diff --git a/commands/compose.go b/commands/compose.go
index 81e33222..ede66c47 100644
--- a/commands/compose.go
+++ b/commands/compose.go
@@ -51,9 +51,12 @@ func newUpCommand() *cobra.Command {
 				_ = setenv("URL", "http://model-runner.docker.internal/engines/v1/")
 			} else if kind == desktop.ModelRunnerEngineKindMobyManual {
 				_ = setenv("URL", modelRunner.URL("/engines/v1/"))
-			} else if kind == desktop.ModelRunnerEngineKindMoby || kind == desktop.ModelRunnerEngineKindCloud {
-				// TODO: Find a more robust solution in Moby-like environments.
-				_ = setenv("URL", "http://host.docker.internal:"+strconv.Itoa(standalone.DefaultControllerPort)+"/engines/v1/")
+			} else if kind == desktop.ModelRunnerEngineKindMoby {
+				// TODO: Use more robust detection in Moby-like environments.
+				_ = setenv("URL", "http://host.docker.internal:"+strconv.Itoa(standalone.DefaultControllerPortMoby)+"/engines/v1/")
+			} else if kind == desktop.ModelRunnerEngineKindCloud {
+				// TODO: Use more robust detection in Cloud environments.
+				_ = setenv("URL", "http://host.docker.internal:"+strconv.Itoa(standalone.DefaultControllerPortCloud)+"/engines/v1/")
 			}
 			return nil
 		},
diff --git a/commands/install-runner.go b/commands/install-runner.go
index 767a000a..eef5fba8 100644
--- a/commands/install-runner.go
+++ b/commands/install-runner.go
@@ -96,7 +96,11 @@ func ensureStandaloneRunnerAvailable(ctx context.Context, printer standalone.Sta
 	}
 
 	// Create the model runner container.
-	if err := standalone.CreateControllerContainer(ctx, dockerClient, standalone.DefaultControllerPort, gpu, modelStorageVolume, printer); err != nil {
+	port := uint16(standalone.DefaultControllerPortMoby)
+	if engineKind == desktop.ModelRunnerEngineKindCloud {
+		port = standalone.DefaultControllerPortCloud
+	}
+	if err := standalone.CreateControllerContainer(ctx, dockerClient, port, gpu, modelStorageVolume, printer); err != nil {
 		return fmt.Errorf("unable to initialize standalone model runner container: %w", err)
 	}
 
@@ -112,18 +116,31 @@ func newInstallRunner() *cobra.Command {
 		Short: "Install Docker Model Runner",
 		RunE: func(cmd *cobra.Command, args []string) error {
 			// Ensure that we're running in a supported model runner context.
-			if kind := modelRunner.EngineKind(); kind == desktop.ModelRunnerEngineKindDesktop {
+			engineKind := modelRunner.EngineKind()
+			if engineKind == desktop.ModelRunnerEngineKindDesktop {
 				// TODO: We may eventually want to auto-forward this to
 				// docker desktop enable model-runner, but we should first make
 				// sure the CLI flags match.
 				cmd.Println("Standalone installation not supported with Docker Desktop")
 				cmd.Println("Use `docker desktop enable model-runner` instead")
 				return nil
-			} else if kind == desktop.ModelRunnerEngineKindMobyManual {
+			} else if engineKind == desktop.ModelRunnerEngineKindMobyManual {
 				cmd.Println("Standalone installation not supported with MODEL_RUNNER_HOST set")
 				return nil
 			}
 
+			// HACK: If we're in a Cloud context, then we need to use a
+			// different default port because it conflicts with Docker Desktop's
+			// default model runner host-side port. Unfortunately we can't make
+			// the port flag default dynamic (at least not easily) because of
+			// when context detection happens. So assume that a default value
+			// indicates that we want the Cloud default port. This is less
+			// problematic in Cloud since the UX there is mostly invisible.
+			if engineKind == desktop.ModelRunnerEngineKindCloud &&
+				port == standalone.DefaultControllerPortMoby {
+				port = standalone.DefaultControllerPortCloud
+			}
+
 			// Create a Docker client for the active context.
 			dockerClient, err := desktop.DockerClientForContext(dockerCLI, dockerCLI.CurrentContext())
 			if err != nil {
@@ -176,7 +193,7 @@ func newInstallRunner() *cobra.Command {
 		},
 		ValidArgsFunction: completion.NoComplete,
 	}
-	c.Flags().Uint16Var(&port, "port", standalone.DefaultControllerPort,
+	c.Flags().Uint16Var(&port, "port", standalone.DefaultControllerPortMoby,
 		"Docker container port for Docker Model Runner")
 	c.Flags().StringVar(&gpuMode, "gpu", "auto", "Specify GPU support (none|auto|cuda)")
 	return c
diff --git a/desktop/context.go b/desktop/context.go
index bc91bd42..a04cabda 100644
--- a/desktop/context.go
+++ b/desktop/context.go
@@ -159,14 +159,16 @@ func DetectContext(cli *command.DockerCli) (*ModelRunnerContext, error) {
 
 	// Compute the URL prefix based on the associated engine kind.
 	var rawURLPrefix string
-	if kind == ModelRunnerEngineKindMoby || kind == ModelRunnerEngineKindCloud {
-		rawURLPrefix = "http://localhost:" + strconv.Itoa(int(standalone.DefaultControllerPort))
+	if kind == ModelRunnerEngineKindMoby {
+		rawURLPrefix = "http://localhost:" + strconv.Itoa(standalone.DefaultControllerPortMoby)
+	} else if kind == ModelRunnerEngineKindCloud {
+		rawURLPrefix = "http://localhost:" + strconv.Itoa(standalone.DefaultControllerPortCloud)
 	} else if kind == ModelRunnerEngineKindMobyManual {
 		rawURLPrefix = modelRunnerHost
 	} else { // ModelRunnerEngineKindDesktop
 		rawURLPrefix = "http://localhost" + inference.ExperimentalEndpointsPrefix
 		if treatDesktopAsMoby {
-			rawURLPrefix = "http://localhost:" + strconv.Itoa(int(standalone.DefaultControllerPort))
+			rawURLPrefix = "http://localhost:" + strconv.Itoa(standalone.DefaultControllerPortMoby)
 		}
 	}
 	urlPrefix, err := url.Parse(rawURLPrefix)
diff --git a/pkg/standalone/ports.go b/pkg/standalone/ports.go
index 0c7a99a8..a2f22193 100644
--- a/pkg/standalone/ports.go
+++ b/pkg/standalone/ports.go
@@ -1,5 +1,10 @@
 package standalone
 
-// DefaultControllerPort is the default TCP port on which the standalone
-// controller will listen for requests.
-const DefaultControllerPort = 12434
+const (
+	// DefaultControllerPortMoby is the default TCP port on which the standalone
+	// controller will listen for requests in Moby environments.
+	DefaultControllerPortMoby = 12434
+	// DefaultControllerPortCloud is the default TCP port on which the
+	// standalone controller will listen for requests in Moby environments.
+	DefaultControllerPortCloud = 12435
+)