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
NOVEMBER 2025 - FEBURARY 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 Aruba's International Regatta is a thrilling maritime spectacle that attracts sailors and sailing enthusiasts from around the world. Set against the backdrop of the stunning Caribbean Sea, this annual event is lively for both attendees and the island's vibrant sailing community. Participants navigate the azure waters, showcasing their skill and agility in a series of competitive races. See events at https://aruba.com.
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ST. CROIX
St. Croix Mango Melee
JULY 6, 2025
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
JULY 30 - AUGUST 5, 2025
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
OCTOBER 6 - 11 2025
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 updates
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ST. MAARTEN
ST. MAARTEN FLAVORS
NOVEMBER 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
APRIL 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 CULINARY FESTIVAL
OCTOBER 11 - 19, 2025
Read More Start working up an appetite! The Aruba Culinary Festival invites you to a Caribbean gastronomic adventure. Over 100 nationalities blend their culinary traditions for a food lovers' celebration that will tantalize your tastebuds to new levels. From elegant fine dining to delightful hidden eateries, Aruba’s food scene is a treasure trove waiting to be explored. Join us and savor traditional favorites, try new foods, and enjoy mouthwatering dishes and delightful company. For more information, visit https://www.aruba.com/us/autentico
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BONAIRE
Bonaire Culinair
SEPTEMBER 25 - OCTOBER 9, 2025
Read More The food scene is robust, impressive, and ever-expanding on Bonaire, and the Bonaire Culinair event is meant to help visitors get a taste of all the best options. This 15-day event is an opportunity to taste some of the island’s culinary superstars’ best menus. See all participating restaurants at https://www.bonaire-culinair.com/.
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ARUBA
ARUBA FASHION WEEK
December 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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