Wedding Logistics FAQs

I'm about to get engaged and am so curious about a few wedding logistics. I've never had friends get married/get engaged, and wanted to ask:

1. What is the first thing you should do when you get engaged and have let it settle for a bit? I'm a huge planner and have no idea how you would even BEGIN to approach wedding planning if you're planning it on your own!
2. Is a wedding planner necessary? We're two women getting married and we're both type A planners, but don't want the planning to take away from the fun or add stress.
3. When you order/purchase your dress, do you just take it home with you and keep it there until the wedding? I'm a bride marrying a bride, so are both of our dresses just going to be sitting in our apartment?
4. Where is the best place to buy ring insurance if its not provided by the designer/house? Is it necessary?