diff --git a/crates/uv-cli/src/lib.rs b/crates/uv-cli/src/lib.rs
index 15cad6342789f..4f967b7b92f98 100644
--- a/crates/uv-cli/src/lib.rs
+++ b/crates/uv-cli/src/lib.rs
@@ -9,7 +9,8 @@ use clap::{Args, Parser, Subcommand};
 use distribution_types::{FlatIndexLocation, IndexUrl};
 use uv_cache::CacheArgs;
 use uv_configuration::{
-    ConfigSettingEntry, IndexStrategy, KeyringProviderType, PackageNameSpecifier, TargetTriple,
+    ConfigSettingEntry, IndexStrategy, KeyringProviderType, PackageNameSpecifier,
+    TargetTriple,
 };
 use uv_normalize::{ExtraName, PackageName};
 use uv_resolver::{AnnotationStyle, ExcludeNewer, PreReleaseMode, ResolutionMode};
@@ -1889,6 +1890,12 @@ pub struct ToolInstallArgs {
     #[command(flatten)]
     pub refresh: RefreshArgs,
 
+    /// Force installation of the tool.
+    ///
+    /// Will replace any existing entrypoints with the same name in the executable directory.
+    #[arg(long)]
+    pub force: bool,
+
     /// The Python interpreter to use to build the run environment.
     ///
     /// By default, `uv` uses the virtual environment in the current working directory or any parent
diff --git a/crates/uv/src/commands/tool/install.rs b/crates/uv/src/commands/tool/install.rs
index 4dafd0ccc33d1..088de34610a94 100644
--- a/crates/uv/src/commands/tool/install.rs
+++ b/crates/uv/src/commands/tool/install.rs
@@ -1,3 +1,4 @@
+use std::ffi::OsString;
 use std::fmt::Write;
 use std::str::FromStr;
 
@@ -29,6 +30,7 @@ pub(crate) async fn install(
     python: Option<String>,
     from: Option<String>,
     with: Vec<String>,
+    force: bool,
     settings: ResolverInstallerSettings,
     _isolated: bool,
     preview: PreviewMode,
@@ -45,10 +47,14 @@ pub(crate) async fn install(
 
     let installed_tools = InstalledTools::from_settings()?;
 
-    // TODO(zanieb): Allow replacing an existing tool
+    // TODO(zanieb): Automatically replace an existing tool if the request differs
     if installed_tools.find_tool_entry(&name)?.is_some() {
-        writeln!(printer.stderr(), "Tool `{name}` is already installed.")?;
-        return Ok(ExitStatus::Failure);
+        if force {
+            debug!("Replacing existing tool due to `--force` flag.");
+        } else {
+            writeln!(printer.stderr(), "Tool `{name}` is already installed.")?;
+            return Ok(ExitStatus::Failure);
+        }
     }
 
     // TODO(zanieb): Figure out the interface here, do we infer the name or do we match the `run --from` interface?
@@ -112,6 +118,8 @@ pub(crate) async fn install(
     fs_err::create_dir_all(&executable_directory)
         .context("Failed to create executable directory")?;
 
+    debug!("Installing into {}", executable_directory.user_display());
+
     let entrypoints = entrypoint_paths(
         &environment,
         installed_dist.name(),
@@ -119,11 +127,50 @@ pub(crate) async fn install(
         None,
     )?;
 
+    // Determine the entry points targets
+    let targets = entrypoints
+        .into_iter()
+        .map(|(name, path)| {
+            let target = executable_directory.join(
+                path.file_name()
+                    .map(std::borrow::ToOwned::to_owned)
+                    .unwrap_or_else(|| OsString::from(name.clone())),
+            );
+            (name, path, target)
+        })
+        .collect::<Vec<_>>();
+
+    // Check if they exist, before installing
+    let mut existing_targets = targets
+        .iter()
+        .filter(|(_, _, target)| target.exists())
+        .peekable();
+    if force {
+        for (name, _, target) in existing_targets {
+            debug!("Removing existing install of `{name}`");
+            fs_err::remove_file(target)?;
+        }
+    } else if existing_targets.peek().is_some() {
+        let existing_targets = existing_targets
+            // SAFETY: We know the target has a filename because we just constructed it above
+            .map(|(_, _, target)| target.file_name().unwrap().to_string_lossy())
+            .collect::<Vec<_>>();
+        let (s, exists) = if existing_targets.len() == 1 {
+            ("", "exists")
+        } else {
+            ("s", "exist")
+        };
+        bail!(
+            "Entry point{s} for tool already {exists}, use `--force` to overwrite: {}",
+            existing_targets.join(", ")
+        )
+    }
+
     // TODO(zanieb): Handle the case where there are no entrypoints
     // TODO(zanieb): Better error when an entry point exists, check if they all are don't exist first
-    for (name, path) in entrypoints {
-        let target = executable_directory.join(path.file_name().unwrap());
-        debug!("Installing {name} to {}", target.user_display());
+    // let existing = entrypoints.iter().map(|(name, file_name)|
+    for (name, path, target) in targets {
+        debug!("Installing `{name}`");
         if cfg!(unix) {
             fs_err::os::unix::fs::symlink(path, target)?;
         } else {
diff --git a/crates/uv/src/main.rs b/crates/uv/src/main.rs
index f5bc602af38a8..8d997d038f352 100644
--- a/crates/uv/src/main.rs
+++ b/crates/uv/src/main.rs
@@ -812,6 +812,7 @@ async fn run() -> Result<ExitStatus> {
                 args.python,
                 args.from,
                 args.with,
+                args.force,
                 args.settings,
                 globals.isolated,
                 globals.preview,
diff --git a/crates/uv/src/settings.rs b/crates/uv/src/settings.rs
index 7a16d9ea7e91d..5e8733f789086 100644
--- a/crates/uv/src/settings.rs
+++ b/crates/uv/src/settings.rs
@@ -241,6 +241,7 @@ pub(crate) struct ToolInstallSettings {
     pub(crate) python: Option<String>,
     pub(crate) refresh: Refresh,
     pub(crate) settings: ResolverInstallerSettings,
+    pub(crate) force: bool,
 }
 
 impl ToolInstallSettings {
@@ -252,6 +253,7 @@ impl ToolInstallSettings {
             from,
             with,
             installer,
+            force,
             build,
             refresh,
             python,
@@ -262,6 +264,7 @@ impl ToolInstallSettings {
             from,
             with,
             python,
+            force,
             refresh: Refresh::from(refresh),
             settings: ResolverInstallerSettings::combine(
                 resolver_installer_options(installer, build),