diff --git a/tests/e2e/cloudinary-video-delivery.spec.js b/tests/e2e/cloudinary-video-delivery.spec.js
new file mode 100644
index 00000000..e8f0d113
--- /dev/null
+++ b/tests/e2e/cloudinary-video-delivery.spec.js
@@ -0,0 +1,249 @@
+/**
+ * External dependencies
+ */
+const fs = require( 'fs' );
+const path = require( 'path' );
+const { execSync } = require( 'child_process' );
+const { test, expect } = require( '@wordpress/e2e-test-utils-playwright' );
+
+/**
+ * Internal dependencies
+ */
+const { ensureCloudinaryConnected } = require( './utils/connection' );
+const { wpCli, getCliContainer } = require( './utils/wizard' );
+
+const FIXTURE_PATH = path.join( __dirname, 'fixtures', 'test-video.mp4' );
+
+let cloudName;
+
+/**
+ * Per-test scratch space populated by beforeEach.
+ *
+ * @type {{ postId: number, attachmentId: number, postLink: string }|null}
+ */
+let created = null;
+
+/**
+ * Assert that a given URL is served by Cloudinary under the expected
+ * cloud name. We intentionally do not assert specific transformations —
+ * those are an implementation detail of the plugin and may change.
+ *
+ * @param {string} rawUrl        The URL to validate.
+ * @param {string} expectedCloud The cloud name parsed from CLOUDINARY_E2E_URL.
+ */
+function expectCloudinaryUrl( rawUrl, expectedCloud ) {
+	let parsed;
+	try {
+		parsed = new URL( rawUrl );
+	} catch ( e ) {
+		throw new Error( `URL is not parseable: ${ rawUrl }` );
+	}
+	expect( parsed.host, `host of ${ rawUrl }` ).toBe( 'res.cloudinary.com' );
+	expect(
+		parsed.pathname.startsWith( `/${ expectedCloud }/` ),
+		`pathname of ${ rawUrl } should start with /${ expectedCloud }/`
+	).toBe( true );
+}
+
+/**
+ * Set cloudinary_media_display.video_player without disturbing other
+ * keys, bootstrapping the option if it does not yet exist.
+ *
+ * We cannot use `wp option patch` here: in a fresh wp-env the
+ * `cloudinary_media_display` option is unset, so `get_option` returns
+ * boolean false and `patch` errors with "Cannot create key ... on data
+ * type boolean". A merge-based `update_option` handles the missing,
+ * boolean, and populated-array cases uniformly — `(array) false` is [].
+ *
+ * The PHP snippet contains spaces and quotes, so it cannot go through
+ * the space-joined `wpCli` helper; we build the docker command here.
+ *
+ * @param {string} value 'wp' or 'cld'.
+ */
+function setVideoPlayer( value ) {
+	const php =
+		'update_option("cloudinary_media_display", array_merge((array) get_option("cloudinary_media_display", array()), array("video_player" => "' +
+		value +
+		'")));';
+	const cmd = [
+		'docker',
+		'exec',
+		getCliContainer(),
+		'wp',
+		'eval',
+		`'${ php }'`,
+		'--allow-root',
+	].join( ' ' );
+
+	execSync( cmd, { encoding: 'utf8', stdio: [ 'ignore', 'pipe', 'pipe' ] } );
+}
+
+test.describe( 'Cloudinary video delivery', () => {
+	test.beforeAll( () => {
+		( { cloudName } = ensureCloudinaryConnected() );
+	} );
+
+	test.beforeEach( async ( { requestUtils } ) => {
+		// Upload the fixture video via REST.
+		const file = fs.readFileSync( FIXTURE_PATH );
+		const media = await requestUtils.rest( {
+			method: 'POST',
+			path: '/wp/v2/media',
+			headers: {
+				'Content-Type': 'video/mp4',
+				'Content-Disposition': 'attachment; filename="test-video.mp4"',
+			},
+			data: file,
+		} );
+
+		const attachmentId = media.id;
+		const sourceUrl = media.source_url;
+
+		// Create a published post containing a single core/video block
+		// that references the just-uploaded attachment.
+		const content =
+			`<!-- wp:video {"id":${ attachmentId }} -->\n` +
+			`<figure class="wp-block-video"><video controls src="${ sourceUrl }"></video></figure>\n` +
+			`<!-- /wp:video -->`;
+
+		const post = await requestUtils.rest( {
+			method: 'POST',
+			path: '/wp/v2/posts',
+			data: {
+				status: 'publish',
+				title: `Cloudinary video e2e ${ Date.now() }`,
+				content,
+			},
+		} );
+
+		created = {
+			postId: post.id,
+			attachmentId,
+			postLink: post.link,
+		};
+
+		// The plugin's URL rewriting depends on the asset being synced
+		// to Cloudinary. Drive the sync synchronously here so the
+		// front-end visit sees rewritten URLs.
+		wpCli( [ 'cloudinary', 'sync' ] );
+	} );
+
+	test.afterEach( async () => {
+		if ( ! created ) {
+			return;
+		}
+		const { postId, attachmentId } = created;
+		created = null;
+
+		// Best-effort cleanup via WP-CLI. Matches the image spec; we
+		// do not use the REST API because this wp-env runs without
+		// pretty permalinks, which makes `?force=true` fragile.
+		try {
+			wpCli( [ 'post', 'delete', String( postId ), '--force' ] );
+		} catch ( e ) {
+			// eslint-disable-next-line no-console
+			console.warn( 'Post cleanup failed:', e.message );
+		}
+		try {
+			wpCli( [ 'post', 'delete', String( attachmentId ), '--force' ] );
+		} catch ( e ) {
+			// eslint-disable-next-line no-console
+			console.warn( 'Media cleanup failed:', e.message );
+		}
+	} );
+
+	test.describe( 'with default WP player', () => {
+		test( 'serves video from a core/video block via Cloudinary', async ( {
+			page,
+		} ) => {
+			expect(
+				created,
+				'post + attachment should be created'
+			).not.toBeNull();
+
+			await page.goto( created.postLink );
+
+			// Locate the core/video block on the rendered page.
+			const video = page.locator( 'figure.wp-block-video video' ).first();
+			await expect(
+				video,
+				'core/video block should render a <video> element'
+			).toBeAttached();
+
+			// With video_player=wp (the default), the plugin rewrites the
+			// video URL server-side via str_replace on the rendered block
+			// HTML. The URL lands in either:
+			//   - the <video src="..."> attribute, or
+			//   - a <source src="..."> child element.
+			// Read both and validate whichever is present.
+			const videoSrc = await video.getAttribute( 'src' );
+			const sourceSrc = await video
+				.locator( 'source' )
+				.first()
+				.getAttribute( 'src' )
+				.catch( () => null );
+
+			const url = videoSrc || sourceSrc;
+			expect(
+				url,
+				'video element should expose a src on <video> or <source>'
+			).toBeTruthy();
+
+			expectCloudinaryUrl( url, cloudName );
+		} );
+	} );
+
+	test.describe( 'with Cloudinary player', () => {
+		test.beforeAll( () => {
+			// Flip the video_player setting from 'wp' (default) to
+			// 'cld' so the plugin renders a player.cloudinary.com
+			// iframe instead of a native <video>. Reverted in afterAll
+			// so subsequent specs see the original setting.
+			setVideoPlayer( 'cld' );
+		} );
+
+		test.afterAll( () => {
+			setVideoPlayer( 'wp' );
+		} );
+
+		test( 'renders a Cloudinary player iframe pointing at our cloud', async ( {
+			page,
+		} ) => {
+			expect(
+				created,
+				'post + attachment should be created'
+			).not.toBeNull();
+
+			await page.goto( created.postLink );
+
+			// With video_player=cld, the plugin substitutes the
+			// native <video> markup for an iframe pointing at the
+			// Cloudinary player. See build_video_embed() in
+			// php/media/class-video.php.
+			const iframe = page
+				.locator( 'figure.wp-block-embed.is-type-video iframe' )
+				.first();
+			await expect(
+				iframe,
+				'Cloudinary player iframe should be emitted in place of <video>'
+			).toBeAttached();
+
+			const src = await iframe.getAttribute( 'src' );
+			expect( src, 'iframe should have a src' ).toBeTruthy();
+
+			const parsed = new URL( src );
+			expect( parsed.host, `host of ${ src }` ).toBe(
+				'player.cloudinary.com'
+			);
+			expect( parsed.pathname, `pathname of ${ src }` ).toBe( '/embed/' );
+			expect(
+				parsed.searchParams.get( 'cloud_name' ),
+				'iframe src cloud_name param'
+			).toBe( cloudName );
+			expect(
+				parsed.searchParams.get( 'public_id' ),
+				'iframe src public_id param should be non-empty'
+			).toBeTruthy();
+		} );
+	} );
+} );
diff --git a/tests/e2e/fixtures/test-video.mp4 b/tests/e2e/fixtures/test-video.mp4
new file mode 100644
index 00000000..2f32332b
Binary files /dev/null and b/tests/e2e/fixtures/test-video.mp4 differ