diff --git a/.env.example b/.env.example
index 20bef8f8aa..22816b653e 100644
--- a/.env.example
+++ b/.env.example
@@ -215,3 +215,8 @@ PROJECT_ID_VERCEL=
 TEAM_ID_VERCEL=
 # Get it from: https://vercel.com/account/tokens
 AUTH_BEARER_TOKEN_VERCEL=
+
+#   - APPLE CALENDAR
+# Used for E2E tests on Apple Calendar
+E2E_TEST_APPLE_CALENDAR_EMAIL=""
+E2E_TEST_APPLE_CALENDAR_PASSWORD=""
diff --git a/.github/workflows/e2e-app-store.yml b/.github/workflows/e2e-app-store.yml
index 9b824f1e81..3ce655f4cb 100644
--- a/.github/workflows/e2e-app-store.yml
+++ b/.github/workflows/e2e-app-store.yml
@@ -41,6 +41,8 @@ jobs:
           CALENDSO_ENCRYPTION_KEY: ${{ secrets.CI_CALENDSO_ENCRYPTION_KEY }}
           DATABASE_URL: ${{ secrets.CI_DATABASE_URL }}
           DEPLOYSENTINEL_API_KEY: ${{ secrets.DEPLOYSENTINEL_API_KEY }}
+          E2E_TEST_APPLE_CALENDAR_EMAIL: ${{ secrets.E2E_TEST_APPLE_CALENDAR_EMAIL }}
+          E2E_TEST_APPLE_CALENDAR_PASSWORD: ${{ secrets.E2E_TEST_APPLE_CALENDAR_PASSWORD }}
           GOOGLE_API_CREDENTIALS: ${{ secrets.CI_GOOGLE_API_CREDENTIALS }}
           GOOGLE_LOGIN_ENABLED: ${{ vars.CI_GOOGLE_LOGIN_ENABLED }}
           NEXTAUTH_SECRET: ${{ secrets.CI_NEXTAUTH_SECRET }}
diff --git a/.github/workflows/e2e-embed-react.yml b/.github/workflows/e2e-embed-react.yml
index 6a1cbbf272..5b356246c7 100644
--- a/.github/workflows/e2e-embed-react.yml
+++ b/.github/workflows/e2e-embed-react.yml
@@ -38,6 +38,8 @@ jobs:
           CALENDSO_ENCRYPTION_KEY: ${{ secrets.CI_CALENDSO_ENCRYPTION_KEY }}
           DATABASE_URL: ${{ secrets.CI_DATABASE_URL }}
           DEPLOYSENTINEL_API_KEY: ${{ secrets.DEPLOYSENTINEL_API_KEY }}
+          E2E_TEST_APPLE_CALENDAR_EMAIL: ${{ secrets.E2E_TEST_APPLE_CALENDAR_EMAIL }}
+          E2E_TEST_APPLE_CALENDAR_PASSWORD: ${{ secrets.E2E_TEST_APPLE_CALENDAR_PASSWORD }}
           GOOGLE_API_CREDENTIALS: ${{ secrets.CI_GOOGLE_API_CREDENTIALS }}
           GOOGLE_LOGIN_ENABLED: ${{ vars.CI_GOOGLE_LOGIN_ENABLED }}
           NEXTAUTH_SECRET: ${{ secrets.CI_NEXTAUTH_SECRET }}
diff --git a/.github/workflows/e2e-embed.yml b/.github/workflows/e2e-embed.yml
index a162858006..dd6870665a 100644
--- a/.github/workflows/e2e-embed.yml
+++ b/.github/workflows/e2e-embed.yml
@@ -41,6 +41,8 @@ jobs:
           CALENDSO_ENCRYPTION_KEY: ${{ secrets.CI_CALENDSO_ENCRYPTION_KEY }}
           DATABASE_URL: ${{ secrets.CI_DATABASE_URL }}
           DEPLOYSENTINEL_API_KEY: ${{ secrets.DEPLOYSENTINEL_API_KEY }}
+          E2E_TEST_APPLE_CALENDAR_EMAIL: ${{ secrets.E2E_TEST_APPLE_CALENDAR_EMAIL }}
+          E2E_TEST_APPLE_CALENDAR_PASSWORD: ${{ secrets.E2E_TEST_APPLE_CALENDAR_PASSWORD }}
           GOOGLE_API_CREDENTIALS: ${{ secrets.CI_GOOGLE_API_CREDENTIALS }}
           GOOGLE_LOGIN_ENABLED: ${{ vars.CI_GOOGLE_LOGIN_ENABLED }}
           NEXTAUTH_SECRET: ${{ secrets.CI_NEXTAUTH_SECRET }}
diff --git a/.github/workflows/e2e.yml b/.github/workflows/e2e.yml
index d4c41d2c6c..424619bf35 100644
--- a/.github/workflows/e2e.yml
+++ b/.github/workflows/e2e.yml
@@ -40,6 +40,8 @@ jobs:
           CALENDSO_ENCRYPTION_KEY: ${{ secrets.CI_CALENDSO_ENCRYPTION_KEY }}
           DATABASE_URL: ${{ secrets.CI_DATABASE_URL }}
           DEPLOYSENTINEL_API_KEY: ${{ secrets.DEPLOYSENTINEL_API_KEY }}
+          E2E_TEST_APPLE_CALENDAR_EMAIL: ${{ secrets.E2E_TEST_APPLE_CALENDAR_EMAIL }}
+          E2E_TEST_APPLE_CALENDAR_PASSWORD: ${{ secrets.E2E_TEST_APPLE_CALENDAR_PASSWORD }}
           GOOGLE_API_CREDENTIALS: ${{ secrets.CI_GOOGLE_API_CREDENTIALS }}
           EMAIL_SERVER_HOST: ${{ secrets.CI_EMAIL_SERVER_HOST }}
           EMAIL_SERVER_PORT: ${{ secrets.CI_EMAIL_SERVER_PORT }}
diff --git a/.github/workflows/production-build-without-database.yml b/.github/workflows/production-build-without-database.yml
index 32ef0785f7..4e51066243 100644
--- a/.github/workflows/production-build-without-database.yml
+++ b/.github/workflows/production-build-without-database.yml
@@ -7,6 +7,8 @@ env:
   ALLOWED_HOSTNAMES: ${{ vars.CI_ALLOWED_HOSTNAMES }}
   CALENDSO_ENCRYPTION_KEY: ${{ secrets.CI_CALENDSO_ENCRYPTION_KEY }}
   DATABASE_URL: ${{ secrets.CI_DATABASE_URL }}
+  E2E_TEST_APPLE_CALENDAR_EMAIL: ${{ secrets.E2E_TEST_APPLE_CALENDAR_EMAIL }}
+  E2E_TEST_APPLE_CALENDAR_PASSWORD: ${{ secrets.E2E_TEST_APPLE_CALENDAR_PASSWORD }}
   GOOGLE_API_CREDENTIALS: ${{ secrets.CI_GOOGLE_API_CREDENTIALS }}
   GOOGLE_LOGIN_ENABLED: ${{ vars.CI_GOOGLE_LOGIN_ENABLED }}
   NEXTAUTH_SECRET: ${{ secrets.CI_NEXTAUTH_SECRET }}
diff --git a/.github/workflows/production-build.yml b/.github/workflows/production-build.yml
index 1a9a211b9f..3ea85d6141 100644
--- a/.github/workflows/production-build.yml
+++ b/.github/workflows/production-build.yml
@@ -7,6 +7,8 @@ env:
   ALLOWED_HOSTNAMES: ${{ vars.CI_ALLOWED_HOSTNAMES }}
   CALENDSO_ENCRYPTION_KEY: ${{ secrets.CI_CALENDSO_ENCRYPTION_KEY }}
   DATABASE_URL: ${{ secrets.CI_DATABASE_URL }}
+  E2E_TEST_APPLE_CALENDAR_EMAIL: ${{ secrets.E2E_TEST_APPLE_CALENDAR_EMAIL }}
+  E2E_TEST_APPLE_CALENDAR_PASSWORD: ${{ secrets.E2E_TEST_APPLE_CALENDAR_PASSWORD }}
   GOOGLE_API_CREDENTIALS: ${{ secrets.CI_GOOGLE_API_CREDENTIALS }}
   GOOGLE_LOGIN_ENABLED: ${{ vars.CI_GOOGLE_LOGIN_ENABLED }}
   NEXTAUTH_SECRET: ${{ secrets.CI_NEXTAUTH_SECRET }}
diff --git a/apps/web/playwright/app-store.e2e.ts b/apps/web/playwright/app-store.e2e.ts
index 92b2371da0..bf6ada8561 100644
--- a/apps/web/playwright/app-store.e2e.ts
+++ b/apps/web/playwright/app-store.e2e.ts
@@ -1,6 +1,7 @@
 import { expect } from "@playwright/test";
 
 import { test } from "./lib/fixtures";
+import { installAppleCalendar } from "./lib/testUtils";
 
 test.describe.configure({ mode: "parallel" });
 
@@ -10,10 +11,9 @@ test.describe("App Store - Authed", () => {
   test("Browse apple-calendar and try to install", async ({ page, users }) => {
     const pro = await users.create();
     await pro.apiLogin();
-    await page.goto("/apps/categories/calendar");
-    await page.click('[data-testid="app-store-app-card-apple-calendar"]');
-    await page.waitForURL("/apps/apple-calendar");
-    await page.click('[data-testid="install-app-button"]');
+
+    await installAppleCalendar(page);
+
     await expect(page.locator(`text=Connect to Apple Server`)).toBeVisible();
   });
 
@@ -31,9 +31,8 @@ test.describe("App Store - Authed", () => {
 
 test.describe("App Store - Unauthed", () => {
   test("Browse apple-calendar and try to install", async ({ page }) => {
-    await page.goto("/apps/categories/calendar");
-    await page.click('[data-testid="app-store-app-card-apple-calendar"]');
-    await page.click('[data-testid="install-app-button"]');
+    await installAppleCalendar(page);
+
     await expect(page.locator(`[data-testid="login-form"]`)).toBeVisible();
   });
 });
diff --git a/apps/web/playwright/apple-calendar.e2e.ts b/apps/web/playwright/apple-calendar.e2e.ts
new file mode 100644
index 0000000000..4bdbe7e4d9
--- /dev/null
+++ b/apps/web/playwright/apple-calendar.e2e.ts
@@ -0,0 +1,35 @@
+/* eslint-disable @typescript-eslint/no-non-null-assertion */
+import { expect } from "@playwright/test";
+
+import { test } from "./lib/fixtures";
+import { installAppleCalendar } from "./lib/testUtils";
+
+test.describe.configure({ mode: "parallel" });
+
+test.afterEach(({ users }) => users.deleteAll());
+
+const APPLE_CALENDAR_EMAIL = process.env.E2E_TEST_APPLE_CALENDAR_EMAIL!;
+const APPLE_CALENDAR_PASSWORD = process.env.E2E_TEST_APPLE_CALENDAR_PASSWORD!;
+
+const SHOULD_SKIP_TESTS = !APPLE_CALENDAR_EMAIL || !APPLE_CALENDAR_PASSWORD;
+
+test.describe("Apple Calendar", () => {
+  // eslint-disable-next-line playwright/no-skipped-test
+  test.skip(SHOULD_SKIP_TESTS, "Skipping due to missing the testing credentials");
+
+  test("Should be able to install and login on Apple Calendar", async ({ page, users }) => {
+    const user = await users.create();
+    await user.apiLogin();
+
+    await installAppleCalendar(page);
+
+    await expect(page.locator('[data-testid="apple-calendar-form"]')).toBeVisible();
+
+    await page.fill('[data-testid="apple-calendar-email"]', APPLE_CALENDAR_EMAIL);
+    await page.fill('[data-testid="apple-calendar-password"]', APPLE_CALENDAR_PASSWORD);
+    await page.click('[data-testid="apple-calendar-login-button"]');
+
+    await expect(page.getByText("Apple Calendar")).toBeVisible();
+    await expect(page.getByText(APPLE_CALENDAR_EMAIL)).toBeVisible();
+  });
+});
diff --git a/apps/web/playwright/lib/testUtils.ts b/apps/web/playwright/lib/testUtils.ts
index 4ef9eaaa43..01af676146 100644
--- a/apps/web/playwright/lib/testUtils.ts
+++ b/apps/web/playwright/lib/testUtils.ts
@@ -183,3 +183,10 @@ export async function gotoRoutingLink({
   // HACK: There seems to be some issue with the inputs to the form getting reset if we don't wait.
   await new Promise((resolve) => setTimeout(resolve, 1000));
 }
+
+export async function installAppleCalendar(page: Page) {
+  await page.goto("/apps/categories/calendar");
+  await page.click('[data-testid="app-store-app-card-apple-calendar"]');
+  await page.waitForURL("/apps/apple-calendar");
+  await page.click('[data-testid="install-app-button"]');
+}
diff --git a/packages/app-store/applecalendar/pages/setup/index.tsx b/packages/app-store/applecalendar/pages/setup/index.tsx
index ac77a2eedf..0bef9573c6 100644
--- a/packages/app-store/applecalendar/pages/setup/index.tsx
+++ b/packages/app-store/applecalendar/pages/setup/index.tsx
@@ -64,13 +64,17 @@ export default function AppleCalendarSetup() {
                     router.push(json.url);
                   }
                 }}>
-                <fieldset className="space-y-2" disabled={form.formState.isSubmitting}>
+                <fieldset
+                  className="space-y-2"
+                  disabled={form.formState.isSubmitting}
+                  data-testid="apple-calendar-form">
                   <TextField
                     required
                     type="text"
                     {...form.register("username")}
                     label="Apple ID"
                     placeholder="appleid@domain.com"
+                    data-testid="apple-calendar-email"
                   />
                   <TextField
                     required
@@ -79,6 +83,7 @@ export default function AppleCalendarSetup() {
                     label={t("password")}
                     placeholder="•••••••••••••"
                     autoComplete="password"
+                    data-testid="apple-calendar-password"
                   />
                 </fieldset>
 
@@ -87,7 +92,10 @@ export default function AppleCalendarSetup() {
                   <Button type="button" color="secondary" onClick={() => router.back()}>
                     {t("cancel")}
                   </Button>
-                  <Button type="submit" loading={form.formState.isSubmitting}>
+                  <Button
+                    type="submit"
+                    loading={form.formState.isSubmitting}
+                    data-testid="apple-calendar-login-button">
                     {t("save")}
                   </Button>
                 </div>
diff --git a/packages/embeds/embed-core/playwright/lib/testUtils.ts b/packages/embeds/embed-core/playwright/lib/testUtils.ts
index 716a6d7341..e1afa3aa49 100644
--- a/packages/embeds/embed-core/playwright/lib/testUtils.ts
+++ b/packages/embeds/embed-core/playwright/lib/testUtils.ts
@@ -153,3 +153,10 @@ export async function rescheduleEvent(username: string, frame: Frame, page: Page
   await expect(frame.locator("[data-testid=success-page]")).toBeVisible();
   return booking;
 }
+
+export async function installAppleCalendar(page: Page) {
+  await page.goto("/apps/categories/calendar");
+  await page.click('[data-testid="app-store-app-card-apple-calendar"]');
+  await page.waitForURL("/apps/apple-calendar");
+  await page.click('[data-testid="install-app-button"]');
+}
diff --git a/turbo.json b/turbo.json
index 5d6eb147dc..ec76639de8 100644
--- a/turbo.json
+++ b/turbo.json
@@ -193,6 +193,8 @@
     "DAILY_API_KEY",
     "DAILY_SCALE_PLAN",
     "DEBUG",
+    "E2E_TEST_APPLE_CALENDAR_EMAIL",
+    "E2E_TEST_APPLE_CALENDAR_PASSWORD",
     "EMAIL_FROM",
     "EMAIL_SERVER_HOST",
     "EMAIL_SERVER_PASSWORD",