grouping draggable objects with jquery-ui draggable

You could use the draggable’s helper option to drag groups of items.

For example, if your draggables have checkboxes, you can return the selected items from the helper function like so:

$('#dragSource li').draggable({
  helper: function(){
    var selected = $('#dragSource input:checked').parents('li');
    if (selected.length === 0) {
      selected = $(this);
    }
    var container = $('<div/>').attr('id', 'draggingContainer');
    container.append(selected.clone());
    return container; 
  }
}); 

Demo

I’ve setup a demo with draggable images with checkboxes and somewhat fluid layout. Click “Run Code Snippet” at the bottom to see the result:

$(function() {

  $('#dragSource li').draggable({
    helper: function() {
      var selected = $('#dragSource input:checked').parents('li');
      if (selected.length === 0) {
        selected = $(this);
      }
      var container = $('<div/>').attr('id', 'draggingContainer');
      container.append(selected.clone());
      return container;
    }
  });

  $('#dropTarget').droppable({
    tolerance: 'pointer',
    drop: function(event, ui) {
      $(this).append(ui.helper.children());
    }
  });

  $('#selectAll').click(function() {
    $('#dragSource input').prop('checked', true);
    return false;
  });

  $('#selectNone').click(function() {
    $('#dragSource input').prop('checked', false);
    return false;
  });

  $('#selectInvert').click(function() {
    $('#dragSource input').each(function() {
      var $this = $(this);
      if ($this.prop('checked')) {
        $this.prop('checked', false);
      } else {
        $this.prop('checked', true);
      }
    });
    return false;
  });
});
body {
  font-family: sans-serif;
  overflow-x: hidden;
}
div {
  margin: 5px;
  padding: 0;
}
ul {
  margin: 0;
  padding: 0;
}
li {
  list-style: none;
  padding: 0;
  margin: 0;
  float: left;
  white-space: nowrap;
}
#selectActions span,
#selectActions li {
  float: left;
  padding: 5px;
}
.droppableContainer {
  width: 48%;
  float: left;
  min-height: 200px
}
.droppableContainer li {
  height: 90px;
  width: 110px;
  margin: 2px;
  background-color: white;
  padding-bottom: 4px;
}
.droppableContainer img {
  width: 90px;
  max-height: 90px;
  max-width: 90px;
  width: 90px;
  vertical-align: middle;
}
.droppableContainer input {
  height: 90px;
  vertical-align: middle;
}
#draggingContainer {
  width: 48%;
}
#draggingContainer input {
  visibility: hidden;
}
#dropTarget {
  border: 3px dashed grey;
}
#dropTarget input {
  visibility: hidden;
}
<script src="https://ajax.googleapis.com/ajax/libs/jquery/2.1.1/jquery.min.js"></script>
<link rel="stylesheet" href="https://ajax.googleapis.com/ajax/libs/jqueryui/1.11.4/themes/smoothness/jquery-ui.css">
<script src="https://ajax.googleapis.com/ajax/libs/jqueryui/1.11.4/jquery-ui.min.js"></script>

<div id="selectActions">
  <span>Select:</span>
  <ul>
    <li><a id="selectAll" href="#">all</a>
    </li>
    <li><a id="selectNone" href="#">none</a>
    </li>
    <li><a id="selectInvert" href="#">invert</a>
    </li>
  </ul>
</div>
<div style="clear:left;">
  <div id="dragSource" class="droppableContainer">
    <ul>
      <li>
        <img src="http://imgs.xkcd.com/comics/drapes.png" /><input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/misusing_slang.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/donner.jpg" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/a_new_captcha_approach.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/bug.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/open_source.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/tag_combination.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/a_simple_plan.jpg" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/it_might_be_cool.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/hedgeclipper.jpg" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/pep_talk.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/regular_expressions.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/pwned.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/post_office_showdown.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/im_an_idiot.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/pointers.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/chess_photo.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/50_ways.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/e_to_the_pi_times_i.png" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/self-reference.jpg" />
        <input type="checkbox" />
      </li>
      <li>
        <img src="http://imgs.xkcd.com/comics/starwatching.png" />
        <input type="checkbox" />
      </li>
    </ul>
  </div>

  <div id="dropTarget" class="droppableContainer">
  </div>
</div>

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