diff --git a/sky/provision/do/utils.py b/sky/provision/do/utils.py
index 4ca35dee7e7..012c666706f 100644
--- a/sky/provision/do/utils.py
+++ b/sky/provision/do/utils.py
@@ -42,24 +42,33 @@ def _init_client():
     global _client, CREDENTIALS_PATH
     if _client is None:
         CREDENTIALS_PATH = None
+        credentials_found = 0
         for path in POSSIBLE_CREDENTIALS_PATHS:
             if os.path.exists(path):
                 CREDENTIALS_PATH = path
+                credentials_found += 1
+                logger.debug(f'Digital Ocean credential path found at {path}')
+        assert credentials_found == 1, 'more than 1 credential file found'
         if CREDENTIALS_PATH is None:
             raise DigitalOceanError(
                 'no credentials file found from '
                 f'the following paths {POSSIBLE_CREDENTIALS_PATHS}')
 
-        try:
-            api_token = common_utils.read_yaml(
-                CREDENTIALS_PATH)['auth-contexts']['skypilot']
-        except KeyError as e:
-            raise KeyError('No valid token found for skypilot.'
-                           'Try setting your auth token'
-                           'to the skypilot context,'
-                           '`doctl auth init --context skypilot`') from e
-
-        _client = do.pydo.Client(token=api_token)
+        auth_contexts = common_utils.read_yaml(
+            CREDENTIALS_PATH)['auth-contexts']
+        for context, api_token in auth_contexts.items():
+            try:
+                test_client = do.pydo.Client(token=api_token)
+                test_client.droplets.list()
+                logger.debug(f'using {context} context')
+                _client = test_client
+                break
+            except do.exceptions().HttpResponseError:
+                continue
+        else:
+            raise DigitalOceanError(
+                'no valid api tokens found try '
+                'setting a new API token with `doctl auth init`')
     return _client