diff --git a/web/packages/teleport/src/DesktopSession/DesktopSession.story.tsx b/web/packages/teleport/src/DesktopSession/DesktopSession.story.tsx
index 4df1728c274c8..a6406dc6eb5fb 100644
--- a/web/packages/teleport/src/DesktopSession/DesktopSession.story.tsx
+++ b/web/packages/teleport/src/DesktopSession/DesktopSession.story.tsx
@@ -279,6 +279,41 @@ export const AnotherSessionActive = () => (
   <DesktopSession {...props} showAnotherSessionActiveDialog={true} />
 );
 
+export const ClipboardSharingDisabledRbac = () => (
+  <DesktopSession
+    {...props}
+    fetchAttempt={{ status: 'success' }}
+    tdpConnection={{ status: 'success' }}
+    wsConnection={{ status: 'open' }}
+    clipboardSharingState={{ browserSupported: true, allowedByAcl: false }}
+  />
+);
+
+export const ClipboardSharingDisabledIncompatibleBrowser = () => (
+  <DesktopSession
+    {...props}
+    fetchAttempt={{ status: 'success' }}
+    tdpConnection={{ status: 'success' }}
+    wsConnection={{ status: 'open' }}
+    clipboardSharingState={{ browserSupported: false, allowedByAcl: true }}
+  />
+);
+
+export const ClipboardSharingDisabledBrowserPermissions = () => (
+  <DesktopSession
+    {...props}
+    fetchAttempt={{ status: 'success' }}
+    tdpConnection={{ status: 'success' }}
+    wsConnection={{ status: 'open' }}
+    clipboardSharingState={{
+      browserSupported: true,
+      allowedByAcl: true,
+      readState: 'granted',
+      writeState: 'denied',
+    }}
+  />
+);
+
 export const Warnings = () => {
   const client = fakeClient();
   client.connect = async () => {
diff --git a/web/packages/teleport/src/DesktopSession/DesktopSession.tsx b/web/packages/teleport/src/DesktopSession/DesktopSession.tsx
index a3a9a6f9eb39f..9d5cb9bb29abf 100644
--- a/web/packages/teleport/src/DesktopSession/DesktopSession.tsx
+++ b/web/packages/teleport/src/DesktopSession/DesktopSession.tsx
@@ -31,6 +31,7 @@ import TdpClientCanvas from 'teleport/components/TdpClientCanvas';
 import AuthnDialog from 'teleport/components/AuthnDialog';
 
 import useDesktopSession, {
+  clipboardSharingMessage,
   directorySharingPossible,
   isSharingClipboard,
   isSharingDirectory,
@@ -57,7 +58,6 @@ export function DesktopSession(props: State) {
     tdpClient,
     username,
     hostname,
-    setClipboardSharingState,
     directorySharingState,
     setDirectorySharingState,
     clientOnPngFrame,
@@ -80,6 +80,7 @@ export function DesktopSession(props: State) {
     windowOnResize,
     clientScreenSpecToRequest,
     clipboardSharingState,
+    setClipboardSharingState,
     onShareDirectory,
     onCtrlAltDel,
     warnings,
@@ -133,6 +134,7 @@ export function DesktopSession(props: State) {
         canShareDirectory={directorySharingPossible(directorySharingState)}
         isSharingDirectory={isSharingDirectory(directorySharingState)}
         isSharingClipboard={isSharingClipboard(clipboardSharingState)}
+        clipboardSharingMessage={clipboardSharingMessage(clipboardSharingState)}
         onShareDirectory={onShareDirectory}
         onCtrlAltDel={onCtrlAltDel}
         warnings={warnings}
diff --git a/web/packages/teleport/src/DesktopSession/TopBar.tsx b/web/packages/teleport/src/DesktopSession/TopBar.tsx
index b2797d6df314e..b6f0dc6ba1170 100644
--- a/web/packages/teleport/src/DesktopSession/TopBar.tsx
+++ b/web/packages/teleport/src/DesktopSession/TopBar.tsx
@@ -32,6 +32,7 @@ export default function TopBar(props: Props) {
   const {
     userHost,
     isSharingClipboard,
+    clipboardSharingMessage,
     onDisconnect,
     canShareDirectory,
     isSharingDirectory,
@@ -73,11 +74,7 @@ export default function TopBar(props: Props) {
             <FolderShared style={primaryOnTrue(isSharingDirectory)} pr={3} />
           </HoverTooltip>
           <HoverTooltip
-            tipContent={
-              isSharingClipboard
-                ? 'Clipboard Sharing Enabled'
-                : 'Clipboard Sharing Disabled'
-            }
+            tipContent={clipboardSharingMessage}
             anchorOrigin={{ vertical: 'bottom', horizontal: 'center' }}
             transformOrigin={{ vertical: 'top', horizontal: 'center' }}
           >
@@ -117,6 +114,7 @@ export const TopBarHeight = 40;
 type Props = {
   userHost: string;
   isSharingClipboard: boolean;
+  clipboardSharingMessage: string;
   canShareDirectory: boolean;
   isSharingDirectory: boolean;
   onDisconnect: VoidFunction;
diff --git a/web/packages/teleport/src/DesktopSession/useDesktopSession.tsx b/web/packages/teleport/src/DesktopSession/useDesktopSession.tsx
index a1cf2b32797be..9849c39fa269f 100644
--- a/web/packages/teleport/src/DesktopSession/useDesktopSession.tsx
+++ b/web/packages/teleport/src/DesktopSession/useDesktopSession.tsx
@@ -330,6 +330,26 @@ export function isSharingClipboard(
   );
 }
 
+/**
+ * Provides a user-friendly message indicating whether clipboard sharing is enabled,
+ * and the reason it is disabled.
+ */
+export function clipboardSharingMessage(state: ClipboardSharingState): string {
+  if (!state.allowedByAcl) {
+    return 'Clipboard Sharing disabled by Teleport RBAC.';
+  }
+  if (!state.browserSupported) {
+    return 'Clipboard Sharing is not supported in this browser.';
+  }
+  if (state.readState === 'denied' || state.writeState === 'denied') {
+    return 'Clipboard Sharing disabled due to browser permissions.';
+  }
+
+  return isSharingClipboard(state)
+    ? 'Clipboard Sharing enabled.'
+    : 'Clipboard Sharing disabled.';
+}
+
 /**
  * Determines whether directory sharing is/should-be possible based on whether it's allowed by the acl
  * and whether it's supported by the browser.