diff --git a/python/ray/tune/execution/trial_runner.py b/python/ray/tune/execution/trial_runner.py
index df5946f94b39..aa7817dee87e 100644
--- a/python/ray/tune/execution/trial_runner.py
+++ b/python/ray/tune/execution/trial_runner.py
@@ -202,7 +202,7 @@ def on_trial_checkpoint(self, trial: Trial):
         self._trial_num_checkpoints_since_last_sync[trial] += 1
         if (
             self._trial_num_checkpoints_since_last_sync[trial]
-            > self._sync_every_n_trial_checkpoints
+            >= self._sync_every_n_trial_checkpoints
         ):
             self._should_force_cloud_sync = True
 
diff --git a/python/ray/tune/tests/test_syncer.py b/python/ray/tune/tests/test_syncer.py
index 9627f140b032..6cd5496bd8dc 100644
--- a/python/ray/tune/tests/test_syncer.py
+++ b/python/ray/tune/tests/test_syncer.py
@@ -13,10 +13,11 @@
 import ray
 import ray.cloudpickle as pickle
 from ray import tune
-from ray.air import Checkpoint
+from ray.air import session, Checkpoint, RunConfig
 from ray.tune import TuneError
 from ray.tune.syncer import Syncer, _DefaultSyncer
 from ray.tune.utils.file_transfer import _pack_dir, _unpack_dir
+from ray.air._internal.remote_storage import upload_to_uri, download_from_uri
 
 
 @pytest.fixture
@@ -606,6 +607,62 @@ def test_syncer_serialize(temp_data_dirs):
     pickle.dumps(syncer)
 
 
+def test_final_experiment_checkpoint_sync(tmpdir):
+    class SlowSyncer(_DefaultSyncer):
+        def __init__(self, **kwargs):
+            super(_DefaultSyncer, self).__init__(**kwargs)
+            self._num_syncs = 0
+
+        def _sync_up_command(self, local_path, uri, exclude):
+            def slow_upload(local_path, uri, exclude):
+                # Sleep to check that experiment doesn't exit without waiting
+                time.sleep(2)
+                upload_to_uri(local_path, uri, exclude)
+                self._num_syncs += 1
+
+            return (
+                slow_upload,
+                dict(local_path=local_path, uri=uri, exclude=exclude),
+            )
+
+    # Long sync period so there will only be 2 experiment checkpoints:
+    # One at the beginning which always happens, then a forced checkpoint at the
+    # end of the experiment.
+    syncer = SlowSyncer(sync_period=60)
+
+    def train_func(config):
+        for i in range(8):
+            session.report({"score": i})
+            time.sleep(0.5)
+
+    tuner = tune.Tuner(
+        train_func,
+        run_config=RunConfig(
+            name="exp_name",
+            sync_config=tune.SyncConfig(
+                upload_dir="memory:///test_upload_dir", syncer=syncer
+            ),
+        ),
+    )
+    results = tuner.fit()
+    assert not results.errors
+
+    # Check the contents of the upload_dir immediately after the experiment
+    # This won't be up to date if we don't wait on the last sync
+    download_from_uri("memory:///test_upload_dir/exp_name", tmpdir)
+    cloud_results = tune.Tuner.restore(str(tmpdir)).get_results()
+    last_reported_iter = cloud_results[0].metrics.get("training_iteration", None)
+    assert last_reported_iter == 8, (
+        "Experiment did not wait to finish the final experiment sync before exiting. "
+        "The last reported training iteration synced to the remote dir was "
+        f"{last_reported_iter}. (None if no results are synced.)"
+    )
+    assert syncer._num_syncs == 2, (
+        "Should have seen 2 syncs, once at the beginning of the experiment, and one "
+        f"forced sync at the end. Got {syncer._num_syncs} syncs instead."
+    )
+
+
 if __name__ == "__main__":
     import sys
 
diff --git a/python/ray/tune/tests/test_trial_runner_3.py b/python/ray/tune/tests/test_trial_runner_3.py
index 19bcc7723695..9b0c10f6db4b 100644
--- a/python/ray/tune/tests/test_trial_runner_3.py
+++ b/python/ray/tune/tests/test_trial_runner_3.py
@@ -953,6 +953,7 @@ def delete(self, remote_dir: str) -> bool:
             sync_config=SyncConfig(upload_dir="fake", syncer=syncer),
             remote_checkpoint_dir="fake",
             trial_checkpoint_config=checkpoint_config,
+            checkpoint_period=100,  # Only rely on forced syncing
             trial_executor=RayTrialExecutor(resource_manager=self._resourceManager()),
         )
 
@@ -976,9 +977,14 @@ def should_checkpoint(self):
                 runner.step()
         assert any("syncing has been triggered multiple" in x for x in buffer)
 
-        # we should sync 4 times - every 2 checkpoints, but the last sync will not
-        # happen as the experiment finishes before it is triggered
-        assert syncer.sync_up_counter == 4
+        # We should sync 6 times:
+        # The first checkpoint happens when the experiment starts,
+        # since no checkpoints have happened yet
+        # (This corresponds to the new_trial event in the runner loop)
+        # Then, every num_to_keep=2 checkpoints, we should perform a forced checkpoint
+        # which results in 5 more checkpoints (running for 10 iterations),
+        # giving a total of 6
+        assert syncer.sync_up_counter == 6
 
     def getHangingSyncer(self, sync_period: float, sync_timeout: float):
         def _hanging_sync_up_command(*args, **kwargs):
diff --git a/python/ray/tune/tune.py b/python/ray/tune/tune.py
index feb758411509..cdcaa6a7fdb3 100644
--- a/python/ray/tune/tune.py
+++ b/python/ray/tune/tune.py
@@ -736,6 +736,9 @@ class and registered trainables.
 
     try:
         runner.checkpoint(force=True)
+        # Wait for the final remote directory sync to finish before exiting
+        if runner._syncer:
+            runner._syncer.wait()
     except Exception as e:
         logger.warning(f"Trial Runner checkpointing failed: {str(e)}")