diff --git a/osxphotos/cli/common.py b/osxphotos/cli/common.py
index 892fa98a..f7242c05 100644
--- a/osxphotos/cli/common.py
+++ b/osxphotos/cli/common.py
@@ -146,6 +146,11 @@ def QUERY_OPTIONS(f):
             help="Search for photos with keyword KEYWORD. "
             'If more than one keyword, treated as "OR", e.g. find photos matching any keyword',
         ),
+        o(
+            "--no-keyword",
+            is_flag=True,
+            help="Search for photos with no keyword.",
+        ),
         o(
             "--person",
             metavar="PERSON",
diff --git a/osxphotos/cli/export.py b/osxphotos/cli/export.py
index d6e6d255..3dcfe65b 100644
--- a/osxphotos/cli/export.py
+++ b/osxphotos/cli/export.py
@@ -749,6 +749,7 @@ def export(
     no_description,
     no_likes,
     no_location,
+    no_keyword,
     no_place,
     no_progress,
     no_title,
@@ -964,6 +965,7 @@ def export(
         no_description = cfg.no_description
         no_likes = cfg.no_likes
         no_location = cfg.no_location
+        no_keyword = cfg.no_keyword
         no_place = cfg.no_place
         no_progress = cfg.no_progress
         no_title = cfg.no_title
@@ -1068,6 +1070,7 @@ def export(
         ("in_album", "not_in_album"),
         ("live", "not_live"),
         ("location", "no_location"),
+        ("keyword", "no_keyword"),
         ("only_photos", "only_movies"),
         ("panorama", "not_panorama"),
         ("place", "no_place"),
@@ -1325,6 +1328,7 @@ def export(
         no_description=no_description,
         no_likes=no_likes,
         no_location=no_location,
+        no_keyword=no_keyword,
         no_place=no_place,
         no_title=no_title,
         not_burst=not_burst,
diff --git a/osxphotos/cli/query.py b/osxphotos/cli/query.py
index 65f5f096..9ce4df37 100644
--- a/osxphotos/cli/query.py
+++ b/osxphotos/cli/query.py
@@ -113,6 +113,7 @@ def query(
     no_description,
     no_likes,
     no_location,
+    no_keyword,
     no_place,
     no_title,
     not_burst,
@@ -197,6 +198,7 @@ def query(
         (any(description), no_description),
         (any(place), no_place),
         (any(title), no_title),
+        (any(keyword), no_keyword),
         (burst, not_burst),
         (cloudasset, not_cloudasset),
         (deleted, deleted_only),
@@ -293,6 +295,7 @@ def query(
         no_description=no_description,
         no_likes=no_likes,
         no_location=no_location,
+        no_keyword=no_keyword,
         no_place=no_place,
         no_title=no_title,
         not_burst=not_burst,
diff --git a/osxphotos/cli/repl.py b/osxphotos/cli/repl.py
index 25f71dfd..5b5838bd 100644
--- a/osxphotos/cli/repl.py
+++ b/osxphotos/cli/repl.py
@@ -284,6 +284,7 @@ def _query_options_from_kwargs(**kwargs) -> QueryOptions:
         ("incloud", "not_incloud"),
         ("live", "not_live"),
         ("location", "no_location"),
+        ("keyword", "no_keyword"),
         ("missing", "not_missing"),
         ("only_photos", "only_movies"),
         ("panorama", "not_panorama"),
@@ -301,6 +302,7 @@ def _query_options_from_kwargs(**kwargs) -> QueryOptions:
             all([any(kwargs["title"]), kwargs["no_title"]]),
             all([any(kwargs["description"]), kwargs["no_description"]]),
             all([any(kwargs["place"]), kwargs["no_place"]]),
+            all([any(kwargs["keyword"]), kwargs["no_keyword"]]),
         ]
     ):
         raise IncompatibleQueryOptions
diff --git a/osxphotos/photosdb/photosdb.py b/osxphotos/photosdb/photosdb.py
index 38429663..2b9dddbb 100644
--- a/osxphotos/photosdb/photosdb.py
+++ b/osxphotos/photosdb/photosdb.py
@@ -3076,6 +3076,8 @@ class PhotosDB:
             photos = _get_photos_by_attribute(
                 photos, "keywords", keyword, options.ignore_case
             )
+        elif options.no_keyword:
+            photos = [p for p in photos if not p.keywords]
 
         if person:
             photos = _get_photos_by_attribute(
diff --git a/osxphotos/queryoptions.py b/osxphotos/queryoptions.py
index 439d91a4..08cf1ea5 100644
--- a/osxphotos/queryoptions.py
+++ b/osxphotos/queryoptions.py
@@ -56,6 +56,7 @@ class QueryOptions:
         no_description: search for photos with no description
         no_likes: search for shared photos with no likes
         no_location: search for photos with no location
+        no_keyword: search for photos with no keywords
         no_place: search for photos with no place
         no_title: search for photos with no title
         not_burst: search for non-burst photos
@@ -136,6 +137,7 @@ class QueryOptions:
     no_description: Optional[bool] = None
     no_likes: Optional[bool] = None
     no_location: Optional[bool] = None
+    no_keyword: Optional[bool] = None
     no_place: Optional[bool] = None
     no_title: Optional[bool] = None
     not_burst: Optional[bool] = None
diff --git a/tests/test_cli.py b/tests/test_cli.py
index d7e819dc..10ca86ea 100644
--- a/tests/test_cli.py
+++ b/tests/test_cli.py
@@ -2711,6 +2711,27 @@ def test_query_keyword_4():
     assert len(json_got) == 6
 
 
+def test_query_no_keyword():
+    """Test query --no-keyword"""
+
+    runner = CliRunner()
+    cwd = os.getcwd()
+    result = runner.invoke(
+        query,
+        [
+            "--json",
+            "--db",
+            os.path.join(cwd, PHOTOS_DB_15_7),
+            "--no-keyword",
+            "--added-before",
+            "2022-05-05",
+        ],
+    )
+    assert result.exit_code == 0
+    json_got = json.loads(result.output)
+    assert len(json_got) == 11
+
+
 def test_query_person_1():
     """Test query --person"""
 
@@ -7772,3 +7793,23 @@ def test_export_limit():
         )
         assert result.exit_code == 0
         assert "limit: 0/20 exported" in result.output
+
+def test_export_no_keyword():
+    """test export --no-keyword"""
+
+    runner = CliRunner()
+    cwd = os.getcwd()
+    with runner.isolated_filesystem():
+        result = runner.invoke(
+            export,
+            [
+                ".",
+                "--db",
+                os.path.join(cwd, PHOTOS_DB_15_7),
+                "--no-keyword",
+                "--added-before",
+                "2022-05-05",
+            ],
+        )
+        assert result.exit_code == 0
+        assert "Exporting 11" in result.output
\ No newline at end of file