As May rolls on, Trinidad serves up a vibrant lineup of festivals, tours, concerts, and cultural experiences perfect for every kind of traveler. Whether you’re into nature, food, music, or family fun, these upcoming events from May 17 onward offer plenty of reasons to explore the island. Mark your calendars and get ready to dive into the heart of Trinidad’s late-May magic.
Hike & Paint – Maracas Waterfall & Balata Basins
Sat May 17 | 6:30am – 2:00pm | Meeting point: Mt. Hope Hospital Car Park
Hike through the lush greenery of Maracas Valley to reach two scenic freshwater spots. Then channel your creativity in an outdoor painting session inspired by nature. It’s an active and artistic escape from the everyday. Materials are provided, and no experience is needed.
A Noble Celebration
Sat May 17 | Gala: 5:15pm | Showtime: 7:00pm | Queen’s Hall, Port of Spain
This lively showcase by Lilliput Children’s Theatre and Noble Douglas Dance Company highlights the next generation of local talent. Expect music, dance, and storytelling in a colourful stage production. It’s a family-friendly evening filled with cultural pride. A meaningful way to support youth and the arts.
Toco Foodie Extravaganza Tour
Sun May 18 | 8:00am | Matura Village to Mission Village
Hit the road for a full-day culinary journey along Trinidad’s scenic northeast coast. Sample authentic dishes, meet local cooks, and learn the stories behind each bite. It’s part food tour, part cultural immersion. A delicious way to explore rural communities.
Artisan Pop-Up Market – Brentwood
Sat May 24 | 10:00am – 6:00pm | Brentwood Mall, Chaguanas
Shop handmade jewellery, art, fashion, and local treats at this vibrant community market. It’s a great place to discover unique finds and meet creative local vendors. Plus, enjoy street food, live music, and a festive atmosphere. A true showcase of local talent and entrepreneurship.
Turtle Watching Adventure
Sat May 24 | 7:00pm – 12:00am | Departure from The Normandie Hotel
Experience the magic of leatherback turtles nesting under the stars on Trinidad’s northeast coast. Guided tours take you safely onto the beach for this once-in-a-lifetime wildlife encounter. It’s an unforgettable blend of nature and awe. An ideal activity for eco-enthusiasts and nature lovers.
Kayak & Hike to Three Pools – Blanchisseuse
Sun May 25 | 6:30am – 2:30pm | Pick-up: Mt. Hope Hospital
Kayak along the coast and hike through forest trails to reach Three Pools — a set of crystal-clear natural swimming holes. Splash, swim, and soak in the peaceful rainforest surroundings. This is one of Trinidad’s best hidden-gem adventures. A refreshing way to experience the North Coast.
Kaiso Jazz in the Courtyard
Thu May 29 | 6:00pm – 10:00pm | Naparima Bowl, San Fernando
Enjoy a smooth evening of jazz-infused calypso in an open-air setting. Local musicians reimagine classic melodies with soulful twists and live instrumentation. Come for the music, stay for the atmosphere. A relaxed cultural evening in South Trinidad.
“Rangeela” – The Arrival Day Cooler Party
Fri May 30 | 9:00pm – 2:00am | Calabash Gardens, Port of Spain
Celebrate Indian Arrival Day with this high-energy cooler fête featuring chutney soca, Bollywood hits, and Tassa drumming. Bring your drinks, dance with the crowd, and enjoy a vibrant mix of music and heritage. It’s one of the most anticipated nightlife events of the month. A dynamic reflection of Trinidad’s multicultural identity.
North Coast Jazz 2025
Sat May 31 | 2:00pm – Late | Blanchisseuse Recreational Grounds
Soak up live music and ocean views at this long-awaited return of the North Coast Jazz festival. Featuring local and regional performers, the event blends calypso, jazz, gospel, and more. The atmosphere is laid-back, with food tents, open lawns, and scenic coastal surroundings. An ideal way to close out the month with rhythm and style.
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