diff --git a/sentry_sdk/_lru_cache.py b/sentry_sdk/_lru_cache.py
index ec557b1093..825c773529 100644
--- a/sentry_sdk/_lru_cache.py
+++ b/sentry_sdk/_lru_cache.py
@@ -62,7 +62,7 @@
 
 """
 
-from copy import copy
+from copy import copy, deepcopy
 
 SENTINEL = object()
 
@@ -95,7 +95,7 @@ def __copy__(self):
         cache = LRUCache(self.max_size)
         cache.full = self.full
         cache.cache = copy(self.cache)
-        cache.root = copy(self.root)
+        cache.root = deepcopy(self.root)
         return cache
 
     def set(self, key, value):
@@ -167,7 +167,15 @@ def get(self, key, default=None):
     def get_all(self):
         nodes = []
         node = self.root[NEXT]
-        while node is not self.root:
+
+        # To ensure the loop always terminates we iterate to the maximum
+        # size of the LRU cache.
+        for _ in range(self.max_size):
+            # The cache may not be full. We exit early if we've wrapped
+            # around to the head.
+            if node is self.root:
+                break
             nodes.append((node[KEY], node[VALUE]))
             node = node[NEXT]
+
         return nodes
diff --git a/tests/test_lru_cache.py b/tests/test_lru_cache.py
index 3e9c0ac964..cab9bbc7eb 100644
--- a/tests/test_lru_cache.py
+++ b/tests/test_lru_cache.py
@@ -1,4 +1,5 @@
 import pytest
+from copy import copy
 
 from sentry_sdk._lru_cache import LRUCache
 
@@ -58,3 +59,20 @@ def test_cache_get_all():
     assert cache.get_all() == [(1, 1), (2, 2), (3, 3)]
     cache.get(1)
     assert cache.get_all() == [(2, 2), (3, 3), (1, 1)]
+
+
+def test_cache_copy():
+    cache = LRUCache(3)
+    cache.set(0, 0)
+    cache.set(1, 1)
+
+    copied = copy(cache)
+    cache.set(2, 2)
+    cache.set(3, 3)
+    assert copied.get_all() == [(0, 0), (1, 1)]
+    assert cache.get_all() == [(1, 1), (2, 2), (3, 3)]
+
+    copied = copy(cache)
+    cache.get(1)
+    assert copied.get_all() == [(1, 1), (2, 2), (3, 3)]
+    assert cache.get_all() == [(2, 2), (3, 3), (1, 1)]