diff --git a/docs/cli.md b/docs/cli.md
index f38373b..bda7889 100644
--- a/docs/cli.md
+++ b/docs/cli.md
@@ -7,3 +7,14 @@ python -m freeact.cli --help
 ```
 
 or check [quickstart](quickstart.md) and [tutorials](tutorials/index.md) for usage examples.
+
+## Multiline input
+
+The `freeact` CLI supports entering messages that span multiple lines in two ways:
+
+1. **Copy-paste**: You can directly copy and paste multiline content into the CLI
+2. **Manual entry**: Press `Alt+Enter` (Linux/Windows) or `Option+Enter` (macOS) to add a new line while typing
+
+To submit a multiline message, simply press `Enter`.
+
+![Multiline input](img/multiline.png)
diff --git a/docs/img/multiline.png b/docs/img/multiline.png
new file mode 100644
index 0000000..e98ce85
Binary files /dev/null and b/docs/img/multiline.png differ
diff --git a/freeact/cli/utils.py b/freeact/cli/utils.py
index 790f68c..bec9a61 100644
--- a/freeact/cli/utils.py
+++ b/freeact/cli/utils.py
@@ -1,14 +1,15 @@
+import platform
 from contextlib import asynccontextmanager
 from pathlib import Path
 from typing import Dict
 
 import aiofiles
+import prompt_toolkit
 from dotenv import dotenv_values
-from ipybox import arun
 from PIL import Image
+from prompt_toolkit.key_binding import KeyBindings
 from rich.console import Console
 from rich.panel import Panel
-from rich.prompt import Prompt
 from rich.rule import Rule
 from rich.syntax import Syntax
 from rich.text import Text
@@ -51,18 +52,38 @@ async def execution_environment(
 
 
 async def stream_conversation(agent: CodeActAgent, console: Console, show_token_usage: bool = False, **kwargs):
+    "enter"
     empty_input = False
 
+    kb = KeyBindings()
+
+    @kb.add("enter")
+    def _(event):
+        """Submit the input when Enter is pressed."""
+        event.app.exit(result=event.app.current_buffer.text)
+
+    @kb.add("escape", "enter")
+    def _(event):
+        """Insert a newline when Alt+Enter or Meta+Enter is pressed."""
+        event.current_buffer.insert_text("\n")
+
+    session = prompt_toolkit.PromptSession(
+        multiline=True,
+        key_bindings=kb,
+    )
+
+    escape_key = "Option" if platform.system() == "Darwin" else "Alt"
+
     while True:
         console.print(Rule("User message", style="dodger_blue1", characters="━"))
 
         if empty_input:
             empty_input = False
-            prefix = "Please provide a non-empty message "
+            prefix = "Please enter a non-empty message"
         else:
             prefix = ""
 
-        user_message = await arun(Prompt.ask, f"{prefix}('q' to quit)", console=console)
+        user_message = await session.prompt_async(f"'q': quit, {escape_key}+Enter: newline\n\n{prefix}> ")
 
         if not user_message.strip():
             empty_input = True
diff --git a/mkdocs.yml b/mkdocs.yml
index bc822ad..1767a2f 100644
--- a/mkdocs.yml
+++ b/mkdocs.yml
@@ -88,7 +88,7 @@ nav:
       - Installation: installation.md
       - Building blocks: blocks.md
       - Supported models: models.md
-      - Command line interface: cli.md
+      - CLI: cli.md
     - Tutorials:
       - Overview: tutorials/index.md
       - Basic usage: tutorials/basics.md
diff --git a/poetry.lock b/poetry.lock
index c3af553..6dcef50 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -1,4 +1,4 @@
-# This file is automatically @generated by Poetry 1.8.5 and should not be changed by hand.
+# This file is automatically @generated by Poetry 1.8.3 and should not be changed by hand.
 
 [[package]]
 name = "aioconsole"
@@ -2063,6 +2063,20 @@ nodeenv = ">=0.11.1"
 pyyaml = ">=5.1"
 virtualenv = ">=20.10.0"
 
+[[package]]
+name = "prompt-toolkit"
+version = "3.0.50"
+description = "Library for building powerful interactive command lines in Python"
+optional = false
+python-versions = ">=3.8.0"
+files = [
+    {file = "prompt_toolkit-3.0.50-py3-none-any.whl", hash = "sha256:9b6427eb19e479d98acff65196a307c555eb567989e6d88ebbb1b509d9779198"},
+    {file = "prompt_toolkit-3.0.50.tar.gz", hash = "sha256:544748f3860a2623ca5cd6d2795e7a14f3d0e1c3c9728359013f79877fc89bab"},
+]
+
+[package.dependencies]
+wcwidth = "*"
+
 [[package]]
 name = "propcache"
 version = "0.2.1"
@@ -2933,6 +2947,17 @@ files = [
 [package.extras]
 watchmedo = ["PyYAML (>=3.10)"]
 
+[[package]]
+name = "wcwidth"
+version = "0.2.13"
+description = "Measures the displayed width of unicode strings in a terminal"
+optional = false
+python-versions = "*"
+files = [
+    {file = "wcwidth-0.2.13-py2.py3-none-any.whl", hash = "sha256:3da69048e4540d84af32131829ff948f1e022c1c6bdb8d6102117aac784f6859"},
+    {file = "wcwidth-0.2.13.tar.gz", hash = "sha256:72ea0c06399eb286d978fdedb6923a9eb47e1c486ce63e9b4e64fc18303972b5"},
+]
+
 [[package]]
 name = "websockets"
 version = "14.1"
@@ -3242,4 +3267,4 @@ propcache = ">=0.2.0"
 [metadata]
 lock-version = "2.0"
 python-versions = "^3.11,<3.14"
-content-hash = "c4b6e5d8aef1278c5d368b532ed676f75adbfe65dbea6cd1bc6b25b527932dac"
+content-hash = "c79051e2648aa472eec2fb06afe528c1656abdd2e467fabc90a37edef7373394"
diff --git a/pyproject.toml b/pyproject.toml
index 663aba0..1a24573 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -24,6 +24,7 @@ anthropic = "^0.43.0"
 google-genai = "^0.3.0"
 ipybox = "^0.3.1"
 openai = "^1.59"
+prompt_toolkit = "^3.0"
 python = "^3.11,<3.14"
 python-dotenv = "^1.0"
 rich = "^13.9"