July
International Reggae Day
July 1
Crop Over Festival
July 2 – Aug 1
Barbados
Portland Jerk Festival
July 3
Little Ochi Sea Food Festival
July 10
Jamaica
Reggae Sumfest
July 17 – 23
Jamaica, MontegoBay
A.T.I Weekend
July 29 – Aug 1
Jamaica, Negrill
August
Independence Day
August 1
Jamaica, Negril
Emancipation Day
August 6
Portland Gospel Festival
August 7
Jamaica
September
Design Caribbean
September 1 – 4
Dominican Republic
Trinidad & Tobago Film Festival
September 21 – October 4
Trinidad
World Tourism Day
September 27
October
Caribbean Sea Festival
October 7 – 8
Aruba
Caribbean Beer Festival
October 28 – 29
Barbados
November
Jamaica Triathlon
November 13
Jamaica
Pirates Week
November 10 – 20
Cayman Islands
Clopi Cup
November 11- 20
Barbados
December
Bahamas International Film Festival
December 1 – 4
Bahamas
International Reggae Marathon
December 3
Sting
December 26
Jamaica