Set Your 2024 Travel Calendar! An Eclectic Mix of Events Are Happening in the Caribbean


Looking for a travel destination to round up your 2024 travel plans? The Caribbean beckons with its vibrant energy, breathtaking landscapes, and unparalleled hospitality.

From sun-kissed beaches to electrifying nightlife, the region is a melting pot of cultures, offering an escape from the ordinary and a chance to connect with nature and oneself. Whether you’re a thrill-seeker craving your next adrenaline-pumping adventure or a laid-back beach bum seeking tranquility, the Caribbean has something to offer.

Coming up is a sampling of five major Caribbean events that will satisfy any desire or craving for your next travel; from thrilling regattas to newly conceptualized food and wine festivals firing up the Caribbean culinary scene and a summer festival that will have you dancing from dusk till dawn. Pick one or two (or all) and embark on an unforgettable journey through the islands, exploring the hidden gems and must-do experiences that await you in this paradise of palm trees and turquoise waters.

St. Maarten Regatta: World-Class Racing in Saint Maarten

St. Maarten Regatta

Pleasure and business mix seamlessly with world-class sailing at the St. Maarten Regatta from February 29th to March 3rd. Crystal clear waters and favorable trade winds create idyllic racing conditions for all classes of sailors on this Caribbean island, from Olympic medalists and world champions sailing maxis and performance multihulls to holiday-makers on chartered bareboat. Revelers are invited to enjoy the races on the official Spectator Boat where they will be treated to ice-cold drinks from the open bar and sumptuous breakfast and lunch. Evenings promise fun fetes at the Regatta Village for all, both inspiring racers and regatta enthusiasts from all over the globe, with the hottest DJs and artists turning out the best beats.
Learn more about this Caribbean regatta here.

Jazz Artists on The Greens: Evocative Jazz and Serene Vibes in Trinidad and Tobago

Soak up the vibes at Jazz Artists on The Greens on March 16th. One of the musts in Caribbean cultural experiences, this celebration of jazz began 20 years ago and is on its 19th edition. Jazz Artists on The Greens aims to bring the sultry, eclectic, and groovy sounds of jazz from the confines of jazz bars and out into the open in The Greens, where jazz lovers and music explorers are encouraged to pack a picnic basket and lounge chairs to enjoy the heady music in the balmy, tropical climate of Trinidad and Tobago.
Learn more about this Caribbean jazz festival here.

BVI Food and Wine Festival: A New Gastronomic Experience in the British Virgin Islands

If you are a gastronome looking for the next big epicurean experience, look no further because the British Virgin Islands is brewing a novel gastronomic experience for your discerning taste. Be one of the pioneers and join the first BVI Food and Wine Festival from April 15th to 21st. The week-long festival, which takes you to three of major islands of the BVI will include wine pairing dinners, a whiskey and cigar night, a tasting village, and a mixology competition, and culminate with an all-day beach party at Ivan’s on Jost Van Dyke.
Check out the full schedule and the list of international chefs here.

Aruba Marathon – An Unparalleled Runcation in Aruba

Whether you want to make progress on your 2024 health goals by running a marathon or looking to earn your next medal, the Aruba Marathon promises an unparalleled runcation experience for runners of all levels. The race not only provides scenic routes with sparkling ocean views and paths through weaving palm trees but is also AIMS/ World Athletics certified and serves as a qualifier for the Boston Marathon. Start your training and book your flight now because race days are June 1st and 2nd!
Choose your race distance here.

Vincy Mas – An Electrifying Summer in St. Vincent and the Grenadines

Color your summer unforgettable by donning a vibrant carnival costume and dancing to infectious beats of soca and pan on the streets of Kingstown. With an explosion of color and Caribbean festival sounds, Vincy Mas has electrifying fetes lined up from dusk til dawn on carnival week. The festivities begin as early as June 28th with enough pregame time to soak up some sun and enjoy the relaxing vibes of the island before diving into the flurry of the carnival parade on July 14th.
Find the perfect carnival costume to rock here.

The perfect Caribbean getaway awaits this 2024 and this tropical paradise is always concocting fresh and exciting events for every type of traveler. Stay updated on Caribbean festivals and other exciting events with Add us to your favorites and subscribe to our newsletter for more ideas for your next travels to the Caribbean.

If it’s happening, it’s HERE!