Whether you're chasing live music, local flavors, or once-a-year celebrations, the islands always have something going on. Explore our events calendar to see what’s happening across Aruba, Barbados, Bonaire, St. Croix, and St. Maarten—filter by island and month to match your travel plans.
Festivals. Food. Parades. Parties. Your perfect trip might start with one unforgettable event.
ST. CROIX
JUMP UP ST. CROIX
FEB 2026 - JUL 2026
Read More ▾ Island-goers look forward to these family-friendly mini-carnival events four times a year, with the first and biggest event typically held around Valentine’s Day. The streets in Christiansted close to vehicles so colorfully clad locals and visitors can parade, party, and celebrate. Dance to the thumping of steel drums, enjoy local art and handcrafted jewelry, watch the famous Mocko Jumbie performers, and savor authentic St. Croix cuisine.
Read More ▾ The famous St. Croix Mango Melee is a vibrant, family-friendly festival celebrating the beloved mango and tropical fruits of the Virgin Islands. Held annually at the St. George Village Botanical Garden, this highly anticipated event showcases a delightful mix of food, culture, and entertainment. Visitors can enjoy delicious mango-themed dishes, participate in fruit-related competitions, and explore educational exhibits about agriculture and sustainability. With live music, local arts and crafts vendors, and fun activities for kids, the Mango Melee is a must-visit experience that captures the rich heritage and tropical flavors of St. Croix. Don’t miss this sweet celebration!
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BARBADOS
BARBADOS CROP OVER FESTIVAL
JUL 29, 2026 - AUG 4, 2026
Read More ▾ Get ready to soak up the vibrant, pulsating rhythms and immerse yourself in the infectious energy of Barbados’ Crop Over festival! Anticipate a vibrant blend of Caribbean, African, Spanish, and Dutch influences converging into a whirlwind of parades, music, and colorful revelry. The festival is a melting pot of traditions, boasting elaborate costumes, lively music that will make your feet move involuntarily, sensational fireworks displays, children's events, competitions, and a jubilant showcase of Bajan culture at its finest. Find more details at https://www.visitbarbados.org/crop-over-festival..
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BONAIRE
BONAIRE REGATTA
EARLY OCT 2026
Read More ▾ Set sail for adventure with the 58th Bonaire Regatta! Scheduled for early October, this exciting event blends competitive sailing with island festivities, drawing skilled sailors from across the Caribbean to race in the stunning waters between Bonaire and Klein Bonaire. Beyond the thrilling races, join the popular "Swim to Klein Bonaire" challenge or dive into the vibrant festival atmosphere in Kralendijk. As night falls, enjoy live music on multiple stages, delicious food from over 25 stands, and unique arts and crafts. With activities for all ages, including a dedicated kid's corner and an epic Saturday Boat Party, Regatta Bonaire promises an unforgettable experience.Register now at and follow @RegattaBonaire on Facebook and Instagram for updatesImage credit to Regatta Bonaire Facebook
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ST. MAARTEN
ST. MAARTEN FLAVORS
JUN 2026
Read More ▾ There is SO much good food on St. Maarten, and this is how you experience it all! This year’s month-long St. Maarten Flavors carries the theme “Beyond the Plate,” inviting visitors to discover not just the island’s cuisine, but the art, culture, and community that inspire it. Participating restaurants will “Adopt an Artist,” pairing talented local chefs with St. Maarten creatives to deliver unique dining experiences that blend food and artistic expression. Throughout the month, guests can enjoy special menus, tastings, mural walks, and immersive activations that showcase the island’s vibrant spirit — on and off the plate. Keep an eye out for a special menu from Little Bay Dining
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ST. MAARTEN
ST. MAARTEN CARNIVAL
APR 10 - MAY 5, 2026
Read More ▾ The 55th annual carnival returns with even MORE festivities and fun! 17 days of pulsating soca and calypso, dazzling costume parades, fetes, pageants, and street parties in Philipsburg, and more. The highlight is the vibrant Grand Parade on April 30, a must‑see extravaganza. Ask the locals for their favorite booth number, and get a photo with the Carnival Icon, Pork Chop. For more information visi https://www.facebook.com/sxmcarnival/.
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BARBADOS
BARBADOS FOOD & RUM FESTIVAL
NOV 2026
Read More ▾ Everyone's favorite rum-soaked food festival is BACK! Savor the best that Barbados has to offer, including local specialties, unique new dishes, and of course, signature rum cocktails like no other island can do it. Immerse yourself in the rich, vibrant culture that all starts with great local ingredients.
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BARBADOS
BARBADOS SURF PRO
LATE MAR 27 – APR, 2026
Read More ▾ Feel the adrenaline as the world’s best surfers take on the legendary Soup Bowl in Bathsheba, one of the most iconic and powerful reef breaks on the planet. The Barbados Surf Pro brings championship-level competition to the island’s wild east coast, where towering waves, dramatic scenery, and nonstop action create an unforgettable atmosphere. Even if you’re not a surfer, this is an incredible spectator event! Spend your days watching elite athletes carve through world-class waves, soaking up beach vibes, and enjoying food vendors, music, and local culture along the shoreline. Event Info / Schedule.
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BARBADOS
BARBADOS JAZZ EXCURSION
OCT 8 – 12, 2026
Read More ▾ Festival goers that flock to the annual Barbados Jazz Excursion on Columbus Day Weekend will be treated to the biggest and best lineup of contemporary jazz and R&B artists yet assembled at the fest along with a simplified schedule that allows more time to discover the alluring tropical beauty of the Caribbean island.
Read More ▾ Live it up with vibrant music and great company at Aruba's Soul Music Festival! It's a multi-day beach music event around Memorial Day weekend featuring R&B, soul artists, parties, boat events, and themed nightlife.
Read More ▾ Barbados Gospelfest is a powerful celebration of faith, music, and culture, featuring inspiring performances by local and international gospel artists. Enjoy uplifting concerts, community events, and soulful sounds set in beautiful venues across the island. This multi-day festival brings together music lovers and worshippers alike for an unforgettable spiritual and cultural experience.
Read More ▾ Aruba Hi-Winds is one of the Caribbean's premier windsurfing and kitesurfing events, attracting top athletes and thrill-seekers from around the globe. Watch high-flying action on the water by day and enjoy beach parties, music, and celebrations by night. This exciting multi-day event perfectly captures Aruba's adventurous spirit.
Read More ▾ The Aruba International Regatta brings colorful sails and competitive racing to the island's turquoise waters. This multi-day sailing event features exciting races, social gatherings, and waterfront festivities, making it a favorite for sailors and spectators alike. It's a celebration of sport, scenery, and island life.
Read More ▾ Dia di Rincon is Bonaire's most important cultural celebration, honoring the island's heritage with parades, traditional music, dancing, and local food. The village of Rincon comes alive for a full day of festivities that reflect Bonaire's history, pride, and community spirit. It's a must-see cultural experience for visitors.
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