diff --git a/jetty-websocket/websocket-javax-common/src/main/java/org/eclipse/jetty/websocket/javax/common/JavaxWebSocketSession.java b/jetty-websocket/websocket-javax-common/src/main/java/org/eclipse/jetty/websocket/javax/common/JavaxWebSocketSession.java
index 53f6f933d25..3b640bc05e5 100644
--- a/jetty-websocket/websocket-javax-common/src/main/java/org/eclipse/jetty/websocket/javax/common/JavaxWebSocketSession.java
+++ b/jetty-websocket/websocket-javax-common/src/main/java/org/eclipse/jetty/websocket/javax/common/JavaxWebSocketSession.java
@@ -13,7 +13,6 @@
 
 package org.eclipse.jetty.websocket.javax.common;
 
-import java.io.IOException;
 import java.net.URI;
 import java.security.Principal;
 import java.time.Duration;
@@ -24,7 +23,6 @@ import java.util.Map;
 import java.util.Objects;
 import java.util.Set;
 import java.util.UUID;
-import java.util.concurrent.TimeUnit;
 import java.util.stream.Collectors;
 import javax.websocket.CloseReason;
 import javax.websocket.EndpointConfig;
@@ -35,7 +33,7 @@ import javax.websocket.RemoteEndpoint.Basic;
 import javax.websocket.Session;
 import javax.websocket.WebSocketContainer;
 
-import org.eclipse.jetty.util.FutureCallback;
+import org.eclipse.jetty.util.Callback;
 import org.eclipse.jetty.websocket.core.CoreSession;
 import org.eclipse.jetty.websocket.core.ExtensionConfig;
 import org.eclipse.jetty.websocket.core.internal.util.ReflectUtils;
@@ -190,13 +188,11 @@ public class JavaxWebSocketSession implements javax.websocket.Session
     {
         try
         {
-            FutureCallback b = new FutureCallback();
-            coreSession.close(closeReason.getCloseCode().getCode(), closeReason.getReasonPhrase(), b);
-            b.block(getBlockingTimeout(), TimeUnit.MILLISECONDS);
+            coreSession.close(closeReason.getCloseCode().getCode(), closeReason.getReasonPhrase(), Callback.NOOP);
         }
-        catch (IOException e)
+        catch (Throwable t)
         {
-            LOG.trace("IGNORED", e);
+            LOG.trace("IGNORED", t);
         }
     }
 
diff --git a/jetty-websocket/websocket-javax-tests/src/test/java/org/eclipse/jetty/websocket/javax/tests/JavaxOnCloseTest.java b/jetty-websocket/websocket-javax-tests/src/test/java/org/eclipse/jetty/websocket/javax/tests/JavaxOnCloseTest.java
index 11a883b4edc..9143ca5387e 100644
--- a/jetty-websocket/websocket-javax-tests/src/test/java/org/eclipse/jetty/websocket/javax/tests/JavaxOnCloseTest.java
+++ b/jetty-websocket/websocket-javax-tests/src/test/java/org/eclipse/jetty/websocket/javax/tests/JavaxOnCloseTest.java
@@ -13,6 +13,7 @@
 
 package org.eclipse.jetty.websocket.javax.tests;
 
+import java.io.IOException;
 import java.net.URI;
 import java.util.Objects;
 import java.util.concurrent.CountDownLatch;
@@ -72,7 +73,8 @@ public class JavaxOnCloseTest
         public void onClose(CloseReason reason)
         {
             super.onClose(reason);
-            onClose.accept(session);
+            if (onClose != null)
+                onClose.accept(session);
         }
     }
 
@@ -226,4 +228,36 @@ public class JavaxOnCloseTest
         assertThat(clientEndpoint.error, instanceOf(RuntimeException.class));
         assertThat(clientEndpoint.error.getMessage(), containsString("trigger onError from client onClose"));
     }
+
+    @Test
+    public void testCloseFromCallback() throws Exception
+    {
+        EventSocket clientEndpoint = new EventSocket();
+        URI uri = new URI("ws://localhost:" + connector.getLocalPort() + "/");
+        client.connectToServer(clientEndpoint, uri);
+
+        OnCloseEndpoint serverEndpoint = Objects.requireNonNull(serverEndpoints.poll(5, TimeUnit.SECONDS));
+        assertTrue(serverEndpoint.openLatch.await(5, TimeUnit.SECONDS));
+
+        CountDownLatch closeSent = new CountDownLatch(1);
+        clientEndpoint.session.getAsyncRemote().sendText("GOODBYE", sendResult ->
+        {
+            try
+            {
+                clientEndpoint.session.close();
+            }
+            catch (IOException e)
+            {
+                throw new RuntimeException(e);
+            }
+            finally
+            {
+                closeSent.countDown();
+            }
+        });
+
+        assertTrue(closeSent.await(5, TimeUnit.SECONDS));
+        assertTrue(clientEndpoint.closeLatch.await(5, TimeUnit.SECONDS));
+        assertThat(clientEndpoint.closeReason.getCloseCode(), is(CloseCodes.NORMAL_CLOSURE));
+    }
 }
diff --git a/jetty-websocket/websocket-jetty-api/src/main/java/org/eclipse/jetty/websocket/api/Session.java b/jetty-websocket/websocket-jetty-api/src/main/java/org/eclipse/jetty/websocket/api/Session.java
index fc10c00f8c4..355368bb362 100644
--- a/jetty-websocket/websocket-jetty-api/src/main/java/org/eclipse/jetty/websocket/api/Session.java
+++ b/jetty-websocket/websocket-jetty-api/src/main/java/org/eclipse/jetty/websocket/api/Session.java
@@ -63,6 +63,32 @@ public interface Session extends WebSocketPolicy, Closeable
      */
     void close(int statusCode, String reason);
 
+    /**
+     * Send a websocket Close frame, with status code.
+     * <p>
+     * This will enqueue a graceful close to the remote endpoint.
+     *
+     * @param statusCode the status code
+     * @param reason the (optional) reason. (can be null for no reason)
+     * @param callback the callback to track close frame sent (or failed)
+     * @see StatusCode
+     * @see #close()
+     * @see #close(CloseStatus)
+     * @see #disconnect()
+     */
+    default void close(int statusCode, String reason, WriteCallback callback)
+    {
+        try
+        {
+            close(statusCode, reason);
+            callback.writeSuccess();
+        }
+        catch (Throwable t)
+        {
+            callback.writeFailed(t);
+        }
+    }
+
     /**
      * Issue a harsh disconnect of the underlying connection.
      * <p>
diff --git a/jetty-websocket/websocket-jetty-api/src/main/java/org/eclipse/jetty/websocket/api/WriteCallback.java b/jetty-websocket/websocket-jetty-api/src/main/java/org/eclipse/jetty/websocket/api/WriteCallback.java
index 97b191d8d22..e42cfd22c16 100644
--- a/jetty-websocket/websocket-jetty-api/src/main/java/org/eclipse/jetty/websocket/api/WriteCallback.java
+++ b/jetty-websocket/websocket-jetty-api/src/main/java/org/eclipse/jetty/websocket/api/WriteCallback.java
@@ -20,7 +20,9 @@ package org.eclipse.jetty.websocket.api;
  */
 public interface WriteCallback
 {
-    WriteCallback NOOP = new Adaptor();
+    WriteCallback NOOP = new WriteCallback()
+    {
+    };
 
     /**
      * <p>
@@ -44,6 +46,7 @@ public interface WriteCallback
     {
     }
 
+    @Deprecated
     class Adaptor implements WriteCallback
     {
         @Override
diff --git a/jetty-websocket/websocket-jetty-common/src/main/java/org/eclipse/jetty/websocket/common/JettyWebSocketRemoteEndpoint.java b/jetty-websocket/websocket-jetty-common/src/main/java/org/eclipse/jetty/websocket/common/JettyWebSocketRemoteEndpoint.java
index a48d825bb87..c0c42348733 100644
--- a/jetty-websocket/websocket-jetty-common/src/main/java/org/eclipse/jetty/websocket/common/JettyWebSocketRemoteEndpoint.java
+++ b/jetty-websocket/websocket-jetty-common/src/main/java/org/eclipse/jetty/websocket/common/JettyWebSocketRemoteEndpoint.java
@@ -23,7 +23,6 @@ import org.eclipse.jetty.util.BufferUtil;
 import org.eclipse.jetty.util.Callback;
 import org.eclipse.jetty.util.FutureCallback;
 import org.eclipse.jetty.websocket.api.BatchMode;
-import org.eclipse.jetty.websocket.api.StatusCode;
 import org.eclipse.jetty.websocket.api.WriteCallback;
 import org.eclipse.jetty.websocket.core.CoreSession;
 import org.eclipse.jetty.websocket.core.Frame;
@@ -48,37 +47,6 @@ public class JettyWebSocketRemoteEndpoint implements org.eclipse.jetty.websocket
         this.batchMode = batchMode;
     }
 
-    /**
-     * Initiate close of the Remote with no status code (no payload)
-     *
-     * @since 10.0
-     */
-    public void close()
-    {
-        close(StatusCode.NO_CODE, null);
-    }
-
-    /**
-     * Initiate close of the Remote with specified status code and optional reason phrase
-     *
-     * @param statusCode the status code (must be valid and can be sent)
-     * @param reason optional reason code
-     * @since 10.0
-     */
-    public void close(int statusCode, String reason)
-    {
-        try
-        {
-            FutureCallback b = new FutureCallback();
-            coreSession.close(statusCode, reason, b);
-            b.block(getBlockingTimeout(), TimeUnit.MILLISECONDS);
-        }
-        catch (IOException e)
-        {
-            LOG.trace("IGNORED", e);
-        }
-    }
-
     @Override
     public void sendString(String text) throws IOException
     {
diff --git a/jetty-websocket/websocket-jetty-common/src/main/java/org/eclipse/jetty/websocket/common/WebSocketSession.java b/jetty-websocket/websocket-jetty-common/src/main/java/org/eclipse/jetty/websocket/common/WebSocketSession.java
index 76aa6541d67..1e88f92836f 100644
--- a/jetty-websocket/websocket-jetty-common/src/main/java/org/eclipse/jetty/websocket/common/WebSocketSession.java
+++ b/jetty-websocket/websocket-jetty-common/src/main/java/org/eclipse/jetty/websocket/common/WebSocketSession.java
@@ -18,6 +18,7 @@ import java.net.SocketAddress;
 import java.time.Duration;
 import java.util.Objects;
 
+import org.eclipse.jetty.util.Callback;
 import org.eclipse.jetty.util.component.Dumpable;
 import org.eclipse.jetty.websocket.api.CloseStatus;
 import org.eclipse.jetty.websocket.api.Session;
@@ -27,6 +28,7 @@ import org.eclipse.jetty.websocket.api.UpgradeRequest;
 import org.eclipse.jetty.websocket.api.UpgradeResponse;
 import org.eclipse.jetty.websocket.api.WebSocketBehavior;
 import org.eclipse.jetty.websocket.api.WebSocketContainer;
+import org.eclipse.jetty.websocket.api.WriteCallback;
 import org.eclipse.jetty.websocket.core.CoreSession;
 import org.slf4j.Logger;
 import org.slf4j.LoggerFactory;
@@ -53,19 +55,25 @@ public class WebSocketSession implements Session, SuspendToken, Dumpable
     @Override
     public void close()
     {
-        remoteEndpoint.close(StatusCode.NORMAL, null);
+        coreSession.close(StatusCode.NORMAL, null, Callback.NOOP);
     }
 
     @Override
     public void close(CloseStatus closeStatus)
     {
-        remoteEndpoint.close(closeStatus.getCode(), closeStatus.getPhrase());
+        coreSession.close(closeStatus.getCode(), closeStatus.getPhrase(), Callback.NOOP);
     }
 
     @Override
     public void close(int statusCode, String reason)
     {
-        remoteEndpoint.close(statusCode, reason);
+        coreSession.close(statusCode, reason, Callback.NOOP);
+    }
+
+    @Override
+    public void close(int statusCode, String reason, WriteCallback callback)
+    {
+        coreSession.close(statusCode, reason, Callback.from(callback::writeSuccess, callback::writeFailed));
     }
 
     @Override