diff --git a/tasks/SixRealms/moon_sea/map.py b/tasks/SixRealms/moon_sea/map.py
index 3b95803d1e..c7d1d691d6 100644
--- a/tasks/SixRealms/moon_sea/map.py
+++ b/tasks/SixRealms/moon_sea/map.py
@@ -2,6 +2,8 @@
 import re
 import numpy as np
 from numpy import uint8, fromfile
+from module.base.timer import Timer
+from module.exception import GameStuckError
 from module.logger import logger
 
 from tasks.base_task import BaseTask
@@ -81,24 +83,27 @@ def enter_island(self, isl_type, isl_roi):
         if isl_type == MoonSeaType.island100:
             logger.warning('The island type was not recognized')
             logger.warning('Pick one at random, starting from the right')
+            timeout = Timer(15).start()
+            click_timer = Timer(1)
+            entrances = (
+                self.C_ISLAND_ENTER_1, self.C_ISLAND_ENTER_2, self.C_ISLAND_ENTER_3,
+                self.C_ISLAND_ENTER_4, self.C_ISLAND_ENTER_5, self.C_ISLAND_ENTER_6,
+            )
+            entrance_index = 0
             while 1:
                 self.screenshot()
                 if not self.in_main() and self.appear(self.I_BACK_EXIT):
                     break
-                if self.appear_then_click(self.I_UI_CANCEL, interval=1):
-                    continue
-                if self.click(self.C_ISLAND_ENTER_1, interval=2):
-                    continue
-                if self.click(self.C_ISLAND_ENTER_2, interval=2):
-                    continue
-                if self.click(self.C_ISLAND_ENTER_3, interval=2):
+                if timeout.reached():
+                    raise GameStuckError('Enter unknown island timeout')
+                if not click_timer.reached():
                     continue
-                if self.click(self.C_ISLAND_ENTER_4, interval=2):
-                    continue
-                if self.click(self.C_ISLAND_ENTER_5, interval=2):
-                    continue
-                if self.click(self.C_ISLAND_ENTER_6, interval=2):
+                if self.appear_then_click(self.I_UI_CANCEL, interval=1):
+                    click_timer.reset()
                     continue
+                self.click(entrances[entrance_index])
+                entrance_index = (entrance_index + 1) % len(entrances)
+                click_timer.reset()
             logger.info('Entering island randomly')
             return
         isl_roi = [isl_roi[0]-40, isl_roi[1] + 70, isl_roi[2] + 40, isl_roi[3]+40]
diff --git a/tests/test_six_realms_island_entry.py b/tests/test_six_realms_island_entry.py
new file mode 100644
index 0000000000..c40eb3fecf
--- /dev/null
+++ b/tests/test_six_realms_island_entry.py
@@ -0,0 +1,89 @@
+"""Exercise bounded island entry without a game or OCR service."""
+
+import unittest
+from types import SimpleNamespace
+from unittest.mock import patch
+
+from module.exception import GameStuckError
+from tasks.SixRealms.common import MoonSeaType
+from tasks.SixRealms.moon_sea.map import MoonSeaMap
+
+
+class OfflineMoonSea(MoonSeaMap):
+    def __init__(self, enter_after=None, cancel_visible=False):
+        # Skip Config/Device initialization, retaining the production click method.
+        self.device = SimpleNamespace(click=self.record_click)
+        self.now = 100.0
+        self.frames = 0
+        self.interval_timer = {}
+        self.events = []
+        self.enter_after = enter_after
+        self.cancel_visible = cancel_visible
+
+    def record_click(self, x, y, control_name):
+        self.events.append((self.now, control_name))
+
+    def screenshot(self):
+        self.now += 0.25
+        self.frames += 1
+        if self.frames > 80:
+            raise AssertionError("Island entry exceeded its timeout")
+
+    def in_main(self):
+        return self.enter_after is None or len(self.events) < self.enter_after
+
+    def appear(self, rule, **kwargs):
+        if rule is self.I_BACK_EXIT:
+            return not self.in_main()
+        if rule is self.I_UI_CANCEL:
+            return self.cancel_visible
+        return False
+
+    def appear_then_click(self, rule, **kwargs):
+        if not self.appear(rule):
+            return False
+        self.click(rule)
+        return True
+
+
+class IslandEntryTests(unittest.TestCase):
+    def enter_unknown(self, task):
+        with patch("module.base.timer.time.time", side_effect=lambda: task.now):
+            task.enter_island(MoonSeaType.island100, (0, 0, 0, 0))
+
+    def test_entry_stops_without_clicking_when_already_inside(self):
+        task = OfflineMoonSea(enter_after=0)
+        self.enter_unknown(task)
+        self.assertEqual(task.events, [])
+
+    def test_entry_cycles_in_order_with_one_shared_interval(self):
+        task = OfflineMoonSea(enter_after=8)
+        self.enter_unknown(task)
+        self.assertEqual(
+            [name for _, name in task.events],
+            [f"island_enter_{number}" for number in (1, 2, 3, 4, 5, 6, 1, 2)],
+        )
+        for earlier, later in zip(task.events, task.events[1:]):
+            self.assertGreaterEqual(later[0] - earlier[0], 1)
+
+    def test_unrecognized_page_times_out_instead_of_clicking_forever(self):
+        task = OfflineMoonSea()
+        with self.assertRaisesRegex(GameStuckError, "Enter unknown island timeout"):
+            self.enter_unknown(task)
+        self.assertGreater(task.now, 115)
+        self.assertLessEqual(task.now, 115.25)
+        self.assertLessEqual(len(task.events), 15)
+
+    def test_cancel_popup_obeys_interval_and_does_not_reset_timeout(self):
+        task = OfflineMoonSea(cancel_visible=True)
+        with self.assertRaises(GameStuckError):
+            self.enter_unknown(task)
+        self.assertTrue(task.events)
+        self.assertTrue(all(name == task.I_UI_CANCEL.name for _, name in task.events))
+        self.assertLessEqual(task.now, 115.25)
+        for earlier, later in zip(task.events, task.events[1:]):
+            self.assertGreaterEqual(later[0] - earlier[0], 1)
+
+
+if __name__ == "__main__":
+    unittest.main()