diff --git a/edmond/bot.py b/edmond/bot.py
index 0e47d00..7306920 100644
--- a/edmond/bot.py
+++ b/edmond/bot.py
@@ -151,10 +151,13 @@ class Bot(irc.client.SimpleIRCClient, Logger):
         """Send message to target after a slight delay."""
         time.sleep(self.config["speak_delay"])
         self.log_d(f"Sending to {target}: {message}")
-        if message.startswith("/me "):
-            self.connection.action(target, message[4:])
-        else:
-            self.connection.privmsg(target, message)
+        try:
+            if message.startswith("/me "):
+                self.connection.action(target, message[4:])
+            else:
+                self.connection.privmsg(target, message)
+        except irc.client.MessageTooLong:
+            self.log_e("Could not send, message is too long.")
 
     def run_plugin_callbacks(self, event):
         """Run appropriate callbacks for each plugin."""