diff --git a/.clang-tidy b/.clang-tidy
index 23018386c..96cb6f582 100644
--- a/.clang-tidy
+++ b/.clang-tidy
@@ -57,10 +57,12 @@ Checks: |
   readability-string-compare,
   readability-suspicious-call-argument,
   readability-uniqueptr-delete-release,
+  -bugprone-chained-comparison,
   -bugprone-easily-swappable-parameters,
   -bugprone-exception-escape,
   -bugprone-reserved-identifier,
   -bugprone-unused-raii,
+  -performance-enum-size,
 
 CheckOptions:
 - key:             modernize-use-equals-default.IgnoreMacros
diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index 041e0dfb3..06c53bf10 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -340,6 +340,12 @@ jobs:
           - clang: 16
             std: 20
             container_suffix: "-bullseye"
+          - clang: 17
+            std: 20
+            container_suffix: "-bookworm"
+          - clang: 18
+            std: 20
+            container_suffix: "-bookworm"
 
     name: "🐍 3 • Clang ${{ matrix.clang }} • C++${{ matrix.std }} • x64"
     container: "silkeh/clang:${{ matrix.clang }}${{ matrix.container_suffix }}"
diff --git a/.github/workflows/format.yml b/.github/workflows/format.yml
index 1eaa56e1c..e50dc0bb7 100644
--- a/.github/workflows/format.yml
+++ b/.github/workflows/format.yml
@@ -41,7 +41,7 @@ jobs:
     # in .github/CONTRIBUTING.md and update as needed.
     name: Clang-Tidy
     runs-on: ubuntu-latest
-    container: silkeh/clang:15-bullseye
+    container: silkeh/clang:18-bookworm
     steps:
     - uses: actions/checkout@v4
 
diff --git a/include/pybind11/detail/internals.h b/include/pybind11/detail/internals.h
index 3f0a6a949..692e8d396 100644
--- a/include/pybind11/detail/internals.h
+++ b/include/pybind11/detail/internals.h
@@ -553,7 +553,7 @@ PYBIND11_NOINLINE internals &get_internals() {
         }
 #endif
         internals_ptr->istate = tstate->interp;
-        state_dict[PYBIND11_INTERNALS_ID] = capsule(internals_pp);
+        state_dict[PYBIND11_INTERNALS_ID] = capsule(reinterpret_cast<void *>(internals_pp));
         internals_ptr->registered_exception_translators.push_front(&translate_exception);
         internals_ptr->static_property_type = make_static_property_type();
         internals_ptr->default_metaclass = make_default_metaclass();
diff --git a/include/pybind11/detail/type_caster_base.h b/include/pybind11/detail/type_caster_base.h
index 1b57ee83c..481b7c783 100644
--- a/include/pybind11/detail/type_caster_base.h
+++ b/include/pybind11/detail/type_caster_base.h
@@ -428,7 +428,7 @@ PYBIND11_NOINLINE void instance::allocate_layout() {
 // NOLINTNEXTLINE(readability-make-member-function-const)
 PYBIND11_NOINLINE void instance::deallocate_layout() {
     if (!simple_layout) {
-        PyMem_Free(nonsimple.values_and_holders);
+        PyMem_Free(reinterpret_cast<void *>(nonsimple.values_and_holders));
     }
 }
 
diff --git a/include/pybind11/eigen/tensor.h b/include/pybind11/eigen/tensor.h
index d4ed6c0ca..14bb91c40 100644
--- a/include/pybind11/eigen/tensor.h
+++ b/include/pybind11/eigen/tensor.h
@@ -469,9 +469,6 @@ struct type_caster<Eigen::TensorMap<Type, Options>,
                 parent_object = reinterpret_borrow<object>(parent);
                 break;
 
-            case return_value_policy::take_ownership:
-                delete src;
-                // fallthrough
             default:
                 // move, take_ownership don't make any sense for a ref/map:
                 pybind11_fail("Invalid return_value_policy for Eigen Map type, must be either "
diff --git a/include/pybind11/numpy.h b/include/pybind11/numpy.h
index 05ef3918b..09894cf74 100644
--- a/include/pybind11/numpy.h
+++ b/include/pybind11/numpy.h
@@ -901,7 +901,11 @@ public:
 
     template <typename T>
     array(ShapeContainer shape, StridesContainer strides, const T *ptr, handle base = handle())
-        : array(pybind11::dtype::of<T>(), std::move(shape), std::move(strides), ptr, base) {}
+        : array(pybind11::dtype::of<T>(),
+                std::move(shape),
+                std::move(strides),
+                reinterpret_cast<const void *>(ptr),
+                base) {}
 
     template <typename T>
     array(ShapeContainer shape, const T *ptr, handle base = handle())
@@ -1986,7 +1990,7 @@ private:
         // Pointers to values the function was called with; the vectorized ones set here will start
         // out as array_t<T> pointers, but they will be changed them to T pointers before we make
         // call the wrapped function.  Non-vectorized pointers are left as-is.
-        std::array<void *, N> params{{&args...}};
+        std::array<void *, N> params{{reinterpret_cast<void *>(&args)...}};
 
         // The array of `buffer_info`s of vectorized arguments:
         std::array<buffer_info, NVectorized> buffers{
diff --git a/include/pybind11/stl/filesystem.h b/include/pybind11/stl/filesystem.h
index 85c131efe..935d79481 100644
--- a/include/pybind11/stl/filesystem.h
+++ b/include/pybind11/stl/filesystem.h
@@ -33,6 +33,13 @@
 PYBIND11_NAMESPACE_BEGIN(PYBIND11_NAMESPACE)
 PYBIND11_NAMESPACE_BEGIN(detail)
 
+#ifdef PYPY_VERSION
+#    define PYBIND11_REINTERPRET_CAST_VOID_PTR_IF_NOT_PYPY(...) (__VA_ARGS__)
+#else
+#    define PYBIND11_REINTERPRET_CAST_VOID_PTR_IF_NOT_PYPY(...)                                   \
+        (reinterpret_cast<void *>(__VA_ARGS__))
+#endif
+
 #if defined(PYBIND11_HAS_FILESYSTEM) || defined(PYBIND11_HAS_EXPERIMENTAL_FILESYSTEM)
 template <typename T>
 struct path_caster {
@@ -72,7 +79,8 @@ public:
         }
         PyObject *native = nullptr;
         if constexpr (std::is_same_v<typename T::value_type, char>) {
-            if (PyUnicode_FSConverter(buf, &native) != 0) {
+            if (PyUnicode_FSConverter(buf, PYBIND11_REINTERPRET_CAST_VOID_PTR_IF_NOT_PYPY(&native))
+                != 0) {
                 if (auto *c_str = PyBytes_AsString(native)) {
                     // AsString returns a pointer to the internal buffer, which
                     // must not be free'd.
@@ -80,7 +88,8 @@ public:
                 }
             }
         } else if constexpr (std::is_same_v<typename T::value_type, wchar_t>) {
-            if (PyUnicode_FSDecoder(buf, &native) != 0) {
+            if (PyUnicode_FSDecoder(buf, PYBIND11_REINTERPRET_CAST_VOID_PTR_IF_NOT_PYPY(&native))
+                != 0) {
                 if (auto *c_str = PyUnicode_AsWideCharString(native, nullptr)) {
                     // AsWideCharString returns a new string that must be free'd.
                     value = c_str; // Copies the string.
diff --git a/include/pybind11/stl_bind.h b/include/pybind11/stl_bind.h
index 66c452ea7..fcb48dea3 100644
--- a/include/pybind11/stl_bind.h
+++ b/include/pybind11/stl_bind.h
@@ -180,7 +180,7 @@ void vector_modifiers(
                         v.end());
                 try {
                     v.shrink_to_fit();
-                } catch (const std::exception &) {
+                } catch (const std::exception &) { // NOLINT(bugprone-empty-catch)
                     // Do nothing
                 }
                 throw;
diff --git a/tests/constructor_stats.h b/tests/constructor_stats.h
index 937f6c233..9a5754fed 100644
--- a/tests/constructor_stats.h
+++ b/tests/constructor_stats.h
@@ -190,7 +190,7 @@ public:
                     t1 = &p.first;
                 }
             }
-        } catch (const std::out_of_range &) {
+        } catch (const std::out_of_range &) { // NOLINT(bugprone-empty-catch)
         }
         if (!t1) {
             throw std::runtime_error("Unknown class passed to ConstructorStats::get()");
diff --git a/tests/test_eigen_tensor.inl b/tests/test_eigen_tensor.inl
index 25cf29f15..3b3641e8d 100644
--- a/tests/test_eigen_tensor.inl
+++ b/tests/test_eigen_tensor.inl
@@ -147,33 +147,39 @@ void init_tensor_module(pybind11::module &m) {
 
     m.def(
         "take_fixed_tensor",
-
         []() {
             Eigen::aligned_allocator<
                 Eigen::TensorFixedSize<double, Eigen::Sizes<3, 5, 2>, Options>>
                 allocator;
-            return new (allocator.allocate(1))
+            static auto *obj = new (allocator.allocate(1))
                 Eigen::TensorFixedSize<double, Eigen::Sizes<3, 5, 2>, Options>(
                     get_fixed_tensor<Options>());
+            return obj; // take_ownership will fail.
         },
         py::return_value_policy::take_ownership);
 
     m.def(
         "take_tensor",
-        []() { return new Eigen::Tensor<double, 3, Options>(get_tensor<Options>()); },
+        []() {
+            static auto *obj = new Eigen::Tensor<double, 3, Options>(get_tensor<Options>());
+            return obj; // take_ownership will fail.
+        },
         py::return_value_policy::take_ownership);
 
     m.def(
         "take_const_tensor",
         []() -> const Eigen::Tensor<double, 3, Options> * {
-            return new Eigen::Tensor<double, 3, Options>(get_tensor<Options>());
+            static auto *obj = new Eigen::Tensor<double, 3, Options>(get_tensor<Options>());
+            return obj; // take_ownership will fail.
         },
         py::return_value_policy::take_ownership);
 
     m.def(
         "take_view_tensor",
         []() -> const Eigen::TensorMap<Eigen::Tensor<double, 3, Options>> * {
-            return new Eigen::TensorMap<Eigen::Tensor<double, 3, Options>>(get_tensor<Options>());
+            static auto *obj
+                = new Eigen::TensorMap<Eigen::Tensor<double, 3, Options>>(get_tensor<Options>());
+            return obj; // take_ownership will fail.
         },
         py::return_value_policy::take_ownership);
 
diff --git a/tests/test_modules.cpp b/tests/test_modules.cpp
index 18a7ec74c..7f01687c7 100644
--- a/tests/test_modules.cpp
+++ b/tests/test_modules.cpp
@@ -90,32 +90,32 @@ TEST_SUBMODULE(modules, m) {
         try {
             py::class_<Dupe1>(dm, "Dupe1");
             failures.append("Dupe1 class");
-        } catch (std::runtime_error &) {
+        } catch (std::runtime_error &) { // NOLINT(bugprone-empty-catch)
         }
         try {
             dm.def("Dupe1", []() { return Dupe1(); });
             failures.append("Dupe1 function");
-        } catch (std::runtime_error &) {
+        } catch (std::runtime_error &) { // NOLINT(bugprone-empty-catch)
         }
         try {
             py::class_<Dupe3>(dm, "dupe1_factory");
             failures.append("dupe1_factory");
-        } catch (std::runtime_error &) {
+        } catch (std::runtime_error &) { // NOLINT(bugprone-empty-catch)
         }
         try {
             py::exception<Dupe3>(dm, "Dupe2");
             failures.append("Dupe2");
-        } catch (std::runtime_error &) {
+        } catch (std::runtime_error &) { // NOLINT(bugprone-empty-catch)
         }
         try {
             dm.def("DupeException", []() { return 30; });
             failures.append("DupeException1");
-        } catch (std::runtime_error &) {
+        } catch (std::runtime_error &) { // NOLINT(bugprone-empty-catch)
         }
         try {
             py::class_<DupeException>(dm, "DupeException");
             failures.append("DupeException2");
-        } catch (std::runtime_error &) {
+        } catch (std::runtime_error &) { // NOLINT(bugprone-empty-catch)
         }
 
         return failures;
diff --git a/tests/test_numpy_dtypes.cpp b/tests/test_numpy_dtypes.cpp
index ed77ec024..596d90274 100644
--- a/tests/test_numpy_dtypes.cpp
+++ b/tests/test_numpy_dtypes.cpp
@@ -266,6 +266,8 @@ py::array_t<int32_t, 0> test_array_ctors(int i) {
             return fill(arr_t(buf_ndim1_null));
         case 44:
             return fill(py::array(buf_ndim1_null));
+        default:
+            break;
     }
     return arr_t();
 }
diff --git a/tests/test_opaque_types.cpp b/tests/test_opaque_types.cpp
index 0386dba03..154d0a8d3 100644
--- a/tests/test_opaque_types.cpp
+++ b/tests/test_opaque_types.cpp
@@ -65,7 +65,7 @@ TEST_SUBMODULE(opaque_types, m) {
 
     m.def("return_unique_ptr", []() -> std::unique_ptr<StringList> {
         auto *result = new StringList();
-        result->push_back("some value");
+        result->emplace_back("some value");
         return std::unique_ptr<StringList>(result);
     });
 
diff --git a/tests/test_tagbased_polymorphic.cpp b/tests/test_tagbased_polymorphic.cpp
index 12ba6532f..24b49021b 100644
--- a/tests/test_tagbased_polymorphic.cpp
+++ b/tests/test_tagbased_polymorphic.cpp
@@ -74,6 +74,7 @@ std::vector<std::unique_ptr<Animal>> create_zoo() {
     // simulate some new type of Dog that the Python bindings
     // haven't been updated for; it should still be considered
     // a Dog, not just an Animal.
+    // NOLINTNEXTLINE(clang-analyzer-optin.core.EnumCastOutOfRange)
     ret.emplace_back(new Dog("Ginger", Dog::Kind(150)));
 
     ret.emplace_back(new Chihuahua("Hertzl"));