diff --git a/editor.cpp b/editor.cpp
index 510c3bad..a3e94207 100755
--- a/editor.cpp
+++ b/editor.cpp
@@ -882,9 +882,6 @@ void MetatilesPixmapItem::updateSelection(QPointF pos, Qt::MouseButton button) {
         map->paint_tile_index = baseTileY * 8 + baseTileX;
         map->paint_tile_width = abs(map->paint_metatile_initial_x - x) + 1;
         map->paint_tile_height = abs(map->paint_metatile_initial_y - y) + 1;
-        map->smart_paths_enabled = button == Qt::RightButton
-                                && map->paint_tile_width == 3
-                                && map->paint_tile_height == 3;
         emit map->paintTileChanged(map);
     }
 }
@@ -1032,7 +1029,7 @@ void MapPixmapItem::paint(QGraphicsSceneMouseEvent *event) {
         int x = (int)(pos.x()) / 16;
         int y = (int)(pos.y()) / 16;
 
-        if (map->smart_paths_enabled) {
+        if (map->smart_paths_enabled && map->paint_tile_width == 3 && map->paint_tile_height == 3) {
             paintSmartPath(x, y);
         } else {
             paintNormal(x, y);
@@ -1160,11 +1157,163 @@ void MapPixmapItem::floodFill(QGraphicsSceneMouseEvent *event) {
         QPointF pos = event->pos();
         int x = (int)(pos.x()) / 16;
         int y = (int)(pos.y()) / 16;
-        map->floodFill(x, y, map->getSelectedBlockIndex(map->paint_tile_index));
+        Block *block = map->getBlock(x, y);
+        int tile = map->getSelectedBlockIndex(map->paint_tile_index);
+        if (block && block->tile != tile) {
+            if (map->smart_paths_enabled && map->paint_tile_width == 3 && map->paint_tile_height == 3)
+                this->_floodFillSmartPath(x, y);
+            else
+                this->_floodFill(x, y);
+        }
+
+        if (event->type() == QEvent::GraphicsSceneMouseRelease) {
+            map->commit();
+        }
         draw();
     }
 }
 
+void MapPixmapItem::_floodFill(int initialX, int initialY) {
+    QList<QPoint> todo;
+    todo.append(QPoint(initialX, initialY));
+    while (todo.length()) {
+        QPoint point = todo.takeAt(0);
+        int x = point.x();
+        int y = point.y();
+
+        Block *block = map->getBlock(x, y);
+        if (block == NULL) {
+            continue;
+        }
+
+        int xDiff = x - initialX;
+        int yDiff = y - initialY;
+        int i = xDiff % map->paint_tile_width;
+        int j = yDiff % map->paint_tile_height;
+        if (i < 0) i = map->paint_tile_width + i;
+        if (j < 0) j = map->paint_tile_height + j;
+        int tile = map->getSelectedBlockIndex(map->paint_tile_index + i + (j * 8));
+        uint old_tile = block->tile;
+        if (old_tile == tile) {
+            continue;
+        }
+
+        block->tile = tile;
+        map->_setBlock(x, y, *block);
+        if ((block = map->getBlock(x + 1, y)) && block->tile == old_tile) {
+            todo.append(QPoint(x + 1, y));
+        }
+        if ((block = map->getBlock(x - 1, y)) && block->tile == old_tile) {
+            todo.append(QPoint(x - 1, y));
+        }
+        if ((block = map->getBlock(x, y + 1)) && block->tile == old_tile) {
+            todo.append(QPoint(x, y + 1));
+        }
+        if ((block = map->getBlock(x, y - 1)) && block->tile == old_tile) {
+            todo.append(QPoint(x, y - 1));
+        }
+    }
+}
+
+void MapPixmapItem::_floodFillSmartPath(int initialX, int initialY) {
+    // Smart path should never be enabled without a 3x3 block selection.
+    if (map->paint_tile_width != 3 || map->paint_tile_height != 3) return;
+
+    // Shift to the middle tile of the smart path selection.
+    int openTile = map->paint_tile_index + 8 + 1;
+
+    // Flood fill the region with the open tile.
+    QList<QPoint> todo;
+    todo.append(QPoint(initialX, initialY));
+    while (todo.length()) {
+        QPoint point = todo.takeAt(0);
+        int x = point.x();
+        int y = point.y();
+
+        Block *block = map->getBlock(x, y);
+        if (block == NULL) {
+            continue;
+        }
+
+        int tile = map->getSelectedBlockIndex(openTile);
+        uint old_tile = block->tile;
+        if (old_tile == tile) {
+            continue;
+        }
+
+        block->tile = tile;
+        map->_setBlock(x, y, *block);
+        if ((block = map->getBlock(x + 1, y)) && block->tile == old_tile) {
+            todo.append(QPoint(x + 1, y));
+        }
+        if ((block = map->getBlock(x - 1, y)) && block->tile == old_tile) {
+            todo.append(QPoint(x - 1, y));
+        }
+        if ((block = map->getBlock(x, y + 1)) && block->tile == old_tile) {
+            todo.append(QPoint(x, y + 1));
+        }
+        if ((block = map->getBlock(x, y - 1)) && block->tile == old_tile) {
+            todo.append(QPoint(x, y - 1));
+        }
+    }
+
+    // Go back and resolve the flood-filled edge tiles.
+    // Mark tiles as visited while we go.
+    bool visited[map->getWidth() * map->getHeight()];
+    for (int i = 0; i < sizeof visited; i++)
+        visited[i] = false;
+
+    todo.append(QPoint(initialX, initialY));
+    while (todo.length()) {
+        QPoint point = todo.takeAt(0);
+        int x = point.x();
+        int y = point.y();
+        visited[x + y * map->getWidth()] = true;
+
+        Block *block = map->getBlock(x, y);
+        if (block == NULL) {
+            continue;
+        }
+
+        int id = 0;
+        Block *top = map->getBlock(x, y - 1);
+        Block *right = map->getBlock(x + 1, y);
+        Block *bottom = map->getBlock(x, y + 1);
+        Block *left = map->getBlock(x - 1, y);
+
+        // Get marching squares value, to determine which tile to use.
+        if (top && IS_SMART_PATH_TILE(top))
+            id += 1;
+        if (right && IS_SMART_PATH_TILE(right))
+            id += 2;
+        if (bottom && IS_SMART_PATH_TILE(bottom))
+            id += 4;
+        if (left && IS_SMART_PATH_TILE(left))
+            id += 8;
+
+        block->tile = map->getSelectedBlockIndex(map->paint_tile_index + smartPathTable[id]);
+        map->_setBlock(x, y, *block);
+
+        // Visit neighbors if they are smart-path tiles, and don't revisit any.
+        if (!visited[x + 1 + y * map->getWidth()] && (block = map->getBlock(x + 1, y)) && IS_SMART_PATH_TILE(block)) {
+            todo.append(QPoint(x + 1, y));
+            visited[x + 1 + y * map->getWidth()] = true;
+        }
+        if (!visited[x - 1 + y * map->getWidth()] && (block = map->getBlock(x - 1, y)) && IS_SMART_PATH_TILE(block)) {
+            todo.append(QPoint(x - 1, y));
+            visited[x - 1 + y * map->getWidth()] = true;
+        }
+        if (!visited[x + (y + 1) * map->getWidth()] && (block = map->getBlock(x, y + 1)) && IS_SMART_PATH_TILE(block)) {
+            todo.append(QPoint(x, y + 1));
+            visited[x + (y + 1) * map->getWidth()] = true;
+        }
+        if (!visited[x + (y - 1) * map->getWidth()] && (block = map->getBlock(x, y - 1)) && IS_SMART_PATH_TILE(block)) {
+            todo.append(QPoint(x, y - 1));
+            visited[x + (y - 1) * map->getWidth()] = true;
+        }
+    }
+}
+
 void MapPixmapItem::pick(QGraphicsSceneMouseEvent *event) {
     QPointF pos = event->pos();
     int x = (int)(pos.x()) / 16;
diff --git a/editor.h b/editor.h
index 916f2521..c096d1a5 100755
--- a/editor.h
+++ b/editor.h
@@ -250,6 +250,8 @@ public:
     QList<QPoint> selection;
     virtual void paint(QGraphicsSceneMouseEvent*);
     virtual void floodFill(QGraphicsSceneMouseEvent*);
+    void _floodFill(int x, int y);
+    void _floodFillSmartPath(int initialX, int initialY);
     virtual void pick(QGraphicsSceneMouseEvent*);
     virtual void select(QGraphicsSceneMouseEvent*);
     virtual void draw(bool ignoreCache = false);
diff --git a/mainwindow.cpp b/mainwindow.cpp
index 6d9ac7a5..87254a63 100755
--- a/mainwindow.cpp
+++ b/mainwindow.cpp
@@ -909,3 +909,8 @@ void MainWindow::on_pushButton_clicked()
         onMapNeedsRedrawing(editor->map);
     }
 }
+
+void MainWindow::on_checkBox_smartPaths_stateChanged(int selected)
+{
+    editor->map->smart_paths_enabled = selected == Qt::Checked;
+}
diff --git a/mainwindow.h b/mainwindow.h
index 530094d1..04b4cdb6 100755
--- a/mainwindow.h
+++ b/mainwindow.h
@@ -96,6 +96,8 @@ private slots:
 
     void on_pushButton_clicked();
 
+    void on_checkBox_smartPaths_stateChanged(int selected);
+
 private:
     Ui::MainWindow *ui;
     QStandardItemModel *mapListModel;
diff --git a/mainwindow.ui b/mainwindow.ui
index 74c2cf41..59f41023 100755
--- a/mainwindow.ui
+++ b/mainwindow.ui
@@ -228,10 +228,20 @@
                  </widget>
                 </item>
                 <item>
-                 <widget class="QCheckBox" name="checkBox_ToggleGrid">
+                 <widget class="QCheckBox" name="checkBox_smartPaths">
                   <property name="styleSheet">
                    <string notr="true">margin-left: 10px</string>
                   </property>
+                  <property name="text">
+                   <string>Smart Paths</string>
+                  </property>
+                 </widget>
+                </item>
+                <item>
+                 <widget class="QCheckBox" name="checkBox_ToggleGrid">
+                  <property name="styleSheet">
+                   <string notr="true"/>
+                  </property>
                   <property name="text">
                    <string>Show Grid</string>
                   </property>
diff --git a/map.cpp b/map.cpp
index 98b859ce..9c76674f 100755
--- a/map.cpp
+++ b/map.cpp
@@ -389,7 +389,7 @@ void Map::drawSelection(int i, int w, int selectionWidth, int selectionHeight, Q
     int y = i / w;
     painter->save();
 
-    QColor penColor = smart_paths_enabled ? QColor(0xff, 0x0, 0xff) : QColor(0xff, 0xff, 0xff);
+    QColor penColor = QColor(0xff, 0xff, 0xff);
     painter->setPen(penColor);
     int rectWidth = selectionWidth * 16;
     int rectHeight = selectionHeight * 16;
@@ -477,38 +477,6 @@ void Map::_setBlock(int x, int y, Block block) {
     }
 }
 
-void Map::_floodFill(int x, int y, uint tile) {
-    QList<QPoint> todo;
-    todo.append(QPoint(x, y));
-    while (todo.length()) {
-            QPoint point = todo.takeAt(0);
-            x = point.x();
-            y = point.y();
-            Block *block = getBlock(x, y);
-            if (block == NULL) {
-                continue;
-            }
-            uint old_tile = block->tile;
-            if (old_tile == tile) {
-                continue;
-            }
-            block->tile = tile;
-            _setBlock(x, y, *block);
-            if ((block = getBlock(x + 1, y)) && block->tile == old_tile) {
-                todo.append(QPoint(x + 1, y));
-            }
-            if ((block = getBlock(x - 1, y)) && block->tile == old_tile) {
-                todo.append(QPoint(x - 1, y));
-            }
-            if ((block = getBlock(x, y + 1)) && block->tile == old_tile) {
-                todo.append(QPoint(x, y + 1));
-            }
-            if ((block = getBlock(x, y - 1)) && block->tile == old_tile) {
-                todo.append(QPoint(x, y - 1));
-            }
-    }
-}
-
 void Map::_floodFillCollision(int x, int y, uint collision) {
     QList<QPoint> todo;
     todo.append(QPoint(x, y));
@@ -666,14 +634,6 @@ void Map::setBlock(int x, int y, Block block) {
     }
 }
 
-void Map::floodFill(int x, int y, uint tile) {
-    Block *block = getBlock(x, y);
-    if (block && block->tile != tile) {
-        _floodFill(x, y, tile);
-        commit();
-    }
-}
-
 void Map::floodFillCollision(int x, int y, uint collision) {
     Block *block = getBlock(x, y);
     if (block && block->collision != collision) {
diff --git a/map.h b/map.h
index 19c06c03..1270ce3b 100755
--- a/map.h
+++ b/map.h
@@ -184,8 +184,6 @@ public:
     void setBlock(int x, int y, Block block);
     void _setBlock(int x, int y, Block block);
 
-    void floodFill(int x, int y, uint tile);
-    void _floodFill(int x, int y, uint tile);
     void floodFillCollision(int x, int y, uint collision);
     void _floodFillCollision(int x, int y, uint collision);
     void floodFillElevation(int x, int y, uint elevation);