Jolly Harbour Valentine's Regatta in Jolly Harbour
The Jolly Harbour Valentine's Regatta, run by the Jolly Harbour Yacht Club on the weekend before 14 February, caters to a genuinely wide range of boats from CSA-rated racers and Carriacou sloops to Lasers, Dragons and family dinghies, combining three days of round-the-cans keelboat racing with fun dinghy racing and a newer offshore race, alongside nightly shoreside parties building from a Thursday welcome to a Sunday afternoon beach party.
The Jolly Harbour Valentine's Regatta is run by the Jolly Harbour Yacht Club on the weekend immediately before 14 February each year, giving Antigua's sailing calendar a distinctly romantic-season fixture within its broader winter regatta programme.