diff --git a/dev/bots/test.dart b/dev/bots/test.dart
index 6ba5ef13f7..38c37259b7 100644
--- a/dev/bots/test.dart
+++ b/dev/bots/test.dart
@@ -443,7 +443,6 @@ Future<void> _runWebTests() async {
     'test/cupertino',
     'test/examples',
     'test/material',
-    'test/painting',
     'test/rendering',
     'test/widgets',
   ];
diff --git a/packages/flutter/test/painting/gradient_test.dart b/packages/flutter/test/painting/gradient_test.dart
index 6e567ae688..802919b2b5 100644
--- a/packages/flutter/test/painting/gradient_test.dart
+++ b/packages/flutter/test/painting/gradient_test.dart
@@ -813,13 +813,13 @@ void main() {
       for (Gradient gradient in gradients45) {
         await runTest(tester, gradient, 45);
       }
-    });
+    }, skip: isBrowser); // TODO(yjbanov): web does not support golden tests yet: https://github.com/flutter/flutter/issues/40297
 
     testWidgets('Gradients - 90 degrees', (WidgetTester tester) async {
       for (Gradient gradient in gradients90) {
         await runTest(tester, gradient, 90);
       }
-    });
+    }, skip: isBrowser); // TODO(yjbanov): web does not support golden tests yet: https://github.com/flutter/flutter/issues/40297
   });
 }
 
diff --git a/packages/flutter/test/painting/image_provider_test.dart b/packages/flutter/test/painting/image_provider_test.dart
index 64ca2b255c..3571dcf5c6 100644
--- a/packages/flutter/test/painting/image_provider_test.dart
+++ b/packages/flutter/test/painting/image_provider_test.dart
@@ -181,7 +181,7 @@ void main() {
             .having((NetworkImageLoadException e) => e.statusCode, 'statusCode', errorStatusCode)
             .having((NetworkImageLoadException e) => e.uri, 'uri', Uri.base.resolve(requestUrl)),
         );
-      });
+      }, skip: isBrowser);  // Browser implementation does not use HTTP client but a <img> tag.
 
       test('Disallows null urls', () {
         expect(() {
diff --git a/packages/flutter/test/painting/system_fonts_test.dart b/packages/flutter/test/painting/system_fonts_test.dart
index 508eeaf5be..1b6532f9c8 100644
--- a/packages/flutter/test/painting/system_fonts_test.dart
+++ b/packages/flutter/test/painting/system_fonts_test.dart
@@ -91,7 +91,7 @@ void main() {
     expect(cache.isEmpty, isTrue);
     final Element element = tester.element(find.byType(CupertinoDatePicker));
     expect(element.dirty, isTrue);
-  });
+  }, skip: isBrowser);  // TODO(yjbanov): cupertino does not work on the Web yet: https://github.com/flutter/flutter/issues/41920
 
   testWidgets('CupertinoDatePicker reset cache upon system fonts change - date mode', (WidgetTester tester) async {
     await tester.pumpWidget(
@@ -118,7 +118,7 @@ void main() {
     expect(cache.isNotEmpty, isTrue);
     final Element element = tester.element(find.byType(CupertinoDatePicker));
     expect(element.dirty, isTrue);
-  });
+  }, skip: isBrowser);  // TODO(yjbanov): cupertino does not work on the Web yet: https://github.com/flutter/flutter/issues/41920
 
   testWidgets('CupertinoDatePicker reset cache upon system fonts change - time mode', (WidgetTester tester) async {
     await tester.pumpWidget(
@@ -147,7 +147,7 @@ void main() {
     expect(state.numberLabelBaseline - 18.400070190429688 < precisionErrorTolerance, isTrue);
     final Element element = tester.element(find.byType(CupertinoTimerPicker));
     expect(element.dirty, isTrue);
-  });
+  }, skip: isBrowser);  // TODO(yjbanov): cupertino does not work on the Web yet: https://github.com/flutter/flutter/issues/41920
 
   testWidgets('RangeSlider relayout upon system fonts changes', (WidgetTester tester) async {
     await tester.pumpWidget(
diff --git a/packages/flutter_tools/lib/src/build_runner/build_script.dart b/packages/flutter_tools/lib/src/build_runner/build_script.dart
index a6975b859c..88c304d592 100644
--- a/packages/flutter_tools/lib/src/build_runner/build_script.dart
+++ b/packages/flutter_tools/lib/src/build_runner/build_script.dart
@@ -277,6 +277,7 @@ Future<void> main() async {
   // The following parameters are hard-coded in Flutter's test embedder. Since
   // we don't have an embedder yet this is the lowest-most layer we can put
   // this stuff in.
+  ui.debugEmulateFlutterTesterEnvironment = true;
   await ui.webOnlyInitializeEngine();
   // TODO(flutterweb): remove need for dynamic cast.
   (ui.window as dynamic).debugOverrideDevicePixelRatio(3.0);
diff --git a/packages/flutter_web_plugins/test/plugin_event_channel_test.dart b/packages/flutter_web_plugins/test/plugin_event_channel_test.dart
index 074954a641..cbbd81bd44 100644
--- a/packages/flutter_web_plugins/test/plugin_event_channel_test.dart
+++ b/packages/flutter_web_plugins/test/plugin_event_channel_test.dart
@@ -5,12 +5,16 @@
 @TestOn('chrome') // Uses web-only Flutter SDK
 
 import 'dart:async';
+import 'dart:ui' as ui;
 
 import 'package:flutter/services.dart';
 import 'package:flutter_test/flutter_test.dart';
 import 'package:flutter_web_plugins/flutter_web_plugins.dart';
 
 void main() {
+  // Disabling tester emulation because this test relies on real message channel communication.
+  ui.debugEmulateFlutterTesterEnvironment = false; // ignore: undefined_prefixed_name
+
   group('Plugin Event Channel', () {
     setUp(() {
       TestWidgetsFlutterBinding.ensureInitialized();
diff --git a/packages/flutter_web_plugins/test/plugin_registry_test.dart b/packages/flutter_web_plugins/test/plugin_registry_test.dart
index 9d779ce7c6..a1f13f2d60 100644
--- a/packages/flutter_web_plugins/test/plugin_registry_test.dart
+++ b/packages/flutter_web_plugins/test/plugin_registry_test.dart
@@ -4,6 +4,8 @@
 
 @TestOn('chrome') // Uses web-only Flutter SDK
 
+import 'dart:ui' as ui;
+
 import 'package:flutter/services.dart';
 import 'package:flutter_test/flutter_test.dart';
 import 'package:flutter_web_plugins/flutter_web_plugins.dart';
@@ -27,6 +29,9 @@ class TestPlugin {
 }
 
 void main() {
+  // Disabling tester emulation because this test relies on real message channel communication.
+  ui.debugEmulateFlutterTesterEnvironment = false; // ignore: undefined_prefixed_name
+
   group('Plugin Registry', () {
     setUp(() {
       TestWidgetsFlutterBinding.ensureInitialized();