A:  If the area is level it will. If not you will have to roll it slowly while constantly checking to see if the tree is sliding off.

A:  If it is heavy enough and nothing is obstructing the path, maybe: you are taking a chance even on flat surface of the tree tobbling over.  I would not chance it.  It is good on flat surfaces if the tree is light or heavy: anything medium heavy, will tobble over.   

A:  Good Morning and Thank You for your inquiry. Yes, you will be able to roll it across grass and dirt. However, you might have to give it a little push depending on the grass height.

A:  It is not designed to roll on dirt and grass. The wheels are small and will sink into a soft surface. It work great on a hard surface.

A:  I found that it needs to be a flat hard surface for it to operate on.

A:  Thank You for your question, The caddie will support up to 500 lbs. if planter is positioned evenly over wheels. The Caddie has 5 high quality wheels and 1 locking caster to help keep your caddie in place. We also have a 20" Caddie that might work better unless you don't want the caddie to show for aesthetic purposes.

A:  I used these under large pots to grow cucumbers. They were quite stable except when they were moved around on the deck. Then the pots could slide on the casters and I had to be careful that they did not slide out of position. The bases of my pots were about 2" smaller in diameter than the casters.

A:  I use this under a very heavy clay planter. It is very well made and stable with the five castors. My clay planter is 24 inches in diameter. I really think this will work with no problems for you. I forget what the weight rating on this unit, but it was substantial.

A:  I have large planters with mature plants on my patio  - and each are on these plant stands - I am able to easily move them when  the season changes - definitely will work with your barrel 

A:  I stuck this rolling plant stand underneath my trashcan I used gorilla tape. It worked out great.

A:  Absolutely. This is very sturdy, moves easily 

A:  Not sure if that size overlapping will work. I am pretty happy with mine so far (I have a pair of these). Best thing to do is try it with any empty barrel and add some weight that you can take in and out to give you an idea on stability. You can always return them if you don't feel comfortable with them. My pair are each holding a very large pot filled with a gravel base and potting mix/dirt, but they fit properly on the base and aren't overlapping the casters. No problems with it tipping, etc.

A:  Diameter of each wheel is 1 7/8 inches.

A:  1 1/2 inches

A:  Diameter = 1 3/4"

A:  16 inches

A:  The casters are 2 1/2 inches in length and 2 inches in width.

A:  It is completely flat

A:  Yes. It is flat, as far as I can remember. The small indention shown on the illustration did not affect the plant or stability.

A:  No it has rings for water drainage. Depending on the type of pot they can tip when moving.

A:  flat

A:  Yes it is completely flat and has a water hole that matches up with the pot.