diff --git a/upath/implementations/cloud.py b/upath/implementations/cloud.py
index a8dd22f..cf0e85f 100644
--- a/upath/implementations/cloud.py
+++ b/upath/implementations/cloud.py
@@ -57,7 +57,7 @@ def iterdir(self):
 
     def relative_to(self, other, /, *_deprecated, walk_up=False):
         # use the parent implementation for the ValueError logic
-        return super().relative_to(other, *_deprecated, walk_up=False)
+        return super().relative_to(other, *_deprecated, walk_up=walk_up)
 
 
 class GCSPath(CloudPath):
diff --git a/upath/tests/implementations/test_azure.py b/upath/tests/implementations/test_azure.py
index 8605db6..82f88e9 100644
--- a/upath/tests/implementations/test_azure.py
+++ b/upath/tests/implementations/test_azure.py
@@ -65,11 +65,15 @@ def test_broken_mkdir(self):
 
     def test_relative_to(self):
         rel_path = UPath("az:///test_bucket/file.txt").relative_to(UPath("az:///test_bucket"))
-
         assert isinstance(rel_path, PosixUPath)
         assert not rel_path.is_absolute()
         assert 'file.txt' == rel_path.path 
 
+        walk_path = UPath("az:///test_bucket/file.txt").relative_to(UPath("az:///other_test_bucket"), walk_up=True)
+        assert isinstance(walk_path, PosixUPath)
+        assert not walk_path.is_absolute()
+        assert '../test_bucket/file.txt' == walk_path.path
+
         with pytest.raises(ValueError):
             UPath("az:///test_bucket/file.txt").relative_to(UPath("az:///prod_bucket"))
 
diff --git a/upath/tests/implementations/test_local.py b/upath/tests/implementations/test_local.py
index 2e18d87..0751c90 100644
--- a/upath/tests/implementations/test_local.py
+++ b/upath/tests/implementations/test_local.py
@@ -19,11 +19,15 @@ def test_is_LocalPath(self):
 
     def test_relative_to(self):
         rel_path = UPath("file:///test_bucket/file.txt").relative_to(UPath("file:///test_bucket"))
-
         assert isinstance(rel_path, PosixUPath)
         assert not rel_path.is_absolute()
         assert 'file.txt' == rel_path.path 
 
+        walk_path = UPath("file:///test_bucket/file.txt").relative_to(UPath("file:///other_test_bucket"), walk_up=True)
+        assert isinstance(walk_path, PosixUPath)
+        assert not walk_path.is_absolute()
+        assert '../test_bucket/file.txt' == walk_path.path
+
         with pytest.raises(ValueError):
             UPath("file:///test_bucket/file.txt").relative_to(UPath("file:///prod_bucket"))
 
@@ -31,6 +35,7 @@ def test_relative_to(self):
             UPath("file:///test_bucket/file.txt").relative_to(UPath("s3:///test_bucket"))
 
 
+
 @skip_on_windows
 @xfail_if_version("fsspec", lt="2023.10.0", reason="requires fsspec>=2023.10.0")
 class TestRayIOFSSpecLocal(BaseTests):
diff --git a/upath/tests/implementations/test_s3.py b/upath/tests/implementations/test_s3.py
index deeb379..9ae1611 100644
--- a/upath/tests/implementations/test_s3.py
+++ b/upath/tests/implementations/test_s3.py
@@ -39,11 +39,15 @@ def test_rmdir(self):
 
     def test_relative_to(self):
         rel_path = UPath("s3:///test_bucket/file.txt").relative_to(UPath("s3:///test_bucket"))
-
         assert isinstance(rel_path, PosixUPath)
         assert not rel_path.is_absolute()
         assert 'file.txt' == rel_path.path 
 
+        walk_path = UPath("s3:///test_bucket/file.txt").relative_to(UPath("s3:///other_test_bucket"), walk_up=True)
+        assert isinstance(walk_path, PosixUPath)
+        assert not walk_path.is_absolute()
+        assert '../test_bucket/file.txt' == walk_path.path 
+
         with pytest.raises(ValueError):
             UPath("s3:///test_bucket/file.txt").relative_to(UPath("s3:///prod_bucket"))