diff --git a/docs/advanced/misc.rst b/docs/advanced/misc.rst
index 71960b803d..5c82d1f34c 100644
--- a/docs/advanced/misc.rst
+++ b/docs/advanced/misc.rst
@@ -361,3 +361,30 @@ before they are used as a parameter or return type of a function:
         pyFoo.def(py::init<const ns::Bar&>());
         pyBar.def(py::init<const ns::Foo&>());
     }
+
+Setting inner type hints in docstrings
+======================================
+
+When you use pybind11 wrappers for ``list``, ``dict``, and other generic python
+types, the docstring will just display the generic type. You can convey the
+inner types in the docstring by using a special 'typed' version of the generic
+type.
+
+.. code-block:: cpp
+
+    PYBIND11_MODULE(example, m) {
+        m.def("pass_list_of_str", [](py::List<py::str> arg) {
+            // arg can be used just like py::list
+        ));
+    }
+
+The following special types are available:
+
+* ``py::Tuple<Args...>``
+* ``py::Dict<K, V>``
+* ``py::List<V>``
+* ``py::Set<V>``
+* ``py::Callable<Signature>``
+
+.. warning:: Just like in python, these are merely hints. They don't actually
+             enforce the types of their contents at runtime or compile time.
diff --git a/include/pybind11/cast.h b/include/pybind11/cast.h
index b89e4946ad..24c5ea9f0c 100644
--- a/include/pybind11/cast.h
+++ b/include/pybind11/cast.h
@@ -906,6 +906,36 @@ struct handle_type_name<kwargs> {
     static constexpr auto name = const_name("**kwargs");
 };
 
+template <typename... Types>
+struct handle_type_name<Tuple<Types...>> {
+    static constexpr auto name
+        = const_name("Tuple[") + concat(make_caster<Types>::name...) + const_name("]");
+};
+
+template <typename K, typename V>
+struct handle_type_name<Dict<K, V>> {
+    static constexpr auto name = const_name("Dict[") + make_caster<K>::name + const_name(", ")
+                                 + make_caster<V>::name + const_name("]");
+};
+
+template <typename T>
+struct handle_type_name<List<T>> {
+    static constexpr auto name = const_name("List[") + make_caster<T>::name + const_name("]");
+};
+
+template <typename T>
+struct handle_type_name<Set<T>> {
+    static constexpr auto name = const_name("Set[") + make_caster<T>::name + const_name("]");
+};
+
+template <typename Return, typename... Args>
+struct handle_type_name<Callable<Return(Args...)>> {
+    using retval_type = conditional_t<std::is_same<Return, void>::value, void_type, Return>;
+    static constexpr auto name = const_name("Callable[[") + concat(make_caster<Args>::name...)
+                                 + const_name("], ") + make_caster<retval_type>::name
+                                 + const_name("]");
+};
+
 template <typename type>
 struct pyobject_caster {
     template <typename T = type, enable_if_t<std::is_same<T, handle>::value, int> = 0>
diff --git a/include/pybind11/pytypes.h b/include/pybind11/pytypes.h
index 37fc49a0e1..1f0f573563 100644
--- a/include/pybind11/pytypes.h
+++ b/include/pybind11/pytypes.h
@@ -1937,6 +1937,11 @@ class tuple : public object {
     detail::tuple_iterator end() const { return {*this, PyTuple_GET_SIZE(m_ptr)}; }
 };
 
+template <typename... Types>
+class Tuple : public tuple {
+    using tuple::tuple;
+};
+
 // We need to put this into a separate function because the Intel compiler
 // fails to compile enable_if_t<all_of<is_keyword_or_ds<Args>...>::value> part below
 // (tested with ICC 2021.1 Beta 20200827).
@@ -1984,6 +1989,11 @@ class dict : public object {
     }
 };
 
+template <typename K, typename V>
+class Dict : public dict {
+    using dict::dict;
+};
+
 class sequence : public object {
 public:
     PYBIND11_OBJECT_DEFAULT(sequence, object, PySequence_Check)
@@ -2043,6 +2053,11 @@ class list : public object {
     }
 };
 
+template <typename T>
+class List : public list {
+    using list::list;
+};
+
 class args : public tuple {
     PYBIND11_OBJECT_DEFAULT(args, tuple, PyTuple_Check)
 };
@@ -2080,6 +2095,11 @@ class set : public anyset {
     void clear() /* py-non-const */ { PySet_Clear(m_ptr); }
 };
 
+template <typename T>
+class Set : public set {
+    using set::set;
+};
+
 class frozenset : public anyset {
 public:
     PYBIND11_OBJECT_CVT(frozenset, anyset, PyFrozenSet_Check, PyFrozenSet_New)
@@ -2098,6 +2118,14 @@ class function : public object {
     bool is_cpp_function() const { return (bool) cpp_function(); }
 };
 
+template <typename Signature>
+class Callable;
+
+template <typename Return, typename... Args>
+class Callable<Return(Args...)> : public function {
+    using function::function;
+};
+
 class staticmethod : public object {
 public:
     PYBIND11_OBJECT_CVT(staticmethod, object, detail::PyStaticMethod_Check, PyStaticMethod_New)
diff --git a/tests/test_pytypes.cpp b/tests/test_pytypes.cpp
index 99237ccef7..5cdf01a6c1 100644
--- a/tests/test_pytypes.cpp
+++ b/tests/test_pytypes.cpp
@@ -804,4 +804,10 @@ TEST_SUBMODULE(pytypes, m) {
         a >>= b;
         return a;
     });
+
+    m.def("annotate_tuple_float_str", [](const py::Tuple<py::float_, py::str>&) {});
+    m.def("annotate_dict_str_int", [](const py::Dict<py::str, int>&) {});
+    m.def("annotate_list_int", [](const py::List<int>&) {});
+    m.def("annotate_set_str", [](const py::Set<std::string>&) {});
+    m.def("annotate_fn", [](const py::Callable<int(py::List<py::str>, py::str)>&) {});
 }
diff --git a/tests/test_pytypes.py b/tests/test_pytypes.py
index 3ed7b9c946..16264a1285 100644
--- a/tests/test_pytypes.py
+++ b/tests/test_pytypes.py
@@ -863,3 +863,32 @@ def test_inplace_lshift(a, b):
 def test_inplace_rshift(a, b):
     expected = a >> b
     assert m.inplace_rshift(a, b) == expected
+
+
+def test_tuple_annotations(doc):
+    assert (
+        doc(m.annotate_tuple_float_str)
+        == "annotate_tuple_float_str(arg0: Tuple[float, str]) -> None"
+    )
+
+
+def test_dict_annotations(doc):
+    assert (
+        doc(m.annotate_dict_str_int)
+        == "annotate_dict_str_int(arg0: Dict[str, int]) -> None"
+    )
+
+
+def test_list_annotations(doc):
+    assert doc(m.annotate_list_int) == "annotate_list_int(arg0: List[int]) -> None"
+
+
+def test_set_annotations(doc):
+    assert doc(m.annotate_set_str) == "annotate_set_str(arg0: Set[str]) -> None"
+
+
+def test_fn_annotations(doc):
+    assert (
+        doc(m.annotate_fn)
+        == "annotate_fn(arg0: Callable[[List[str], str], int]) -> None"
+    )