What happens now:
When you click on a square there is a pop-up menu, and one of the options is "Harvest Resources". When you click on this, a new page loads to ask "How Many Caravans", then the"Send" button takes you to a list of caravans. If you want to do that to another square, you click the 'World Map' button and do it all again.
What could happen:On the pop-up menu, show "Harvest Resources, or Quick-Send One caravan" - that's two different links, separated by ", or" which is not a link. The Quick-Send option bypasses all the extra pages and keeps you on the World Map.
This saves several clicks, reduces server load a lot, making it much easier for all when, say, 50 caravans are sent out.
Also Consider:
Out would make sense to combine this with a dotted circle on the map to indicate that you have a caravan on its way to the square, providing the user with feedback after the Quick-Send.