diff --git a/org.graalvm.python.embedding.tools/src/main/java/org/graalvm/python/embedding/tools/vfs/VFSUtils.java b/org.graalvm.python.embedding.tools/src/main/java/org/graalvm/python/embedding/tools/vfs/VFSUtils.java
index 7845f99..5060966 100644
--- a/org.graalvm.python.embedding.tools/src/main/java/org/graalvm/python/embedding/tools/vfs/VFSUtils.java
+++ b/org.graalvm.python.embedding.tools/src/main/java/org/graalvm/python/embedding/tools/vfs/VFSUtils.java
@@ -174,8 +174,9 @@ public final class VFSUtils {
 			""";
 
 	private static final boolean IS_WINDOWS = System.getProperty("os.name").startsWith("Windows");
+	private static final boolean IS_MAC = System.getProperty("os.name").startsWith("Mac");
 
-	public static final String LAUNCHER_NAME = IS_WINDOWS ? "graalpy.exe" : "graalpy.sh";
+	public static final String LAUNCHER_NAME = IS_WINDOWS ? "graalpy.exe" : IS_MAC ? "graalpy" : "graalpy.sh";
 
 	private static final String GRAALPY_MAIN_CLASS = "com.oracle.graal.python.shell.GraalPythonMain";
 
@@ -848,9 +849,9 @@ private static Path ensureLauncher(Launcher launcherArgs, BuildToolLog log) thro
 		}
 	}
 
-	private static boolean checkWinLauncherJavaPath(Path venvCfg, Path java) {
+	private static boolean checkPyVenvCfgFile(Path pyVenvCfg, Path java) {
 		try {
-			for (String line : Files.readAllLines(venvCfg)) {
+			for (String line : Files.readAllLines(pyVenvCfg)) {
 				if (line.trim().startsWith("venvlauncher_command = " + java)) {
 					return true;
 				}
@@ -871,30 +872,17 @@ private static void generateLaunchers(Launcher launcherArgs, BuildToolLog log) t
 		Path java = Paths.get(System.getProperty("java.home"), "bin", "java");
 		String classpath = String.join(File.pathSeparator, launcherArgs.computeClassPath());
 		String extraJavaOptions = String.join(" ", GraalPyRunner.getExtraJavaOptions());
-		if (!IS_WINDOWS) {
-			// we do not bother checking if it exists and has correct java home, since it is
-			// simple
-			// to regenerate the launcher
-			var script = formatMultiline("""
-					#!/usr/bin/env bash
-					%s --enable-native-access=ALL-UNNAMED %s -classpath %s %s --python.Executable="$0" "$@"
-					""", java, extraJavaOptions, String.join(File.pathSeparator, classpath), GRAALPY_MAIN_CLASS);
-			try {
-				Files.writeString(launcherArgs.launcherPath, script);
-				var perms = Files.getPosixFilePermissions(launcherArgs.launcherPath);
-				perms.addAll(List.of(PosixFilePermission.OWNER_EXECUTE, PosixFilePermission.GROUP_EXECUTE,
-						PosixFilePermission.OTHERS_EXECUTE));
-				Files.setPosixFilePermissions(launcherArgs.launcherPath, perms);
-			} catch (IOException e) {
-				throw new IOException(String.format("failed to create launcher %s", launcherArgs.launcherPath), e);
+		if (IS_MAC || IS_WINDOWS) {
+			if (Files.exists(launcherArgs.launcherPath)
+					&& checkPyVenvCfgFile(launcherArgs.launcherPath.getParent().resolve("pyvenv.cfg"), java)) {
+				return;
 			}
-		} else if (!Files.exists(launcherArgs.launcherPath)
-				|| !checkWinLauncherJavaPath(launcherArgs.launcherPath.getParent().resolve("pyenv.cfg"), java)) {
-			// on windows, generate a venv launcher that executes the java command
+			var launcherFolder = IS_WINDOWS ? "nt" : "macos";
+			var launcherName = IS_WINDOWS ? "graalpy.exe" : "graalpy";
 			var script = formatMultiline("""
 					import os, shutil, struct, venv
 					from pathlib import Path
-					vl = os.path.join(venv.__path__[0], 'scripts', 'nt', 'graalpy.exe')
+					vl = os.path.join(venv.__path__[0], 'scripts', '%s', '%s')
 					tl = os.path.join(r'%s')
 					os.makedirs(Path(tl).parent.absolute(), exist_ok=True)
 					shutil.copy(vl, tl)
@@ -903,7 +891,8 @@ private static void generateLaunchers(Launcher launcherArgs, BuildToolLog log) t
 					with open(pyvenvcfg, 'w', encoding='utf-8') as f:
 					    f.write('venvlauncher_command = ')
 					    f.write(cmd)
-					""", launcherArgs.launcherPath, java, extraJavaOptions, classpath, GRAALPY_MAIN_CLASS);
+					""", launcherFolder, launcherName, launcherArgs.launcherPath, java, extraJavaOptions, classpath,
+					GRAALPY_MAIN_CLASS);
 			File tmp;
 			try {
 				tmp = File.createTempFile("create_launcher", ".py");
@@ -922,6 +911,23 @@ with open(pyvenvcfg, 'w', encoding='utf-8') as f:
 			} catch (InterruptedException e) {
 				throw new IOException("failed to run Graalpy launcher", e);
 			}
+		} else {
+			// we do not bother checking if it exists and has correct java home, since it is
+			// simple
+			// to regenerate the launcher
+			var script = formatMultiline("""
+					#!/usr/bin/env bash
+					%s --enable-native-access=ALL-UNNAMED %s -classpath %s %s --python.Executable="$0" "$@"
+					""", java, extraJavaOptions, String.join(File.pathSeparator, classpath), GRAALPY_MAIN_CLASS);
+			try {
+				Files.writeString(launcherArgs.launcherPath, script);
+				var perms = Files.getPosixFilePermissions(launcherArgs.launcherPath);
+				perms.addAll(List.of(PosixFilePermission.OWNER_EXECUTE, PosixFilePermission.GROUP_EXECUTE,
+						PosixFilePermission.OTHERS_EXECUTE));
+				Files.setPosixFilePermissions(launcherArgs.launcherPath, perms);
+			} catch (IOException e) {
+				throw new IOException(String.format("failed to create launcher %s", launcherArgs.launcherPath), e);
+			}
 		}
 	}