diff --git a/src/build.rs b/src/build.rs
index 9badcfa..48a726b 100644
--- a/src/build.rs
+++ b/src/build.rs
@@ -1,6 +1,6 @@
 use std::collections::HashMap;
 use std::hash::{DefaultHasher, Hash, Hasher};
-use std::io::Read;
+use std::io::{ErrorKind, Read};
 use std::path::{Path, PathBuf};
 use std::sync::atomic::{AtomicBool, Ordering};
 use std::sync::{Arc, Mutex};
@@ -1277,7 +1277,33 @@ pub fn cbuild(
                     from_build_targets.debug_info.as_ref(),
                     build_targets.debug_info.as_ref(),
                 ) {
-                    copy(from_debug_info, to_debug_info)?;
+                    if from_debug_info.exists() {
+                        create_dir_all(to_debug_info.parent().unwrap())?;
+                        if from_debug_info.is_dir() {
+                            let files =
+                                from_debug_info.read_dir()?.collect::<Result<Vec<_>, _>>()?;
+                            for f in files.iter() {
+                                let src = f.path();
+                                let file_name = src.strip_prefix(from_debug_info)?;
+                                let dst = to_debug_info.join(file_name);
+                                match std::fs::create_dir_all(
+                                    dst.parent().expect("Source path is not complete"),
+                                ) {
+                                    Ok(()) => Ok(()),
+                                    Err(v) => {
+                                        if v.kind() == ErrorKind::AlreadyExists {
+                                            Ok(())
+                                        } else {
+                                            Err(v)
+                                        }
+                                    }
+                                }?;
+                                copy(src, dst)?;
+                            }
+                        } else {
+                            copy(from_debug_info, to_debug_info)?;
+                        }
+                    }
                 }
             }
 
diff --git a/src/build_targets.rs b/src/build_targets.rs
index 53938bf..052355b 100644
--- a/src/build_targets.rs
+++ b/src/build_targets.rs
@@ -171,7 +171,8 @@ impl FileNames {
             "macos" | "ios" | "tvos" | "visionos" => {
                 let static_lib = targetdir.join(format!("lib{lib_name}.a"));
                 let shared_lib = targetdir.join(format!("lib{lib_name}.dylib"));
-                (shared_lib, static_lib, None, None, None)
+                let pdb = Some(targetdir.join(format!("lib{lib_name}.dSYM")));
+                (shared_lib, static_lib, None, pdb, None)
             }
             "windows" => {
                 let shared_lib = targetdir.join(format!("{lib_name}.dll"));
@@ -194,9 +195,8 @@ impl FileNames {
                     } else {
                         targetdir.join(format!("{lib_name}.dll.a"))
                     };
-                    let pdb = None;
 
-                    (shared_lib, static_lib, Some(impl_lib), pdb, Some(def))
+                    (shared_lib, static_lib, Some(impl_lib), None, Some(def))
                 }
             }
             _ => return None,
@@ -269,7 +269,7 @@ mod test {
                 static_lib: PathBuf::from("/foo/bar/libferris.a"),
                 shared_lib: PathBuf::from("/foo/bar/libferris.dylib"),
                 impl_lib: None,
-                debug_info: None,
+                debug_info: Some(PathBuf::from("/foo/bar/libferris.dSYM")),
                 def: None,
             };
 
diff --git a/src/install.rs b/src/install.rs
index a934c32..f093af0 100644
--- a/src/install.rs
+++ b/src/install.rs
@@ -1,4 +1,5 @@
 use clap::ArgMatches;
+use std::io::ErrorKind;
 use std::path::{Component, Path, PathBuf};
 
 use cargo::core::Workspace;
@@ -285,12 +286,42 @@ pub fn cinstall(ws: &Workspace, packages: &[CPackage]) -> anyhow::Result<()> {
                 ws.gctx()
                     .shell()
                     .status("Installing", "debugging information")?;
-                let destination_path = build_targets
-                    .debug_info_file_name(&install_path_bin, &install_path_lib)
-                    .unwrap();
+
+                let destination_path = if capi_config.library.install_subdir.is_none() {
+                    build_targets
+                        .debug_info_file_name(&install_path_bin, &install_path_lib)
+                        .unwrap()
+                } else {
+                    // We assume they are plugins, install them in the custom libdir path
+                    build_targets
+                        .debug_info_file_name(&install_path_lib, &install_path_lib)
+                        .unwrap()
+                };
 
                 create_dir_all(destination_path.parent().unwrap())?;
-                copy(ws, debug_info, destination_path)?;
+                if debug_info.is_dir() {
+                    let files = debug_info.read_dir()?.collect::<Result<Vec<_>, _>>()?;
+                    for f in files.iter() {
+                        let src = f.path();
+                        let file_name = src.strip_prefix(debug_info)?;
+                        let dst = destination_path.join(file_name);
+                        match std::fs::create_dir_all(
+                            dst.parent().expect("Source path is not complete"),
+                        ) {
+                            Ok(()) => Ok(()),
+                            Err(v) => {
+                                if v.kind() == ErrorKind::AlreadyExists {
+                                    Ok(())
+                                } else {
+                                    Err(v)
+                                }
+                            }
+                        }?;
+                        copy(ws, src, dst)?;
+                    }
+                } else {
+                    copy(ws, debug_info, destination_path)?;
+                }
             } else {
                 ws.gctx()
                     .shell()