diff --git a/worldguard-bukkit/src/main/java/com/sk89q/worldguard/bukkit/BukkitWorldConfiguration.java b/worldguard-bukkit/src/main/java/com/sk89q/worldguard/bukkit/BukkitWorldConfiguration.java
index 29433d45..0beb2f48 100644
--- a/worldguard-bukkit/src/main/java/com/sk89q/worldguard/bukkit/BukkitWorldConfiguration.java
+++ b/worldguard-bukkit/src/main/java/com/sk89q/worldguard/bukkit/BukkitWorldConfiguration.java
@@ -281,6 +281,7 @@ public void loadConfiguration() {
         claimOnlyInsideExistingRegions = getBoolean("regions.claim-only-inside-existing-regions", false);
         boundedLocationFlags = getBoolean("regions.location-flags-only-inside-regions", false);
         disableDefaultBypass = getBoolean("regions.disable-bypass-by-default", false);
+        announceBypassStatus = getBoolean("regions.announce-bypass-status", false);
 
         maxRegionCountPerPlayer = getInt("regions.max-region-count-per-player.default", 7);
         maxRegionCounts = new HashMap<>();
diff --git a/worldguard-core/src/main/java/com/sk89q/worldguard/config/WorldConfiguration.java b/worldguard-core/src/main/java/com/sk89q/worldguard/config/WorldConfiguration.java
index 08384117..6fe1f6e8 100644
--- a/worldguard-core/src/main/java/com/sk89q/worldguard/config/WorldConfiguration.java
+++ b/worldguard-core/src/main/java/com/sk89q/worldguard/config/WorldConfiguration.java
@@ -175,6 +175,7 @@ public abstract class WorldConfiguration {
     public boolean breakDeniedHoppers;
     public boolean useMaxPriorityAssociation;
     public boolean disableDefaultBypass;
+    public boolean announceBypassStatus;
     protected Map<String, Integer> maxRegionCounts;
 
     /**
diff --git a/worldguard-core/src/main/java/com/sk89q/worldguard/session/Session.java b/worldguard-core/src/main/java/com/sk89q/worldguard/session/Session.java
index ed90aa59..f297ba70 100644
--- a/worldguard-core/src/main/java/com/sk89q/worldguard/session/Session.java
+++ b/worldguard-core/src/main/java/com/sk89q/worldguard/session/Session.java
@@ -22,8 +22,11 @@
 import com.google.common.collect.Maps;
 import com.google.common.collect.Sets;
 import com.sk89q.worldedit.util.Location;
+import com.sk89q.worldedit.util.formatting.text.TextComponent;
+import com.sk89q.worldedit.util.formatting.text.format.TextColor;
 import com.sk89q.worldguard.LocalPlayer;
 import com.sk89q.worldguard.WorldGuard;
+import com.sk89q.worldguard.config.WorldConfiguration;
 import com.sk89q.worldguard.protection.ApplicableRegionSet;
 import com.sk89q.worldguard.protection.flags.StateFlag.State;
 import com.sk89q.worldguard.protection.regions.ProtectedRegion;
@@ -103,8 +106,14 @@ public void initialize(LocalPlayer player) {
 
         lastValid = location;
         lastRegionSet = set.getRegions();
-        disableBypass = WorldGuard.getInstance().getPlatform().getGlobalStateManager()
-                .get(player.getWorld()).disableDefaultBypass;
+        WorldConfiguration cfg = WorldGuard.getInstance().getPlatform().getGlobalStateManager().get(player.getWorld());
+        disableBypass = cfg.disableDefaultBypass;
+        if (cfg.announceBypassStatus && player.hasPermission("worldguard.region.toggle-bypass")) {
+            player.printInfo(TextComponent.of(
+                    "You are " + (disableBypass ? "not" : "") + " bypassing region protection. " +
+                    "You can toggle this with /rg bypass", TextColor.DARK_PURPLE));
+        }
+
 
         for (Handler handler : handlers.values()) {
             handler.initialize(player, location, set);