diff --git a/src/core/Cline.ts b/src/core/Cline.ts
index 870db843b76..fd8ce3e9a2f 100644
--- a/src/core/Cline.ts
+++ b/src/core/Cline.ts
@@ -158,7 +158,7 @@ export class Cline {
 		apiConfiguration,
 		customInstructions,
 		enableDiff,
-		enableCheckpoints = false,
+		enableCheckpoints = true,
 		checkpointStorage = "task",
 		fuzzyMatchThreshold,
 		task,
diff --git a/src/core/webview/ClineProvider.ts b/src/core/webview/ClineProvider.ts
index 70feb45c2fc..e1d67b5a287 100644
--- a/src/core/webview/ClineProvider.ts
+++ b/src/core/webview/ClineProvider.ts
@@ -2389,7 +2389,7 @@ export class ClineProvider implements vscode.WebviewViewProvider {
 			allowedCommands: stateValues.allowedCommands,
 			soundEnabled: stateValues.soundEnabled ?? false,
 			diffEnabled: stateValues.diffEnabled ?? true,
-			enableCheckpoints: stateValues.enableCheckpoints ?? false,
+			enableCheckpoints: stateValues.enableCheckpoints ?? true,
 			checkpointStorage: stateValues.checkpointStorage ?? "task",
 			soundVolume: stateValues.soundVolume,
 			browserViewportSize: stateValues.browserViewportSize ?? "900x600",