diff --git a/lib/rbi/printer.rb b/lib/rbi/printer.rb
index ac2589b7..9d179ee4 100644
--- a/lib/rbi/printer.rb
+++ b/lib/rbi/printer.rb
@@ -97,7 +97,7 @@ def accept_printer(v)
         v.visit_all(comments)
       end
 
-      unless root.empty?
+      unless root.empty? && root.comments.empty?
         v.printn if strictness || !comments.empty?
         v.visit(root)
       end
diff --git a/test/rbi/printer_test.rb b/test/rbi/printer_test.rb
index 19842ec6..9c565ef7 100644
--- a/test/rbi/printer_test.rb
+++ b/test/rbi/printer_test.rb
@@ -626,6 +626,17 @@ def test_print_empty_comments
       RBI
     end
 
+    def test_print_empty_trees_with_comments
+      rbi = RBI::File.new(strictness: "true")
+      rbi.root.comments << RBI::Comment.new("foo")
+
+      assert_equal(<<~RBI, rbi.string)
+        # typed: true
+
+        # foo
+      RBI
+    end
+
     def test_print_params_inline_comments
       comments = [RBI::Comment.new("comment")]