Like Colleen said, stay at Leverick. Make a reservation for a slip ahead of time and enjoy being on the dock.
If the mooring balls are all taken at the Indians, consider getting settled in at Norman for the night and heading to the Indians first thing in the morning. That's what we've done in the past and it seems to work well. If you get up and get going, you can still make Cooper before Noon to avoid the scramble for a mooring ball.
I'd be curious to hear other's opinions about taking a dinghy from Great Harbour to Soggy Dollar and if that's doable.