Peel & St John's, holders of both the Standard Bank Tinker and Blincoe cups, face a tough start in defending their titles.
The draws for the 2014 matches send the western club north to meet old rivals Ramsey in the first round of the Tinker. In the Blincoe, the "B" team also have a tricky away fixture at Crosby.
Cronkbourne will fancy their chances of advancing in the Tinker with a home draw against Union Mills. Crosby should be too strong for the Development Eleven, but Castletown might be nervous facing the unpredictable Valkyres.
The full draw for the Tinker Cup is: Ramsey v Peel & St John's, Cronkbourne v Union Mills, Castletown v Valkyres, Development Eleven v Crosby.
The Blincoe first round games are: Ramsey B v Valkyres B, Cronkbourne Bacchas v Ronaldsway, Castletown B v Cronkbourne B.
Second round : Ramsey B/Valkyres B v Cronkbourne Bacchas/Ronaldsway, Crosby B v Peel & St John's B, Union Mills v Finch Hill, Development Eleven v Castletown B/Cronkbourne B.
The draws were made by Chris Till of Standard Bank and Neill Angus, chairman of the Isle of Man Cricket Association.