1500: Skye's earliest recorded cattle droves.
1502: First pocket watch.
1505: John of Sleat dies, succeeded by half brother Donald Gallach.
1509: Alasdair Crotach loses Trotternish stewardship to Gillispic Dubh, son of Hugh of Sleat. Alasdair Crotach later regains stewardship of Trotternish but is forcibly removed from office and his lands by Donald Grumach.
1513: Death of James IV at Flodden. Chiefs meet at Caisteal Maol, Kyleakin in an attempt to resurrect Lordship of the Isles.
1518: Donald Grumach becomes leader of the MacDonalds.
1521: Donald Grumach resident at Dun Sgathaich.
1528: War between Sleat MacDonalds and Dunvegan MacLeods.
1534: Donald Grumach succeeded by son Donald Gorm who becomes 5th chief of Sleat.
1539: Donald Gorm MacDonald dies while attempting to storm Eilean Donan castle.
1539: MacDonalds move from Dunscaith to Duntulm.
1540: Alasdair Crotach MacLeod provides land rent-free to the MacCrimmons of Boreraig and endows piping school there.
1540: Pacification by James V. Visits Portree and Duntulm Castle.
1542: Death of James V.
ca1549Raasay MacLeods build a three-storey tower at Clachan.
1549: Dean Monro visits Skye. Mentions castles at Brochel, Raasay, and Dun Ringill, Strath.

Courtesy of Geoff Holman