diff --git a/src/sagemaker/session.py b/src/sagemaker/session.py
index 2ef34071fe..f5ff344edc 100644
--- a/src/sagemaker/session.py
+++ b/src/sagemaker/session.py
@@ -115,7 +115,7 @@ def _initialize(self, boto_session, sagemaker_client, sagemaker_runtime_client):
     def boto_region_name(self):
         return self._region_name
 
-    def upload_data(self, path, bucket=None, key_prefix='data'):
+    def upload_data(self, path, bucket=None, key_prefix='data', extra_args=None):
         """Upload local file or directory to S3.
 
         If a single file is specified for upload, the resulting S3 object key is ``{key_prefix}/{filename}``
@@ -132,6 +132,10 @@ def upload_data(self, path, bucket=None, key_prefix='data'):
                 creates it).
             key_prefix (str): Optional S3 object key name prefix (default: 'data'). S3 uses the prefix to
                 create a directory structure for the bucket content that it display in the S3 console.
+            extra_args (dict): Optional extra arguments that may be passed to the upload operation. Similar to
+                ExtraArgs parameter in S3 upload_file function. Please refer to the ExtraArgs parameter
+                documentation here:
+                https://boto3.amazonaws.com/v1/documentation/api/latest/guide/s3-uploading-files.html#the-extraargs-parameter
 
         Returns:
             str: The S3 URI of the uploaded file(s). If a file is specified in the path argument, the URI format is:
@@ -158,7 +162,7 @@ def upload_data(self, path, bucket=None, key_prefix='data'):
         s3 = self.boto_session.resource('s3')
 
         for local_path, s3_key in files:
-            s3.Object(bucket, s3_key).upload_file(local_path)
+            s3.Object(bucket, s3_key).upload_file(local_path, ExtraArgs=extra_args)
 
         s3_uri = 's3://{}/{}'.format(bucket, key_prefix)
         # If a specific file was used as input (instead of a directory), we return the full S3 key
diff --git a/tests/integ/test_data_upload.py b/tests/integ/test_data_upload.py
new file mode 100755
index 0000000000..c009f137e9
--- /dev/null
+++ b/tests/integ/test_data_upload.py
@@ -0,0 +1,45 @@
+# Copyright 2019 Amazon.com, Inc. or its affiliates. All Rights Reserved.
+#
+# Licensed under the Apache License, Version 2.0 (the "License"). You
+# may not use this file except in compliance with the License. A copy of
+# the License is located at
+#
+#     http://aws.amazon.com/apache2.0/
+#
+# or in the "license" file accompanying this file. This file is
+# distributed on an "AS IS" BASIS, WITHOUT WARRANTIES OR CONDITIONS OF
+# ANY KIND, either express or implied. See the License for the specific
+# language governing permissions and limitations under the License.
+from __future__ import absolute_import
+
+import os
+
+from six.moves.urllib.parse import urlparse
+
+from tests.integ import DATA_DIR
+
+AES_ENCRYPTION_ENABLED = {'ServerSideEncryption': 'AES256'}
+
+
+def test_upload_data_absolute_file(sagemaker_session):
+    """Test the method ``Session.upload_data`` can upload one encrypted file to S3 bucket"""
+    data_path = os.path.join(DATA_DIR, 'upload_data_tests', 'file1.py')
+    uploaded_file = sagemaker_session.upload_data(data_path, extra_args=AES_ENCRYPTION_ENABLED)
+    parsed_url = urlparse(uploaded_file)
+    s3_client = sagemaker_session.boto_session.client('s3')
+    head = s3_client.head_object(Bucket=parsed_url.netloc, Key=parsed_url.path.lstrip('/'))
+    assert head['ServerSideEncryption'] == 'AES256'
+
+
+def test_upload_data_absolute_dir(sagemaker_session):
+    """Test the method ``Session.upload_data`` can upload encrypted objects to S3 bucket"""
+    data_path = os.path.join(DATA_DIR, 'upload_data_tests', 'nested_dir')
+    uploaded_dir = sagemaker_session.upload_data(data_path, extra_args=AES_ENCRYPTION_ENABLED)
+    parsed_url = urlparse(uploaded_dir)
+    s3_bucket = parsed_url.netloc
+    s3_prefix = parsed_url.path.lstrip('/')
+    s3_client = sagemaker_session.boto_session.client('s3')
+    for file in os.listdir(data_path):
+        s3_key = '{}/{}'.format(s3_prefix, file)
+        head = s3_client.head_object(Bucket=s3_bucket, Key=s3_key)
+        assert head['ServerSideEncryption'] == 'AES256'
diff --git a/tests/unit/test_upload_data.py b/tests/unit/test_upload_data.py
index bb7ccad858..9a4d9e5aeb 100644
--- a/tests/unit/test_upload_data.py
+++ b/tests/unit/test_upload_data.py
@@ -24,6 +24,7 @@
 SINGLE_FILE_NAME = 'file1.py'
 UPLOAD_DATA_TESTS_SINGLE_FILE = os.path.join(UPLOAD_DATA_TESTS_FILES_DIR, SINGLE_FILE_NAME)
 BUCKET_NAME = 'mybucket'
+AES_ENCRYPTION_ENABLED = {'ServerSideEncryption': 'AES256'}
 
 
 @pytest.fixture()
@@ -37,19 +38,46 @@ def sagemaker_session():
 def test_upload_data_absolute_dir(sagemaker_session):
     result_s3_uri = sagemaker_session.upload_data(UPLOAD_DATA_TESTS_FILES_DIR)
 
-    uploaded_files = [args[0] for name, args, kwargs in sagemaker_session.boto_session.mock_calls
-                      if name == 'resource().Object().upload_file']
+    uploaded_files_with_args = [(args[0], kwargs) for name, args, kwargs in sagemaker_session.boto_session.mock_calls
+                                if name == 'resource().Object().upload_file']
     assert result_s3_uri == 's3://{}/data'.format(BUCKET_NAME)
-    assert len(uploaded_files) == 4
-    for file in uploaded_files:
+    assert len(uploaded_files_with_args) == 4
+    for file, kwargs in uploaded_files_with_args:
         assert os.path.exists(file)
+        assert kwargs['ExtraArgs'] is None
 
 
 def test_upload_data_absolute_file(sagemaker_session):
     result_s3_uri = sagemaker_session.upload_data(UPLOAD_DATA_TESTS_SINGLE_FILE)
 
-    uploaded_files = [args[0] for name, args, kwargs in sagemaker_session.boto_session.mock_calls
-                      if name == 'resource().Object().upload_file']
+    uploaded_files_with_args = [(args[0], kwargs) for name, args, kwargs in sagemaker_session.boto_session.mock_calls
+                                if name == 'resource().Object().upload_file']
     assert result_s3_uri == 's3://{}/data/{}'.format(BUCKET_NAME, SINGLE_FILE_NAME)
-    assert len(uploaded_files) == 1
-    assert os.path.exists(uploaded_files[0])
+    assert len(uploaded_files_with_args) == 1
+    (file, kwargs) = uploaded_files_with_args[0]
+    assert os.path.exists(file)
+    assert kwargs['ExtraArgs'] is None
+
+
+def test_upload_data_aes_encrypted_absolute_dir(sagemaker_session):
+    result_s3_uri = sagemaker_session.upload_data(UPLOAD_DATA_TESTS_FILES_DIR, extra_args=AES_ENCRYPTION_ENABLED)
+
+    uploaded_files_with_args = [(args[0], kwargs) for name, args, kwargs in sagemaker_session.boto_session.mock_calls
+                                if name == 'resource().Object().upload_file']
+    assert result_s3_uri == 's3://{}/data'.format(BUCKET_NAME)
+    assert len(uploaded_files_with_args) == 4
+    for file, kwargs in uploaded_files_with_args:
+        assert os.path.exists(file)
+        assert kwargs['ExtraArgs'] == AES_ENCRYPTION_ENABLED
+
+
+def test_upload_data_aes_encrypted_absolute_file(sagemaker_session):
+    result_s3_uri = sagemaker_session.upload_data(UPLOAD_DATA_TESTS_SINGLE_FILE, extra_args=AES_ENCRYPTION_ENABLED)
+
+    uploaded_files_with_args = [(args[0], kwargs) for name, args, kwargs in sagemaker_session.boto_session.mock_calls
+                                if name == 'resource().Object().upload_file']
+    assert result_s3_uri == 's3://{}/data/{}'.format(BUCKET_NAME, SINGLE_FILE_NAME)
+    assert len(uploaded_files_with_args) == 1
+    (file, kwargs) = uploaded_files_with_args[0]
+    assert os.path.exists(file)
+    assert kwargs['ExtraArgs'] == AES_ENCRYPTION_ENABLED