diff --git a/Utils.py b/Utils.py
index 02bc8e8f..4fe9c1b4 100644
--- a/Utils.py
+++ b/Utils.py
@@ -477,7 +477,7 @@ class RestrictedUnpickler(pickle.Unpickler):
                 mod = importlib.import_module(module)
             obj = getattr(mod, name)
             if issubclass(obj, (self.options_module.Option, self.options_module.PlandoConnection,
-                                self.options_module.PlandoText)):
+                                self.options_module.PlandoItem, self.options_module.PlandoText)):
                 return obj
         # Forbid everything else.
         raise pickle.UnpicklingError(f"global '{module}.{name}' is forbidden")
diff --git a/test/general/test_options.py b/test/general/test_options.py
index d8ce7017..f5111e91 100644
--- a/test/general/test_options.py
+++ b/test/general/test_options.py
@@ -1,7 +1,7 @@
 import unittest
 
 from BaseClasses import PlandoOptions
-from Options import ItemLinks, Choice
+from Options import Choice, ItemLinks, PlandoConnections, PlandoItems, PlandoTexts
 from Utils import restricted_dumps
 from worlds.AutoWorld import AutoWorldRegister
 
@@ -72,8 +72,8 @@ class TestOptions(unittest.TestCase):
         for link in item_links.values():
             self.assertEqual(link.value[0], item_link_group[0])
 
-    def test_pickle_dumps(self):
-        """Test options can be pickled into database for WebHost generation"""
+    def test_pickle_dumps_default(self):
+        """Test that default option values can be pickled into database for WebHost generation"""
         for gamename, world_type in AutoWorldRegister.world_types.items():
             if not world_type.hidden:
                 for option_key, option in world_type.options_dataclass.type_hints.items():
@@ -81,3 +81,23 @@ class TestOptions(unittest.TestCase):
                         restricted_dumps(option.from_any(option.default))
                         if issubclass(option, Choice) and option.default in option.name_lookup:
                             restricted_dumps(option.from_text(option.name_lookup[option.default]))
+    
+    def test_pickle_dumps_plando(self):
+        """Test that plando options using containers of a custom type can be pickled"""
+        # The base PlandoConnections class can't be instantiated directly, create a subclass and then cast it
+        class TestPlandoConnections(PlandoConnections):
+            entrances = {"An Entrance"}
+            exits = {"An Exit"}
+        plando_connection_value = PlandoConnections(
+            TestPlandoConnections.from_any([{"entrance": "An Entrance", "exit": "An Exit"}])
+        )
+
+        plando_values = {
+            "PlandoConnections": plando_connection_value,
+            "PlandoItems": PlandoItems.from_any([{"item": "Something", "location": "Somewhere"}]),
+            "PlandoTexts": PlandoTexts.from_any([{"text": "Some text.", "at": "text_box"}]),
+        }
+
+        for option_key, value in plando_values.items():
+            with self.subTest(option=option_key):
+                restricted_dumps(value)
diff --git a/worlds/generic/__init__.py b/worlds/generic/__init__.py
index fa53f31f..2e614eba 100644
--- a/worlds/generic/__init__.py
+++ b/worlds/generic/__init__.py
@@ -1,4 +1,5 @@
 from typing import NamedTuple, Union
+from typing_extensions import deprecated
 import logging
 
 from BaseClasses import Item, Tutorial, ItemClassification
@@ -49,7 +50,8 @@ class GenericWorld(World):
             return Item(name, ItemClassification.filler, -1, self.player)
         raise InvalidItemError(name)
 
-
+@deprecated("worlds.generic.PlandoItem is deprecated and will be removed in the next version. "
+            "Use Options.PlandoItem(s) instead.")
 class PlandoItem(NamedTuple):
     item: str
     location: str