diff --git a/litellm/llms/bedrock/guardrail_attachments.py b/litellm/llms/bedrock/guardrail_attachments.py
index a66f1d815c0..b28e524ca4d 100644
--- a/litellm/llms/bedrock/guardrail_attachments.py
+++ b/litellm/llms/bedrock/guardrail_attachments.py
@@ -44,7 +44,7 @@ class _DocumentText(NamedTuple):
 class _Block(NamedTuple):
     block: Mapping[str, object]
     from_tool: bool
-    in_document: bool = False
+    document_depth: int = 0
 
 
 _Classified = _Image | _Unscannable | _DocumentText | None
@@ -64,6 +64,7 @@ _OPENAI_UNSCANNABLE_TYPES: Final = frozenset(
 )
 _ANTHROPIC_UNSCANNABLE_TYPES: Final = frozenset({"document", "container_upload"})
 _TEXT_DOCUMENT_SOURCE_TYPES: Final = frozenset({"text", "content"})
+_MAX_DOCUMENT_DEPTH: Final = 3
 _CONVERSE_UNSCANNABLE_KEYS: Final = ("document", "video", "audio")
 _MAX_IMAGE_BYTES: Final = 4 * 1024 * 1024
 _MAX_IMAGE_BASE64_CHARS: Final = -(-_MAX_IMAGE_BYTES // 3) * 4
@@ -85,11 +86,12 @@ def find_request_attachments(
     messages, classify, nested_tool_blocks = _messages_and_classifier(data, call_type)
     selected: Final = messages if not latest_user_message_only else _latest_user_message(messages)
     classified: Final = tuple(
-        result
-        for message in selected
-        for entry in _message_blocks(message, nested_tool_blocks)
-        if _in_scope(entry, skip_tool_messages, scan_only_tool_results)
-        and (result := _classify_entry(entry, classify)) is not None
+        chain.from_iterable(
+            _classify_entry(entry, classify)
+            for message in selected
+            for entry in _message_blocks(message, nested_tool_blocks)
+            if _in_scope(entry, skip_tool_messages, scan_only_tool_results)
+        )
     )
     return RequestAttachments(
         images=tuple(result.item for result in classified if isinstance(result, _Image)),
@@ -98,21 +100,32 @@ def find_request_attachments(
     )
 
 
-def _classify_entry(entry: _Block, classify: _BlockClassifier) -> _Classified:
+def _classify_entry(entry: _Block, classify: _BlockClassifier) -> tuple[_Image | _Unscannable | _DocumentText, ...]:
+    if entry.document_depth >= _MAX_DOCUMENT_DEPTH and _content_document_source(entry.block) is not None:
+        return (_Unscannable("document (nested too deep)"),)
     text: Final = _document_text(entry)
-    return _DocumentText(text) if text else classify(entry.block)
+    result: Final = classify(entry.block)
+    return tuple(item for item in (_DocumentText(text) if text else None, result) if item is not None)
 
 
-def _document_text(entry: _Block) -> str | None:
+def _document_text(entry: _Block) -> str:
+    """Return the text a block carries as part of a document: a nested text block, or a document's title, context and text source."""
     block: Final = entry.block
-    if entry.in_document:
-        text: Final = block.get("text") if block.get("type") == "text" else None
-        return text if isinstance(text, str) else None
-    source: Final = block.get("source") if block.get("type") == "document" else None
-    if not _is_mapping(source):
-        return None
-    source_text: Final = source.get("data") if source.get("type") == "text" else source.get("content")
-    return source_text if source.get("type") in _TEXT_DOCUMENT_SOURCE_TYPES and isinstance(source_text, str) else None
+    if entry.document_depth > 0 and block.get("type") == "text":
+        text: Final = block.get("text")
+        return text if isinstance(text, str) else ""
+    if block.get("type") != "document":
+        return ""
+    source: Final = block.get("source")
+    source_type: Final = source.get("type") if _is_mapping(source) else None
+    source_text: Final = (
+        (source.get("data") if source_type == "text" else source.get("content"))
+        if _is_mapping(source) and isinstance(source_type, str) and source_type in _TEXT_DOCUMENT_SOURCE_TYPES
+        else None
+    )
+    return "\n".join(
+        part for part in (block.get("title"), block.get("context"), source_text) if isinstance(part, str) and part
+    )
 
 
 def _messages_and_classifier(
@@ -182,15 +195,25 @@ def _with_document_contents(entries: Iterable[_Block]) -> tuple[_Block, ...]:
 
 
 def _with_document_content(entry: _Block) -> tuple[_Block, ...]:
-    source: Final = entry.block.get("source")
-    if entry.block.get("type") != "document" or not _is_mapping(source) or source.get("type") != "content":
+    source: Final = _content_document_source(entry.block)
+    if source is None or entry.document_depth >= _MAX_DOCUMENT_DEPTH:
         return (entry,)
     return (
         entry,
-        *(_Block(inner, from_tool=entry.from_tool, in_document=True) for inner in _mappings(source.get("content"))),
+        *chain.from_iterable(
+            _with_document_content(_Block(inner, from_tool=entry.from_tool, document_depth=entry.document_depth + 1))
+            for inner in _mappings(source.get("content"))
+        ),
     )
 
 
+def _content_document_source(block: Mapping[str, object]) -> Mapping[str, object] | None:
+    source: Final = block.get("source")
+    if block.get("type") != "document" or not _is_mapping(source) or source.get("type") != "content":
+        return None
+    return source
+
+
 def _in_scope(entry: _Block, skip_tool_messages: bool, scan_only_tool_results: bool) -> bool:
     return not skip_tool_messages if entry.from_tool else not scan_only_tool_results
 
diff --git a/tests/unit/llms/bedrock/test_guardrail_attachments.py b/tests/unit/llms/bedrock/test_guardrail_attachments.py
index c2657ce7077..9e571d4a5d9 100644
--- a/tests/unit/llms/bedrock/test_guardrail_attachments.py
+++ b/tests/unit/llms/bedrock/test_guardrail_attachments.py
@@ -479,3 +479,37 @@ def test_document_images_inside_a_tool_result_follow_the_tool_scope():
 
     assert list(scanned.images) == [_png_item()]
     assert skipped.images == ()
+
+
+def test_document_title_and_context_are_scanned_as_text():
+    text_doc = {
+        "type": "document",
+        "title": "record",
+        "context": "SSN 123-45-6789",
+        "source": {"type": "text", "media_type": "text/plain", "data": "body"},
+    }
+    pdf = {
+        "type": "document",
+        "context": "note",
+        "source": {"type": "base64", "media_type": "application/pdf", "data": PDF_B64},
+    }
+
+    found = find_request_attachments(_chat(text_doc, pdf), CallTypes.anthropic_messages.value, False, False)
+
+    assert found.document_texts == ("record\nSSN 123-45-6789\nbody", "note")
+    assert found.unscannable == ("document",)
+
+
+def _content_document(*inner: object) -> dict:
+    return {"type": "document", "source": {"type": "content", "content": list(inner)}}
+
+
+def test_nested_documents_are_scanned_and_deep_nesting_is_refused():
+    inner_text = {"type": "document", "source": {"type": "text", "media_type": "text/plain", "data": "inner"}}
+    nested = _content_document(inner_text, _content_document({"type": "text", "text": "deeper"}))
+    too_deep = _content_document(_content_document(_content_document(_content_document(TEXT))))
+
+    found = find_request_attachments(_chat(nested, too_deep), CallTypes.anthropic_messages.value, False, False)
+
+    assert found.document_texts == ("inner", "deeper")
+    assert found.unscannable == ("document (nested too deep)",)