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Intentional Purpose for Desmond receiving the boat 
Edit
- It is possible that Libby placed the tracking device on the boat with the hope of Desmond (unknowingly) leading her to The Island. However, since it took her over three years to find it, the tracking signal (due to the electromagnetism of The Island) couldn't have been very successful.
- Charles Widmore used Libby to give Desmond the boat, knowing it would lead him to the Island, and out of Penelope's life.
- Someone else may have used Libby as a means of getting a boat to Desmond. If Ms. Hawking was right and Desmond needs to push that button to save the world then it was vitally important that he get a boat for that race.
- There may not actually be a David, it could all be a story made up to prevent Desmond being suspicious.
Desmond sails it back to civilizationEdit
This boat is Desmond's most likely route back to civilization, following the series finale. A short hike by him (with or without Ben and Hugo) would take him to the dock where Locke's outrigger is, and then to Hydra Island and the sailboat.
