Did a sail around Key West. Included going around Fleming Key to the north so the total miles was about 16. Wind was from the north at 15-25 knots. Ended up paddling, peddling, motoring, and sailing as going a loop around an island involves a lot of wind to no wind plus random current directions. Probably not so feasible without the motor or at least not so comfortable. It's winter time so would have been much more fun during warmer sunny weather. It's still in the high 60's and mid 70's so not complaining too much.
https://www.youtube.com/watch?v=7cBP7s8MuNY