diff --git a/arduino-ide-extension/src/browser/style/browser-menu.css b/arduino-ide-extension/src/browser/style/browser-menu.css
index 85fb053a830..0a8de37c0b9 100644
--- a/arduino-ide-extension/src/browser/style/browser-menu.css
+++ b/arduino-ide-extension/src/browser/style/browser-menu.css
@@ -13,3 +13,12 @@
 .p-MenuBar-item.p-mod-active {
     color: var(--theia-menubar-selectionForeground);
 }
+
+/* Fix: Tools menu items unreachable when menu overflows screen height
+ * Affects boards with many Tools entries e.g. RP2040 Pico core
+ * https://github.com/arduino/arduino-ide/issues/[ISSUE_NUMBER]
+ */
+.p-Menu {
+    max-height: calc(100vh - 50px);
+    overflow-y: auto;
+}
diff --git a/arduino-ide-extension/src/electron-browser/theia/core/electron-context-menu-renderer.ts b/arduino-ide-extension/src/electron-browser/theia/core/electron-context-menu-renderer.ts
index d594d01da29..3ad5ecb61a6 100644
--- a/arduino-ide-extension/src/electron-browser/theia/core/electron-context-menu-renderer.ts
+++ b/arduino-ide-extension/src/electron-browser/theia/core/electron-context-menu-renderer.ts
@@ -24,7 +24,13 @@ export class ElectronContextMenuRenderer extends TheiaElectronContextMenuRendere
         contextKeyService,
         this.showDisabled(options)
       );
-      const { x, y } = coordinateFromAnchor(anchor);
+      let { x, y } = coordinateFromAnchor(anchor);
+      
+      // Fix: Tools menu items unreachable when menu overflows screen height
+      // Affects boards with many Tools entries e.g. RP2040 Pico core
+      // https://github.com/arduino/arduino-ide/issues/[ISSUE_NUMBER]
+      y = this.clampMenuY(y, menu);
+      
       const menuHandle = window.electronTheiaCore.popup(menu, x, y, () => {
         if (onHide) {
           onHide();
@@ -38,6 +44,58 @@ export class ElectronContextMenuRenderer extends TheiaElectronContextMenuRendere
     }
   }
 
+  /**
+   * Clamp the menu Y position to ensure it doesn't overflow below the screen.
+   * Prevents the native OS scroll arrows from creating feedback loops that hide menu items.
+   */
+  private clampMenuY(y: number, menu: unknown): number {
+    try {
+      // Use browser's built-in window.screen API
+      // Safe in renderer context — no Node.js dependencies
+      const availHeight = window.screen.availHeight;
+
+      // Estimate menu height: ~24px per item + 10px padding
+      const MENU_ITEM_HEIGHT = 24;
+      const MENU_PADDING = 10;
+      const estimatedMenuHeight =
+        this.countMenuItems(menu) * MENU_ITEM_HEIGHT + MENU_PADDING;
+
+      // Clamp Y so menu doesn't extend below available screen area
+      const clampedY = Math.min(y, availHeight - estimatedMenuHeight);
+      return Math.max(clampedY, 0);
+    } catch (error) {
+      console.warn('Failed to clamp menu Y position:', error);
+      return y;
+    }
+  }
+
+  /**
+   * Recursively count menu items to estimate menu height.
+   */
+  private countMenuItems(menu: unknown): number {
+    try {
+      // Safety check: ensure menu is an array
+      if (!Array.isArray(menu)) {
+        return 0;
+      }
+      
+      return menu.reduce((count, item) => {
+        // eslint-disable-next-line @typescript-eslint/no-explicit-any
+        const menuItem = item as any;
+        if (menuItem && menuItem.type === 'separator') {
+          return count + 1;
+        }
+        if (menuItem && Array.isArray(menuItem.submenu)) {
+          return count + 1 + this.countMenuItems(menuItem.submenu);
+        }
+        return count + 1;
+      }, 0);
+    } catch (error) {
+      console.warn('Failed to count menu items:', error);
+      return 0;
+    }
+  }
+
   /**
    * Theia does not allow selectively control whether disabled menu items are visible or not. This is a workaround.
    * Attach the `showDisabled: true` to the `RenderContextMenuOptions` object, and you can control it.