diff --git a/docs/cli/checkpointing.md b/docs/cli/checkpointing.md
index 9ee8cdb0fd..3f08596ac7 100644
--- a/docs/cli/checkpointing.md
+++ b/docs/cli/checkpointing.md
@@ -40,6 +40,10 @@ file in your project's temporary directory, typically located at
 The Checkpointing feature is disabled by default. To enable it, you need to edit
 your `settings.json` file.
 
+> **Note:** The `--checkpointing` command-line flag was removed in version
+> 0.11.0. Checkpointing can now only be enabled through the `settings.json`
+> configuration file.
+
 Add the following key to your `settings.json`:
 
 ```json
diff --git a/docs/cli/commands.md b/docs/cli/commands.md
index f1446b4688..53959ba20f 100644
--- a/docs/cli/commands.md
+++ b/docs/cli/commands.md
@@ -154,7 +154,7 @@ Slash commands provide meta-level control over the CLI itself.
     edits made by a tool. If run without a tool call ID, it will list available
     checkpoints to restore from.
   - **Usage:** `/restore [tool_call_id]`
-  - **Note:** Only available if configured via
+  - **Note:** Only available if checkpointing is configured via
     [settings](../get-started/configuration.md). See
     [Checkpointing documentation](../cli/checkpointing.md) for more details.
 
diff --git a/docs/cli/configuration.md b/docs/cli/configuration.md
index 2b82318802..414677f78c 100644
--- a/docs/cli/configuration.md
+++ b/docs/cli/configuration.md
@@ -574,8 +574,6 @@ for that specific session.
 - **`--telemetry-log-prompts`**:
   - Enables logging of prompts for telemetry. See [telemetry](./telemetry.md)
     for more information.
-- **`--checkpointing`**:
-  - Enables [checkpointing](./checkpointing.md).
 - **`--extensions <extension_name ...>`** (**`-e <extension_name ...>`**):
   - Specifies a list of extensions to use for the session. If not provided, all
     available extensions are used.
diff --git a/docs/get-started/configuration-v1.md b/docs/get-started/configuration-v1.md
index 866028a975..1d871fd17e 100644
--- a/docs/get-started/configuration-v1.md
+++ b/docs/get-started/configuration-v1.md
@@ -692,8 +692,6 @@ for that specific session.
 - **`--telemetry-log-prompts`**:
   - Enables logging of prompts for telemetry. See
     [telemetry](../cli/telemetry.md) for more information.
-- **`--checkpointing`**:
-  - Enables [checkpointing](../cli/checkpointing.md).
 - **`--extensions <extension_name ...>`** (**`-e <extension_name ...>`**):
   - Specifies a list of extensions to use for the session. If not provided, all
     available extensions are used.