- March 12th, 5pm: Sail MV Board Meeting
- March to June: High school Sailing
- April 18th, 6pm: Appreciation night @ EYC
- May: SailMobility starts.
- May 21st, 5pm: Sail MV Board Meeting
- June 23: Summer Programs Begin
- July 10th, 5:30-10pm: Seafood Buffet & Auction
- July 11th – 13th: Vineyard Cup Regatta
- August 15th: Summer Programs End
- August 20th, 5pm: Sail MV Board Meeting
- September: Fall Youth Sailing begins
- October 15th, 5pm: Sail MV Board Meeting