diff --git a/airflow/providers/amazon/aws/transfers/redshift_to_s3.py b/airflow/providers/amazon/aws/transfers/redshift_to_s3.py
index 052c3b5cc7d65..f6aafeba59274 100644
--- a/airflow/providers/amazon/aws/transfers/redshift_to_s3.py
+++ b/airflow/providers/amazon/aws/transfers/redshift_to_s3.py
@@ -128,7 +128,7 @@ def _build_unload_query(
         self, credentials_block: str, select_query: str, s3_key: str, unload_options: str
     ) -> str:
         # Un-escape already escaped queries
-        select_query = re.sub(r"''(.+)''", r"'\1'", select_query)
+        select_query = re.sub(r"''(.+?)''", r"'\1'", select_query)
         return f"""
                     UNLOAD ($${select_query}$$)
                     TO 's3://{self.s3_bucket}/{s3_key}'
diff --git a/tests/providers/amazon/aws/transfers/test_redshift_to_s3.py b/tests/providers/amazon/aws/transfers/test_redshift_to_s3.py
index f6f4e71cf99b7..d025b4836f8a7 100644
--- a/tests/providers/amazon/aws/transfers/test_redshift_to_s3.py
+++ b/tests/providers/amazon/aws/transfers/test_redshift_to_s3.py
@@ -245,6 +245,12 @@ def test_custom_select_query_unloading(
                 "SELECT 'Single Quotes Break this Operator'",
             ],
             [False, "key", "SELECT ''", "SELECT ''"],
+            [
+                False,
+                "key",
+                "SELECT ''Single Quotes '' || ''Break this Operator''",
+                "SELECT 'Single Quotes ' || 'Break this Operator'",
+            ],
         ],
     )
     @mock.patch("airflow.providers.amazon.aws.hooks.s3.S3Hook.get_connection")