diff --git a/tools/unix/generate_localizations.sh b/tools/unix/generate_localizations.sh
index 03bb1bb175..e4e83f71d4 100755
--- a/tools/unix/generate_localizations.sh
+++ b/tools/unix/generate_localizations.sh
@@ -1,7 +1,9 @@
 #!/bin/bash
 set -euxo pipefail
 
-# Use ruby from brew on Mac OS X, because system ruby is outdated/broken/will be removed in future releases.
+OMIM_PATH="$(dirname "$0")/../.."
+
+# Use correct ruby version from homebrew for MacOS
 case $OSTYPE in
   darwin*)
     if [ -x /usr/local/opt/ruby/bin/ruby ]; then
@@ -19,9 +21,9 @@ case $OSTYPE in
     fi ;;
 esac
 
-OMIM_PATH="$(dirname "$0")/../.."
 TWINE_SUBMODULE=tools/twine
 TWINE_PATH="$OMIM_PATH/$TWINE_SUBMODULE"
+GEM_PATH="$OMIM_PATH/$TWINE_SUBMODULE/gem"
 
 if [ ! -e "$TWINE_PATH/twine" ]; then
   echo "You need to have twine submodule present to run this script"
@@ -29,10 +31,14 @@ if [ ! -e "$TWINE_PATH/twine" ]; then
   exit 1
 fi
 
+# Always run gem install to use the latest version
+gem install twine --install-dir $GEM_PATH
+
 TWINE_COMMIT="$(git -C $TWINE_SUBMODULE rev-parse HEAD)"
 TWINE_GEM="twine-$TWINE_COMMIT.gem"
 
-if [ ! -f "$TWINE_PATH/$TWINE_GEM" ] || ! gem list -i twine; then
+# If twine gem does not exist, then install it
+if [ ! -f "$GEM_PATH/$TWINE_GEM" ] || ! gem list -i twine; then
   echo "Building & installing twine gem..."
   (
     cd "$TWINE_PATH" \