diff --git a/dist/index.js b/dist/index.js
index 7aaa6c5e3..b1192283c 100644
--- a/dist/index.js
+++ b/dist/index.js
@@ -65886,6 +65886,14 @@ function validateRubyEngineAndVersion(platform, engineVersions, engine, parsedVe
       found = latestToFirstVersion.find(v => !common.isHeadVersion(v) && v.startsWith(parsedVersion))
     }
 
+    // Well known version-platform combinations which do not work:
+    if (found && engine === 'ruby' && platform.startsWith('macos') && platform.endsWith('arm64') && common.floatVersion(found) < 2.6) {
+      throw new Error(`CRuby < 2.6 does not support macos-arm64.
+        Either use a newer Ruby version or use a macOS image running on amd64, e.g., macos-13 or macos-12.
+        Note that GitHub changed the meaning of macos-latest from macos-12 (amd64) to macos-14 (arm64):
+        https://github.blog/changelog/2024-04-01-macos-14-sonoma-is-generally-available-and-the-latest-macos-runner-image/`)
+    }
+
     if (found) {
       version = found
     } else {
diff --git a/index.js b/index.js
index 645e17a62..190ee4f53 100644
--- a/index.js
+++ b/index.js
@@ -161,6 +161,14 @@ function validateRubyEngineAndVersion(platform, engineVersions, engine, parsedVe
       found = latestToFirstVersion.find(v => !common.isHeadVersion(v) && v.startsWith(parsedVersion))
     }
 
+    // Well known version-platform combinations which do not work:
+    if (found && engine === 'ruby' && platform.startsWith('macos') && platform.endsWith('arm64') && common.floatVersion(found) < 2.6) {
+      throw new Error(`CRuby < 2.6 does not support macos-arm64.
+        Either use a newer Ruby version or use a macOS image running on amd64, e.g., macos-13 or macos-12.
+        Note that GitHub changed the meaning of macos-latest from macos-12 (amd64) to macos-14 (arm64):
+        https://github.blog/changelog/2024-04-01-macos-14-sonoma-is-generally-available-and-the-latest-macos-runner-image/`)
+    }
+
     if (found) {
       version = found
     } else {