diff --git a/ios/web/web_state/ui/crw_context_menu_controller.mm b/ios/web/web_state/ui/crw_context_menu_controller.mm
index 362c2226186ecc..dc5331026d81f2 100644
--- a/ios/web/web_state/ui/crw_context_menu_controller.mm
+++ b/ios/web/web_state/ui/crw_context_menu_controller.mm
@@ -7,6 +7,7 @@
 #import <objc/runtime.h>
 #include <stddef.h>
 
+#include "base/ios/ios_util.h"
 #include "base/logging.h"
 #include "base/mac/foundation_util.h"
 #include "base/metrics/histogram_macros.h"
@@ -54,6 +55,9 @@ @interface CRWContextMenuController ()<UIGestureRecognizerDelegate>
 // Returns the x, y offset the content has been scrolled.
 @property(nonatomic, readonly) CGPoint scrollPosition;
 
+// Returns a gesture recognizers with |fragment| in it's description.
+- (UIGestureRecognizer*)gestureRecognizerWithDescriptionFragment:
+    (NSString*)fragment;
 // Called when the window has determined there was a long-press and context menu
 // must be shown.
 - (void)showContextMenu:(UIGestureRecognizer*)gestureRecognizer;
@@ -107,10 +111,46 @@ - (instancetype)initWithWebView:(WKWebView*)webView
     [_contextMenuRecognizer setAllowableMovement:kLongPressMoveDeltaPixels];
     [_contextMenuRecognizer setDelegate:self];
     [_webView addGestureRecognizer:_contextMenuRecognizer];
+
+    if (base::ios::IsRunningOnIOS11OrLater()) {
+      // WKWebView's default context menu gesture recognizer interferes with
+      // the detection of a long press by |_contextMenuRecognizer|. WKWebView's
+      // context menu gesture recognizer should fail if |_contextMenuRecognizer|
+      // detects a long press.
+      NSString* fragment = @"action=_longPressRecognized:";
+      UIGestureRecognizer* systemContextMenuRecognizer =
+          [self gestureRecognizerWithDescriptionFragment:fragment];
+      if (systemContextMenuRecognizer) {
+        [systemContextMenuRecognizer
+            requireGestureRecognizerToFail:_contextMenuRecognizer];
+        // requireGestureRecognizerToFail: doesn't retain the recognizer, so it
+        // is possible for |iRecognizer| to outlive |recognizer| and end up with
+        // a dangling pointer. Add a retaining associative reference to ensure
+        // that the lifetimes work out.
+        // Note that normally using the value as the key wouldn't make any
+        // sense, but here it's fine since nothing needs to look up the value.
+        void* associated_object_key = (__bridge void*)_contextMenuRecognizer;
+        objc_setAssociatedObject(systemContextMenuRecognizer.view,
+                                 associated_object_key, _contextMenuRecognizer,
+                                 OBJC_ASSOCIATION_RETAIN_NONATOMIC);
+      }
+    }
   }
   return self;
 }
 
+- (UIGestureRecognizer*)gestureRecognizerWithDescriptionFragment:
+    (NSString*)fragment {
+  for (UIView* view in [[_webView scrollView] subviews]) {
+    for (UIGestureRecognizer* recognizer in [view gestureRecognizers]) {
+      if ([recognizer.description rangeOfString:fragment].length) {
+        return recognizer;
+      }
+    }
+  }
+  return nil;
+}
+
 - (UIScrollView*)webScrollView {
   return [_webView scrollView];
 }