Winter — international surfing event during peak swell season.
Annual festival celebrating Cuban cigars — factory tours, tastings, gala dinners at Habanos S.A.
Year-round Dominican bachata and merengue concerts at Hard Rock Café and major venues.
Mid-March — Cancun's traditional spring break season with beach parties.
Daily — sunset cruises off Negril cliffs with rum cocktails and reggae.
World-class sailing regatta in April attracting top crews to Tortola.
Local cultural festival — boat racing, parades, traditional music.
Major international contemporary art exhibition held in even years across Havana galleries.
Boutique music event on the famous Pink Sands Beach.
Annual showcase of Caribbean and international cinema at the Alliance Française.
Sailing regatta in calm bay waters with after-sail beach parties.
April-May — Cozumel's oldest annual cultural event.
April — annual celebration of African heritage, music, dance, food.
April — international + Caribbean jazz at Pigeon Point and other venues.
April — also linked to St. George's events.
Late April / early May — world-class regatta hosted at Nelson's Dockyard.
Late April — traditional Bahamian sloop racing in George Town harbour.
May — Caribbean's premier jazz festival on Pigeon Island.
Annual deep-sea fishing tournament with international participants.
May — annual Bahamas carnival with Junkanoo Carnival Village & masquerade.
Late May — international jazz acts at multiple Cancun venues.
Caribbean's premier book festival — international writers, poetry slams, music, late May.
Annual outdoor jazz festival on the Tito Puente Amphitheater stage.
8-day annual showcase of Jamaican and international jazz, June.