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
NOV 2025 - FEB 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.
Jump Up 2025 Dates: November 28th, 2025 February 14th, 2026 May - TBD July - TBD
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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ST. MAARTEN
ST. MAARTEN FLAVORS
NOV 2025
Read More There is SO much good food on St. Maarten, and this is how you experience it all! The month-long St. Maarten Flavors will spotlight key cuisines that define St. Maarten's dynamic food landscape: Caribbean, European, Americas, Asian, and Vegetarian. Participating restaurants will present special set menus showcasing their signature dishes, each infused with inspiration from cherished family recipes and traditional sources. Keep an eye out for a special menu from Little Bay Dining
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ST. CROIX
ST. CRIOX CRUCIAN CHRISTMAS FESTIVAL
DEC 25, 2025 - JAN 2026
Read More The St. Croix Carnival, also known as the Crucian Christmas Festival, is a lively and joyous celebration held on the beautiful island of St. Croix during the festive Christmas and New Year season. Imagine streets bursting with color during the Children's and Adult Parades, energetic pre-dawn J'ouvert street parties, and captivating cultural shows like the Calypso Monarch competition and the Queen Show. At the heart of it all is the Carnival Village, a buzzing hub filled with delicious local cuisine, live music, and fun games. Feel the rhythm of calypso, soca, reggae, and quelbe as live bands and DJs keep the party going. This community-driven event is all about celebrating heritage, enjoying incredible food, and dancing the night away. It's a perfect time to connect with friendly locals, support local businesses, and create unforgettable memories! See event schedule and more details here: https://www.gotostcroix.com/events/crucian-christmas-carnival/
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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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ARUBA
ARUBA FASHION WEEK
DEC 11 - 14, 2025
Read More Strut your stuff on Aruba at Aruba’s 6th annual fashion week! A glamorous fusion of island elegance and high fashion (think runway shows, innovative showroom activations, designer brand experiences, and talks) from local designers to global names. Learn more at https://www.visitaruba.com/things-to-do/aruba-events/aruba-fashion-week/.
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BARBADOS
BARBADOS HOLETOWN FESTIVAL
FEBURARY 7 - 14, 2026
Read More Celebrate over a century of Barbadian heritage, from vibrant street fairs and Calypso concerts to historic reenactments, gospel and steel-band performances, art exhibitions, sporting events, food markets, and a Grand Floodlit Tattoo. It’s a lively, spirit-filled week just a short drive from Divi Southwinds Beach Resort! Learn more at https://www.facebook.com/holetownfestivalbarbados?locale=en_GB.
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BARBADOS
BARBADOS FOOD & RUM FESTIVAL
NOV 6 – 9, 2025
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. Head to purocean on Dover Beach for a special 3-course menu!
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ARUBA
ARUBA’S CARNIVAL
JAN 2 – FEB 15, 2026
Read More Carnival means weeks of electrifying events that bring you colorfully decorated floats, contagiously throbbing music, luxuriously designed costumed groups of celebrants of all ages, King & Queen elections, Torch Light Parades, the Jouvert Morning Pajama Parade, the Children's Parades, and finally the Grand Parade! Festivities begin in November and last through March. For a schedule of this year’s carnival, go to visitaruba.com.
Read More Get ready to groove and party island-style at the most spectacular festival on Bonaire! This annual extravaganza is a thrilling cultural celebration that stretches throughout February, making it one of the best times to visit. Expect dazzling parades dotted with elaborate costumes, pulse-thumping music to move your feet to, fireworks, children’s events, competitions, and tons of charismatic Bonaire culture. Learn more about everything this festival has to offer here: www.infobonaire.com.
Read More Experience the ultimate electronic music adventure at SXM Festival in St. Martin. Set against the stunning backdrop of white sandy beaches and turquoise waters, this immersive event brings together top international DJs and music lovers from around the world. Dance from day to night at breathtaking venues, including beachfront stages, jungle parties, and intimate villas. With its unique blend of music, art, and natural beauty, SXM Festival offers an unforgettable, transformative experience that captures the vibrant spirit of the Caribbean. For the official lineup and more information, visit https://www.sxmfestival.com/homepage/.
Read More Get fit for the holidays at Divi Little Bay Beach Resort! Join two top NRG2GO instructors for back-to-back wellness weeks featuring yoga, Pilates, and more — plus healthy dining options and plenty of time to unwind in paradise! Attend with up to 35% off AND free breakfast with promo code NRG2GO2025. Book by December 1 to save!
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