(key: string) {
@@ -107,4 +112,54 @@ describe('NewFetchTransport', () => {
     await expect(() => transport.send(ERROR_ENVELOPE)).not.toThrow();
     expect(mockFetch).toHaveBeenCalledTimes(1);
   });
+
+  it('correctly sets keepalive flag', async () => {
+    const mockFetch = jest.fn(() =>
+      Promise.resolve({
+        headers: new Headers(),
+        status: 200,
+        text: () => Promise.resolve({}),
+      }),
+    ) as unknown as FetchImpl;
+
+    const REQUEST_OPTIONS: RequestInit = {
+      referrerPolicy: 'strict-origin',
+      referrer: 'http://example.org',
+    };
+
+    const transport = makeFetchTransport(
+      { ...DEFAULT_FETCH_TRANSPORT_OPTIONS, fetchOptions: REQUEST_OPTIONS },
+      mockFetch,
+    );
+
+    const promises: PromiseLike<unknown>[] = [];
+    for (let i = 0; i < 30; i++) {
+      promises.push(transport.send(LARGE_ERROR_ENVELOPE));
+    }
+
+    await Promise.all(promises);
+
+    for (let i = 1; i <= 30; i++) {
+      // After 7 requests, we hit the total limit of >64kb of size
+      // Starting there, keepalive should be false
+      const keepalive = i < 7;
+      expect(mockFetch).toHaveBeenNthCalledWith(i, expect.any(String), expect.objectContaining({ keepalive }));
+    }
+
+    (mockFetch as jest.Mock<unknown>).mockClear();
+
+    // Limit resets when requests have resolved
+    // Now try based on # of pending requests
+    const promises2 = [];
+    for (let i = 0; i < 20; i++) {
+      promises2.push(transport.send(ERROR_ENVELOPE));
+    }
+
+    await Promise.all(promises2);
+
+    for (let i = 1; i <= 20; i++) {
+      const keepalive = i < 15;
+      expect(mockFetch).toHaveBeenNthCalledWith(i, expect.any(String), expect.objectContaining({ keepalive }));
+    }
+  });
 });