2025 CARIBBEAN EVENTS
2025 CARIBBEAN EVENTS
The Caribbean, renowned for its vibrant cultures, breathtaking landscapes, and endless charm, is gearing up for an unforgettable 2025. Across the region, a calendar brimming with events will showcase the music, art, cuisine, and deep-rooted traditions. From the soulful rhythms of Jamaica’s Reggae Month and the highenergy spectacle of Junkanoo in The Islands of The Bahamas to the elegance of Saint Lucia’s Jazz and Arts Festival and the creativity of the Chefs at the Cayman Cookout, each destination has its own story to tell.
Carnivals and parades will light up the streets with stunning costumes and electric energy, while monthly activities like Full Moon Party in the British Virgin Islands or Tuesday night street parties in Grand Case, St. Martin promise entertainment for all. Conservation-minded travellers can join the Caribbean’s growing environmental efforts during Earth Month, celebrating the islands’ natural beauty while contributing to their preservation.
Discover the ultimate blend of adventure and relaxation at the Caribbean’s premier sailing and yachting events. Set sail across crystal-clear waters, where you can indulge in exhilarating regattas, race competitions, and leisurely cruises under the tropical sun. But it’s not just about the thrill of the waves – unwind with exclusive wellness activities that rejuvenate both mind and body. From yoga on the deck to spa treatments on secluded islands, the Caribbean offers the perfect balance of sport and serenity. Whether you’re an avid sailor or seeking a peaceful escape, these unforgettable events promise an experience like no other. Join us for an unparalleled celebration of sailing, wellness, and sport in the heart of paradise.
Warm Caribbean Greetings!
One Caribbean Canada is thrilled to welcome you to the first edition of our Event Guide, a vibrant showcase of the cultural events that make our region one of the most dynamic and captivating destinations in the world.
The Caribbean is more than its stunning beaches and endless sunshine—it’s a region alive with music, art, history, and celebration. It’s sailing regattas and marathons, poker-runs and chocolate, seafood and rum festivals. Our cultural events are woven into the very fabric of our identity, offering visitors the chance to experience the heartbeat of the Caribbean in its most authentic and exciting form.
Imagine dancing through the streets to the infectious beats of soca and calypso at Antigua and Barbuda’s Carnival, indulging in the world-class flavours of St. Martin’s Gastronomy Festival, or immersing yourself in the joy and pageantry of Vincy Mas in St. Vincent and The Grenadines. These are just a few examples of the unique experiences waiting for you in every corner of our islands. This Event Guide is your gateway to the Caribbean’s cultural calendar, highlighting the most iconic events across the region month by month. From colourful carnivals and music festivals to heritage celebrations and culinary fairs, these events not only entertain but also provide a window into the soul of our communities, showcasing the rich traditions, talents, and hospitality of the Caribbean people.
For our Canadian travellers, we hope this guide inspires you to plan your next journey to the Caribbean around one (or more!) of these unforgettable celebrations. Whether you’re seeking vibrant energy, cultural discovery, or simply the warmth of our tropical shores, the Caribbean offers a wealth of experiences that will leave you enchanted.
Thank you for choosing the Caribbean as your destination of choice. We can’t wait to welcome you to our region, where every celebration is an invitation to create lifelong memories.
JANUARY 2025
ANTIGUA AND BARBUDA
WELLNESS MONTH
All January
ONE NATIONAL MUSIC FESTIVAL
January 11 and 12
TALISKER WHISKY ATLANTIC ROWING CHALLENGE
THE ISLANDS OF THE BAHAMAS
JUNKANOO
January 1
BONAIRE
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
BRITISH VIRGIN ISLANDS
FULL MOON PARTY
Every Full Moon
PAINKILLER CUP
January 18th
CAYMAN ISLANDS
CAYMAN COOKOUT
January 15 to 20
MONTSERRAT
CLOSING OF CARNIVAL
January 1 or 2
ST. MAARTEN
CARIBBEAN MULTI-HULL CHALLENGE
RACE & RALLY
January 30 to February 2
ST. VINCENT AND THE GRENADINES
BEQUIA MUSIC FEST
January 23 to 26
MUSTIQUE BLUES FESTIVAL
January 22 to February 6
FEBRUARY 2025
ANGUILLA
THE GREAT TREASURE HUNT
February 23
ANTIGUA AND BARBUDA
JOLLY HARBOUR VALENTINE’S REGATTA
February 7 to 9
RORC NELSON’S CUP SERIES
February 18 to 21
RORC CARIBBEAN 600 RACE
February 24 to 28
THE BAHAMAS/EXUMA
GEORGE TOWN CRUISING REGATTA
February 19 to March 4
BONAIRE
CARNIVAL
February 22 to March 4
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
BRITISH VIRGIN ISLANDS
BVI FOOD FETE: JOST LIME & DINE
Every Saturday and Sunday
FULL MOON PARTY
Every Full Moon
CAYMAN ISLANDS
ARTS FESTIVAL
February 6
CURAÇAO
CURAÇAO CARNIVAL
February 28 to March 5
GUYANA
GUYANA MASHRAMANI
February 23
JAMAICA
REGGAE MONTH, ISLANDWIDE
February 1 to 28
ST. MARTIN CARNIVAL
February 22 to March 5
LES MARDIS DE GRAND CASE
Every Tuesday Night
MARCH 2025
ANGUILLA
MOONSPLASH MUSIC FESTIVAL
March 13 to 16
ANNUAL HATS & HEELS
March 4 to 9
ANTIGUA AND BARBUDA
13TH SUPERYACHT CHALLENGE
March 4 to 11
SOOTHE: A NIGHT OF NEO-SOUL, JAZZ RHYTHMS, AND SPOKEN WORDS
March 15
ARUBA
CARNIVAL PARADE
March 1 to 2
THE BAHAMAS/ELEUTHERA, NASSAU & PARADISE ISLAND
BAHAMAS HOPE CHALLENGE
March 8
NASSAU PARADISE ISLAND
WINE & FOOD FESTIVAL
March 12 to 16
BAHAMIAN MUSIC AND HERITAGE FESTIVAL
March 14 to 15
BONAIRE
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
BRITISH VIRGIN ISLANDS
BRITISH VIRGIN ISLANDS SPRING WRECK
March 31 to April 6
BRITISH VIRGIN ISLANDS FOOD FETE: JOST
LIME & DINE
February 14 to March 16 (Every Saturday and Sunday)
BRITISH VIRGIN ISLANDS FOOD FETE: TASTE OF VIRGIN GORDA
March 22
FULL MOON PARTY
Every Full Moon
CAYMAN ISLANDS
CAPELLA MUSIC FESTIVAL
March 29
JAMAICA
BLUE MOUNTAIN COFFEE FESTIVAL
March 1
ONE LOVE FESTIVAL
March 15
ISSA BOYS AND GIRLS CHAMPS
March 25 to 29
MONTSERRAT
ST. PATRICK’S DAY FESTIVAL
March 17
ST. MAARTEN
SXM HEINEKEN REGATTA
March 6 to 9
ST. MAARTEN LAGOON FESTIVAL
March 27 to 30
ST. MARTIN
SXM MUSIC FESTIVAL
March 12 to 16
LES MARDIS DE GRAND CASE
Every Tuesday night
ST.
KITTS
SKB CROSS CHANNEL SWIM
March 29
Carnival Season in the Caribbean
A Celebration of Culture, Music, and Colour
The Caribbean is famous for its vibrant and high-energy carnivals, drawing visitors from across the globe to experience the spectacle of music, dance, and elaborate costumes. Each island hosts its own unique celebration, deeply rooted in cultural traditions and community spirit. Whether you’re a first-time visitor or a seasoned reveller, carnival season offers an unparalleled experience filled with dazzling parades, infectious rhythms, and unrestrained joy. These celebrations not only provide entertainment but also serve as a testament to the resilience and creativity of Caribbean communities. The joyous energy and cultural richness make carnival a cherished tradition that continues to evolve and expand year after year.
Caribbean Airlines flies you from Toronto to Trinidad for Carnival held each February and it is among the most iconic in the region, famous for its extravagant costumes, lively parade floats, and the pulsating beats of calypso, soca, and steel pan music. The road march in Port of Spain is a highlight, where revellers dance for hours in the streets. Events like J’ouvert, a wild pre-dawn street party, and the Soca Monarch competition, where top artists battle for the best performance, add to the excitement. This carnival is more than just an event; it is a cultural phenomenon that brings together people from all walks of life in a shared experience of music, movement, and artistic expression. The spirit of the festival is infectious, making it an unforgettable experience that lingers in the hearts of those who participate.
St. Martin’s Carnival, celebrated from late February into early March, blends French and Dutch influences, reflecting the island’s multicultural heritage. The festivities include dynamic street parties, vibrant parades, and a diverse mix of music, from soca and reggae to Latin rhythms. The island’s picturesque backdrop makes it a stunning setting for the celebrations, attracting visitors who want to immerse themselves in its dynamic cultural landscape. The fusion of traditions, lively dance performances, and elaborate costumes create a thrilling and immersive atmosphere that captivates locals and tourists alike.
Bonaire’s Carnival, spanning from mid-February to early March, may be smaller in scale but is no less lively. This hidden gem offers an intimate and authentic experience, with street parades, music, and dance infused with Afro-Caribbean heritage. The Grand Marcha is a major highlight, where revellers take to the streets in a spectacular display of energy and colour. The unique charm of Bonaire’s celebrations lies in their close-knit, community-driven atmosphere, which allows visitors to experience Caribbean traditions up close. With locals enthusiastically participating in every aspect of the festivities, from costume creation to dance rehearsals, the sense of unity and pride is palpable.
In Curaçao, carnival season is a thrilling event that features massive parades, elaborate floats, and dazzling costumes. The island bursts into life with street parties, music festivals, and competitions, creating an atmosphere of excitement and joy. The grand parades showcase a mix of traditional Caribbean styles and modern influences, making it an unforgettable cultural spectacle. Visitors can enjoy a variety of events, from the Tumba Festival, which highlights local music and passionate performances, to the Farewell Parade, where the celebrations culminate in an explosion of colour, rhythm, and sound. The sheer scale and artistic brilliance of Curaçao’s carnival set it apart as a must-visit event for travellers.
St. Lucia’s carnival, held in July, combines modern revelry with traditional elements, offering a visually and musically rich experience. The island’s stunning landscapes provide a breathtaking setting for the energetic street parties and masquerade bands. Soca and calypso music dominate the festivities, enhancing the infectious spirit of the celebration. St. Lucia’s carnival is a growing attraction, with more international visitors joining the lively processions each year. The fusion of dazzling costumes, pulsating music, and electrifying performances ensures that every moment is infused with excitement and cultural expression.
Vincy Mas in St. Vincent and the Grenadines, spanning from late June to early July, is one of the most anticipated summer carnivals. With vibrant street parades, soca parties, and the celebrated King and Queen of the Bands competition, this festival is a fusion of music, dance, and cultural expression. The highlight is the energetic Monday and Tuesday parades, where revellers flood the streets in elaborate costumes, dancing to infectious beats. The festival also features beauty pageants and calypso competitions, making it a multi-faceted celebration of Vincentian culture. The spirit of togetherness and cultural pride is evident in every aspect of the event, drawing both locals and tourists into its lively embrace.
Antigua and Barbuda’s carnival, held in late July to early August, is one of the most exciting in the region. Dating back to the 1950s, it celebrates the island’s heritage with lively music, spectacular costumes, and high-energy parades. The Road March is a standout event, with revellers taking to the streets from dawn to dusk in one of the Caribbean’s most dynamic street parties. The festival also includes steel pan competitions and cultural showcases that highlight Antigua and Barbuda’s rich musical legacy. The grandeur of the celebrations, combined with the warmth and enthusiasm of the participants, creates an atmosphere of pure exhilaration.
Grenada’s SpiceMas, celebrated in early August, is known for its rich cultural heritage and vibrant festivities. The Monday and Tuesday Mas parades are filled with colour
and energy, while the Calypso Monarch competition showcases the island’s top musical talent. The Traditional Jab Jab Parade, featuring revellers covered in oil or mud, is a striking tribute to Grenada’s African roots. This carnival stands out for its deep historical connections and powerful expressions of Caribbean identity. The pulsating beats of the drums and the spirited performances create an immersive and electrifying experience that honours the island’s history and traditions.
Montserrat’s Carnival, held in December, is a festive celebration featuring concerts, parades, and masquerade balls. The Grand Parade is the highlight, with revellers donning elaborate costumes and dancing to the rhythms of soca, calypso, and reggae music. This intimate carnival reflects the island’s warm and close-knit community spirit. Montserrat’s festivities are particularly special due to their ties to Irish and African heritage, offering a unique blend of cultural influences. The blend of traditions and festive joy make Montserrat’s carnival a truly distinctive experience that highlights the island’s diverse cultural fabric.
Junkanoo in the Bahamas, taking place on Boxing Day and New Year’s Day, is one of the most visually stunning festivals in the Caribbean. Known for its dazzling parades, elaborate handmade costumes, and rhythmic drumming, horns, and whistles, Junkanoo is a vibrant expression of Bahamian history and creativity. The festival’s unique artistry and dynamic energy make it an unforgettable experience. Junkanoo’s roots date back centuries, and its elaborate preparations involve months of dedicated craftsmanship by local artisans. The sheer scale and artistic brilliance of the performances showcase the depth of Bahamian culture and the dedication of its people.
The annual Goombay Summer Festival is held on a number of Out Islands in The Bahamas. On Grand Bahama Island, it is celebrated every Thursday in July. This festival showcases cultural element such
as Junkanoo rush-outs, rake and scrape, quadrille dancing, and authentic cuisine and crafts.
On the island of New Providence and hosted by the Ministry of Tourism, the Goombay Summer Festival showcases Bahamian cultural heritage. Major Junkanoo Groups will perform in choreograph dancing, music, and costume, in a one-of-a-kind parade and a concert, featuring top Bahamian entertainers, a Kiddies Corner, Games and Competition, a Culinary Demo as well as native food, beverages, art and craft on sale. This event will be held from1:00pm –1:00am, on each Saturday in July.
Carnivals in the Caribbean are more than just festivals—they are living expressions of culture, history, and community. From the grandeur of Trinidad and Tobago’s celebrations to the intimate yet spirited revelry in Bonaire and Montserrat, each island brings something unique to the season. Whether you’re drawn to the spectacle of massive parades or the deep cultural roots of traditional festivities, the Caribbean offers an exhilarating experience that lingers long after the music fades. Mark your calendars and prepare for an unforgettable celebration of life, music, and culture, as each island welcomes you with open arms to revel in the joy of carnival season.
ANGUILLA
FESTIVAL DEL MAR
April 20 and 21
EASTER MONDAY BOAT RACE
April 21
ANGUILLA CULINARY EXPERIENCE
April 30 to May 3
ANTIGUA AND BARBUDA
OYSTER REGATTA
April 7 to 11
ANTIGUA CLASSIC YACHT REGATTA
April 16 to 21
INTERNATIONAL KITE FESTIVAL
April 21
ANTIGUA SAILING WEEK
April 26 to May 2
THE BAHAMAS/GRAND
BAHAMA,
EXUMA
PELICAN POINT COCONUT FESTIVAL
April 1
NATIONAL FAMILY ISLAND REGATTA
April 23 to 26
BONAIRE
TASTE OF BONAIRE
April 5
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
DIA DI RINCON
April 30
APRIL 2025
BRITISH VIRGIN ISLANDS
BRITISH VIRGIN ISLANDS SPRING WRECK
March 31 to April 6
VIRGIN GORDA EASTER FESTIVAL
April 14 – 21
FULL MOON PARTY
Every Full Moon
JAMAICA
GRAND SLAM, KINGSTON
April 4 to 6
KINGSTON CARNIVAL
April 21 to 27
JAKES TRIATHLON, TREASURE BEACH
April 26
KINGSTON CREATIVE ART FESTIVAL
April 28
ST. LUCIA
SAINT LUCIA JAZZ & ARTS FESTIVAL
April 30 to May 11
ST. MAARTEN
CARNIVAL
April 21 to May 5
ST. MARTIN
LES MARDIS DE GRAND CASE
Every Tuesday night
ST. VINCENT AND THE GRENADINES
BEQUIA EASTER REGATTA
April 19 and 20
EASTERVAL ON UNION ISLAND
April 14 to 20
SVG SAILING WEEK
April 13 – 21
MAYREAU REGATTA
April 25 – 28th
ANGUILLA
ANGUILLA CULINARY EXPERIENCE
April 30 to May 3
ANTIGUA AND BARBUDA
RESTAURANT WEEK
May 4 to 18
RUN IN PARADISE
May 25
ARUBA
SB MUSIC FESTIVAL
May 21 to 26
THE BAHAMAS/GRAND BAHAMA
GRAND BAHAMA DIVE WEEK
BONAIRE
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
BRITISH VIRGIN ISLANDS
FOXY’S CINCO DE MAYO PARTY
May 5
LEVERICK BAY POKER RUN
May 25
ONE VI MUSIC FESTIVAL
May 23 to 25
FULL MOON PARTY
Every Full Moon
MAY
2025
CAYMAN ISLANDS
BATABANO
May 3
BRACCANAL
May 15 to 19
ART WEEK
May 20 to 25
GRENADA
CHOCOLATE FESTIVAL
May 22 to 27
JAMAICA
DISCOVER JAMAICA BY BIKE
May 1 to 5
CALABASH LITERARY FESTIVAL
May 23 to 25
MOCHA FEST
May 22 to 27
ST. MAARTEN
SOUL BEACH MUSIC FESTIVAL
May 21 to 26
CHOCOLATE FESTIVAL
May 21 to 27
A Taste of the Tropics
The Best Culinary Events Across the Caribbean
The Caribbean is a region celebrated not only for its stunning beaches, vibrant cultures, and rich history but also for its exceptional culinary offerings. From spicy jerk chicken and fresh seafood to high-quality chocolate and world-class rum, the diverse flavours of the Caribbean reflect the intricate mix of influences from indigenous peoples, African heritage, European settlers, and beyond. Each island has its own unique take on the rich culinary traditions that have shaped the region, making it a paradise for food lovers seeking new experiences.
The Cayman Islands will kick off the year with one of the most anticipated events in the Caribbean food scene: the Cayman Cookout, taking place from January 15-20 at the luxurious Ritz-Carlton, Grand Cayman. A must-visit for food lovers, this five-day festival attracts top chefs, wine experts, and food enthusiasts from all over the world. With a wide variety of experiences such as beach barbecues, intimate dinners, exclusive wine tastings, and cooking demonstrations led by renowned chefs, the Cayman Cookout offers an exceptional way to explore global culinary delights. Whether you’re a fan of fresh seafood, gourmet international cuisine, or simple beachside barbecues, there’s something for everyone to enjoy at this world-class event.
In the British Virgin Islands, two major food festivals are set to take place in 2025, starting with the BVI Food Fete: Jost Lime & Dine, running from February 14 to March 16. This extended celebration spans over a month, offering an opportunity to explore the best of BVI’s island life through a combination of outdoor dining events, food stalls, and island-style dinners. Set against the gorgeous backdrop of Jost Van Dyke, this festival serves up authentic Caribbean flavours, including jerk chicken, freshly caught seafood, and tropical fruits. The relaxed atmosphere of this
event makes it an ideal choice for families, couples, or solo travellers looking for an unforgettable culinary escape in a beautiful setting.
Later in March, on the 22nd, the Taste of Virgin Gorda will take place, also as part of the BVI Food Fete. This exciting event celebrates the island’s best seafood, local delicacies, and island-inspired drinks. Visitors can enjoy gourmet dishes while interacting with chefs, locals, and fellow food lovers in the picturesque surroundings of Virgin Gorda’s pristine beaches and clear waters. It’s the perfect way to experience the island’s vibrant culinary scene in a relaxed and intimate environment.
In the Bahamas, the Nassau Paradise Island Wine & Food Festival, running from March 12-16, is an event that every food enthusiast should attend. This festival is a vibrant celebration of Bahamian cuisine and culture, featuring tastings, seminars, and dinner events led by renowned chefs and sommeliers. From the classic Bahamian conch fritters to rock lobster, the festival showcases the region’s freshest seafood, paired with a selection of wines and spirits.
The lively atmosphere of Nassau, combined with its rich culinary traditions, makes this event an excellent choice for anyone looking to explore the flavours of the Bahamas.
Anguilla will host its Festival del Mar on April 20-21, celebrating the island’s rich coastal culture and abundant seafood. From fish fry events to cooking demonstrations, attendees will have the opportunity to sample fresh seafood in a variety of delicious preparations. The festival offers an immersive experience into the island’s coastal heritage, complete with live music, local art, and a laid-back, festive atmosphere. It’s the perfect event for those looking to learn more about the island’s culinary traditions while enjoying its unique island vibes.
The islands of Antigua and Barbuda will hold Restaurant Week from May 4-18, inviting visitors to indulge in special three-course meals at top local restaurants. Featuring fresh, locally sourced ingredients and a wide array of Caribbean flavours, Restaurant Week is a great opportunity to explore the islands’ culinary diversity. Whether you’re dining at a fine restaurant or a casual beachside bistro, this event is the perfect way to experience the best of Antigua and Barbuda’s vibrant food scene while soaking in the stunning island surroundings.
May will also see the return of the famous Grenada Chocolate Festival, running from May 22-27. Known as the “Spice Isle,” Grenada is home to some of the finest chocolate in the world, made from locally grown cacao beans. This festival provides visitors with a truly immersive experience into the world of cocoa, with events such as chocolate-making workshops, guided tours of cocoa farms, and, of course, chocolate tastings. If you’re a chocolate lover, this festival is a unique and unforgettable way to experience Grenada’s rich chocolate heritage.
In June, Jamaica will celebrate its rum-making traditions with the Rum Festival on June 25. This event is a celebration of Jamaican rum, offering tastings of various rum varieties, rum-based cocktails, and culinary pairings that highlight the best of Jamaican cuisine. The festival also includes live music, local food stalls, and interactive rum workshops, providing visitors with an authentic taste of Jamaica’s rum culture. Later in the summer, on August 15, the MoBay Jerk Festival will take place in Montego Bay. This popular festival showcases the bold and spicy flavours of Jamaica’s famous jerk dishes, from jerk chicken to jerk pork and seafood. Local chefs will demonstrate their skills, preparing mouth-watering dishes that highlight the island’s signature seasoning. In addition to the food, visitors will enjoy live performances, art displays, and the vibrant culture of Montego Bay.
The British Virgin Islands will continue its culinary celebrations later in the year with BVI Restaurant Week from November 14-22. During this week, restaurants across the islands offer fixed-price menus that showcase the freshest local seafood, tropical fruits, and other island delicacies. From casual eateries to high-end restaurants, BVI Restaurant Week gives visitors the chance to experience the best of the islands’ culinary offerings in a convenient and affordable way.
The Anegada Lobster Festival, held from November 28-30, will be another highlight in the BVI. Known for its delicious lobster, Anegada Island draws lobster lovers from around the world to sample the freshest lobster in a variety of preparations, from grilled to curried and even in lobster rolls. Set in the relaxed atmosphere of Anegada Island, this festival is a must for seafood enthusiasts looking for an authentic Caribbean food experience.
The Caribbean is truly a gastronomic paradise, and 2025 promises to be an exciting year for food lovers. Whether you’re sampling rum at Jamaica’s Rum Festival, indulging in lobster at the Anegada Lobster Festival, or exploring the sweet delights of Grenada’s Chocolate Festival, there is no shortage of opportunities to enjoy the region’s rich culinary traditions. These events invite visitors to explore the diverse flavours of the Caribbean while immersing themselves in the culture and traditions of each island. With world-class rum, fresh seafood, decadent chocolate, and more, the Caribbean’s food festivals are a food lover’s dream. If you’re looking to taste new flavours, learn about culinary traditions, or simply indulge in the best the islands have to offer, 2025 is the perfect year to experience the Caribbean’s unforgettable food festivals.
JUNE 2025
ANGUILLA
WHIT MONDAY BOAT RACE
June 9
WELCHES FEST
June 9
ANTIGUA AND BARBUDA
BARBUDA’S CARNIVAL
June 4 to 9th
ANNUAL SPORTS FISHING TOURNAMENT
June 5 to 8
ARUBA
KLM MARATHON
June 7 and 8
THE BAHAMAS/ABACO, ELEUTHERA
ELEUTHERA PINEAPPLE FESTIVAL
June 6 and 7
ABACO REGATTA
June 22 to 28
BONAIRE
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
BRITISH VIRGIN ISLANDS
WRECK WEEK
June 15 to 21
FULL MOON PARTY
Every Full Moon
CAYMAN ISLANDS
CAYMAS
June 28
FLOWERS SEA SWIM
June 14
ST. KITTS
MUSIC FESTIVAL
June 26 to 28
ST. VINCENT AND THE GRENADINES
CANOUAN REGATTA
June 8
RESTAURANT WEEK
June 22 to 28
VINCY MAS
June 27 to July 8
JULY 2025
ANGUILLA
JOHN T. MEMORIAL CYCLING RACE
WEEKEND
July 4 to 7
ANGUILLA SUMMER FESTIVAL
July 31 to August 10
ANTIGUA AND BARBUDA
ANTIGUA CARNIVAL
July 25 to August 5
THE BAHAMAS/ GRAND BAHAMA, NASSAU & PARADISE ISLAND
GOOMBAY SUMMER FESTIVAL (GB)
Every Thursday
GOOMBAY SUMMER FESTIVAL (NASSAU & PI)
BONAIRE
TASTE OF BONAIRE
July 5
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
BRITISH VIRGIN ISLANDS
15TH ANNUAL SUMMER SIZZLE
July 23 – 28
XMAS IN JULY
July 26
FULL MOON PARTY
Every Full Moon
DOMINICA
DIVE FEST
June 21 to 28
JAMAICA
REGGAE SUMFEST
July 13 to 19
MONTSERRAT
CALABASH FESTIVAL
July 13 to 20
ST. EUSTATIUS
CARNIVAL
July 17 to 28
ST. KITTS
RESTAURANT WEEK
July 17 to 27
SAINT LUCIA
CARNIVAL
July 1 to 23
ST. VINCENT
BEQUIA CARNIVAL
July 12 and 13 (TBC)
Sailing Into Paradise
2025 Caribbean Regattas & Maritime Adventures
The Caribbean’s stunning waters, balmy breezes, and picturesque coastlines have long attracted sailors and maritime enthusiasts from around the world. Each year, the region plays host to an array of exhilarating regattas that draw participants from every corner of the globe, offering them the chance to showcase their sailing skills and celebrate the vibrant island culture. These regattas are much more than mere races—they are celebrations of maritime heritage, community spirit, and the unparalleled beauty of the Caribbean.
In 2025, the Caribbean will again be home to an exciting calendar of regatta events that offer something for everyone, whether you’re an experienced sailor, a newcomer to the sport, or someone who simply enjoys the lively atmosphere and spectacular views. From thrilling races across the open sea to smaller, more intimate regattas, the Caribbean offers numerous opportunities for adventure, competition, and cultural immersion.
The year kicks off with a prestigious event in Antigua and Barbuda—the Talisker Whisky Atlantic Rowing Challenge, which occurs at varying dates in January. This formidable competition is one of the most demanding rowing races in the world, where rowers race across the Atlantic from La Gomera in the Canary Islands to Antigua. It’s an awe-inspiring event that pushes competitors to their physical and mental limits. As the rowers reach Antigua, the arrival of the boats marks a celebration of endurance and perseverance, drawing crowds from all over to witness the feat.
Following this, on January 18, the British Virgin Islands host the Painkiller Cup, which strikes a perfect balance between competitive sailing and the island’s renowned laid-back atmosphere. The event welcomes sailors of all levels, with races in various boat classes. The Painkiller Cup is known for its fun, festive vibe, where sailors and spectators can enjoy delicious local food, drinks, and, of course, the famous Painkiller cocktail. It’s an excellent opportunity to experience the heart of the British Virgin Island’s sailing community while taking in the beauty of its turquoise waters and lively social scene.
From February 18-21, the Royal Ocean Racing Club’s Nelson’s Cup Series brings elite sailors from across the world to Antigua’s stunning coastline. This high-profile event is a true test of skill, as participants navigate the beautiful yet challenging waters surrounding the island. Spectators can watch thrilling races and enjoy the sight of impressive yachts gliding across the sea, all while soaking in the gorgeous scenery that makes Antigua such a special place for sailors and visitors alike. The Nelson’s Cup is followed closely by the RORC Caribbean 600 Race, which runs from February 24-28. This grueling 600-nautical-mile race takes competitors through some of the Caribbean’s most spectacular and demanding waters, with the route passing through islands like St. Kitts, Nevis, and St. Barthélemy. With intense competition and breathtaking views, the RORC Caribbean 600 Race stands out as a highlight on the Caribbean sailing calendar.
The action continues in March with the SXM Heineken Regatta in St. Martin, which runs from March 6-9. This lively event is one of the Caribbean’s largest regattas, combining exhilarating races with a vibrant festival atmosphere. The regatta attracts sailors from all over the world, and it offers races for a variety of boat classes. Beyond the races, attendees can enjoy beach parties, live music, and the lively nightlife of St. Martin, creating a dynamic experience both on and off the water.
St. Vincent and The Grenadines offers a more intimate regatta experience with the Bequia Easter Regatta, held on April 19-20. This traditional regatta is one of the oldest and most beloved events in the Grenadines. Local sailors compete in traditional Bequia-built schooners, racing alongside modern yachts. It’s a friendly, community-oriented event that celebrates island culture, with plenty of food, music, and festivities to enjoy. This regatta provides a perfect opportunity to experience the laid-back spirit of the Grenadines while taking in the stunning views of Bequia’s shores.
April is also a big month for regatta fans in Antigua and Barbuda, with two major events taking place. The Antigua Classic Yacht Regatta, held from April 16-21, showcases the elegance and craftsmanship of vintage yachts. This prestigious event attracts yacht owners and maritime enthusiasts from all over the world, who race these stunning, classic vessels in
Antigua’s beautiful waters. It’s an event that combines the thrill of racing with a celebration of Antigua’s rich maritime history. Later in the month, from April 26 to May 2, Antigua Sailing Week kicks off, which is one of the Caribbean’s most famous regattas. This world-class event features a series of races and social gatherings, with yachts of all sizes and skill levels participating. After days of intense competition, sailors and spectators come together to enjoy the island’s vibrant nightlife, with beach parties, concerts, and barbecues that make for an unforgettable experience.
St. Vincent’s Canouan Regatta, held on June 8, is a hidden gem that provides a more relaxed and intimate regatta experience. Taking place on the serene island of Canouan in the Grenadines, this event features traditional boat races and offers the chance to immerse yourself in the local maritime culture. With its laid-back vibe and stunning natural beauty, the Canouan Regatta provides a peaceful alternative to some of the larger, more high-profile events in the Caribbean.
The Caribbean’s regatta calendar for 2025 is filled with a variety of events that promise excitement, adventure, and cultural immersion for sailors and spectators alike. Whether you’re taking part in the challenging offshore races of the RORC Caribbean 600, enjoying the traditional charm of the Bequia Easter Regatta, or soaking up the vibrant atmosphere of Antigua Sailing Week, the region’s regattas offer unforgettable experiences in some of the most beautiful sailing destinations in the world. The combination of thrilling competition, vibrant local culture, and stunning backdrops makes the Caribbean a sailing paradise. So, whether you’re a seasoned sailor or a first-time spectator, mark your calendars for these incredible events and get ready for a maritime adventure in 2025.
AUGUST
2025
ANTIGUA AND BARBUDA CARNIVAL
July 30 to August 6
URLINGS SEAFOOD FESTIVAL
August 10
THE BAHAMAS/ANDROS
NORTH ANDROS GOOMBAY SUMMER FESTIVAL
August 9 and 10
BONAIRE
TASTE OF BONAIRE
August 9
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
BRITISH VIRGIN ISLANDS
EMANCIPATION FESTIVAL MONDAY
PARADE
August 4 to 6
FULL MOON PARTY
Every Full Moon
CURACAO
NORTH SEA JAZZ FESTIVAL
August 29 and 30
GRENADA
SPICEMAS
August 6 to 13
JAMAICA
DREAM WEEKEND
August 1 to 5
ST. MARTIN
OUALICHI FESTIVAL
August 1 to 3
SEPTEMBER 2025
ANTIGUA AND BARBUDA
WORLD WELLNESS WEEKEND CELEBRATIONS
September 19 to 21
ARUBA
ART FAIR
September 5 to 7
BONAIRE
TASTE OF BONAIRE
September 27
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
BRITISH VIRGIN ISLANDS
SCRUB ISLAND BILLFISH INVITATIONALLEG 1
September 4 to 8
SCRUB ISLAND BILLFISH INVITATIONALLEG 2
September 8 to 12
FULL MOON PARTY
Every Full Moon
JAMAICA
JAMAICA BRIDAL EXPO
September (TBA)
OCTOBER 2025
BONAIRE
BONAIRE SAILING REGATTA
2nd week of October
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
BRITISH VIRGIN ISLANDS
FULL MOON PARTY
Every Full Moon
DOMINICA
CREOLE MUSIC FESTIVAL
October 25 to October 27
Vibes of the Caribbean
Where Music Meets Paradise in 2025
The Caribbean is a region where music plays an integral role in the fabric of daily life, with each island offering its own unique blend of rhythms, sounds, and cultural influences. In 2025, the Caribbean’s music festivals promise to deliver an unforgettable year of melodies, vibrant performances, and cultural experiences. From reggae and jazz to blues and neosoul, the diversity of music found across the islands reflects the colourful, rich history and traditions of the Caribbean. The festivals planned for the year provide an exciting opportunity to experience the region’s artistic spirit, celebrate its culture, and immerse oneself in its infectious energy.
The year kicks off in Antigua and Barbuda with the One National Music Festival, held from January 11-12. This festival is a lively celebration of both Caribbean and global sounds, with performances spanning genres such as reggae, soca, calypso, jazz, pop, and contemporary music. It serves as a platform for emerging artists and offers a chance to experience vibrant performances, cultural displays, and island celebrations. The festival is a perfect way to immerse yourself in the island’s music scene while enjoying its lively atmosphere. In the same month, from January 23-26, Bequia in St. Vincent hosts the Bequia Music Fest. This intimate festival takes place against the stunning backdrop of the island’s beaches, where music lovers can relax on the sand while listening to a mix of reggae, rock, jazz, and soca. It’s an idyllic blend of great music and peaceful island charm, making it an excellent choice for those seeking both cultural immersion and a serene getaway.
For blues enthusiasts, the Mustique Blues Festival, running from January 22 to February 6, offers a more refined musical experience. Held in the luxurious and tranquil setting of Mustique, this festival features world-class blues musicians performing in intimate venues. The serene atmosphere of the island combined with top-tier talent creates an unforgettable blues experience. March brings a diverse range of musical events, starting with the Moonsplash Music Festival in Anguilla from March 13-16. Known for its focus on reggae and roots music, this festival attracts music lovers from around the world. Set against the island’s beautiful beaches, it features laid-back beachside performances from well-known artists, creating an unforgettable musical experience that embraces both the spirit of the Caribbean and the laid-back vibes of the island.
Anguilla also hosts the Annual Hats & Heels event from March 4-9, a celebration that combines glamour with music. This chic festival features live performances, DJ sets, and themed parties across the island. Guests are encouraged to dress in style while enjoying lively tunes in a setting that blends high fashion with vibrant music. On March 15, Antigua and Barbuda presents Soothe: A Night of Neo-Soul, Jazz Rhythms, and Spoken Words. This one-night celebration is ideal for those who enjoy the smooth sounds of neo-soul and jazz, as well as the spoken word. With its relaxed, sophisticated atmosphere, Soothe offers a unique way to unwind while experiencing the serene side of Caribbean culture through music and poetry.
On March 14 and 15, the Bahamian Music and Heritage Festival celebrated on the island of Exuma, is an exciting time for the whole family. This festival features an awesome line-up of The Bahamas’ most popular and talented musicians. Arts and craft such as wood and
conch shell carvings, sand jewelry, straw craft and blown glass jewelry are just some of items that will be on sale along with delicious native dishes. There are activities for kids as well as adults including storytelling, Bahamian dancing and cooking demonstrations.
The Cayman Islands also contribute to the musical calendar with the Capella Music Festival on March 29. This event showcases the island’s music scene, offering performances in various genres, including pop, classical, and jazz. The outdoor concerts, set against stunning Caribbean views, provide an experience that combines musical enjoyment with breathtaking scenery.
In late May, from the 21st to the 26th, Aruba hosts the SB Music Festival, a high-energy event that features diverse performances ranging from reggae to EDM. The festival attracts international crowds, creating an electric atmosphere where top-tier music and the tropical fun of the island blend seamlessly together.
Moving into the summer months, the worldrenowned Reggae SumFest in Jamaica takes place from July 13-19 in Montego Bay. This festival is the largest reggae celebration in the world, drawing huge crowds to witness the best in reggae, dancehall, and soca music. With vibrant performances and a deep connection to Jamaican culture, Reggae SumFest stands as the premier Caribbean music festival of the year.
The Caribbean’s music festivals in 2025 provide an unparalleled opportunity to experience the region’s soul and rhythm. Whether you want to immerse yourself in the upbeat reggae rhythms at Reggae SumFest, relax to the smooth sounds of jazz and neo-soul at Soothe in Antigua, or dance to the infectious beats of soca and calypso at the One National Music Festival, there’s something for every music lover. These festivals bring together diverse cultures, rich rhythms, and unforgettable moments, making the Caribbean the perfect destination to celebrate the universal language of music.
NOVEMBER 2025
ANGUILLA
MUSIC TOURISM CONVENTION
November 4 to 7
ANTIGUA AND BARBUDA
INDEPENDENCE DAY + FOOD FAIR
November 1
ART WEEK
November 26 to Dec 2
GEMONTIES MOODS OF PAN FESTIVAL
November 28 to 30
ARUBA
BEACH TENNIS/SAND SERIES
November 10
BONAIRE
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
BRITISH VIRGIN ISLANDS
BRITISH VIRGIN ISLANDS CULTURE AND TOURISM MONTH
November 1 to 30
BRITISH VIRGIN ISLANDS CHARTER YACHT SHOW
November 11 to 14
BRITISH VIRGIN ISLANDS FOOD FETE: RESTAURANT WEEK
Nov 14 to 22
FILM COMPETITION
October 30 to November 2
BRITISH VIRGIN ISLANDS FOOD FETE: ANEGADA LOBSTER FESTIVAL
November 28 to 30
FULL MOON PARTY
Every Full Moon
CAYMAN ISLANDS
PIRATES WEEK
TBA
CURACAO
KLM MARATHON
November 29 and 30
JAMAICA
FOOD & DRINK FESTIVAL
TBA
TREASURE BEACH FOOD, RUM & REGGAE FESTIVAL
TBA
JAMAICA PRO AM ‘ANNIE’S REVENGE’
GOLF INVITATIONAL
TBA
ST. EUSTATIUS
STATIA DAY
November 16th
ST. MARTIN
GASTRONOMY FESTIVAL
Nov 11 to 22
ST. MAARTEN
FLAVORS FESTIVAL
Month of November
DECEMBER 2025
ANTIGUA AND BARBUDA
NELSON’S DOCKYARD CD PARTY
December 25
NELSON’S DOCKYARD NYE PARTY
December 31
ARUBA
DANDE FESTIVAL
December 27
THE ISLANDS OF THE BAHAMAS
BOXING DAY JUNKANOO PARADE
December 26
BONAIRE
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
BRITISH VIRGIN ISLANDS
CHRISTMAS IN THE CITY (ROAD TOWN)
December 5 and 6
FOXY’S OLD YEARS NIGHT
December 31
THE CYRIL B. ROMNEY TORTOLA PIER PARK NYE PARTY
December 31
THE TRELLIS BAY NYE PARTY
December 31
FULL MOON PARTY Every Full Moon
CAYMAN ISLANDS
WALKERS MARATHON
December 1 to 3
JAMAICA
REGGAE MARATHON
December 7
MONTSERRAT
START OF CARNIVAL
December 13 – January 1
ST. EUSTATIUS
RED & WHITE PARADE 2nd week in December for Christmas!
ST. MAARTEN
DOW’S ANNUAL MUSICAL CONCERT
December 26
ST. VINCENT AND THE GRENADINES
NINE NIGHTS OF LIGHTS
December 13 to 23
NINE MORNINGS FESTIVAL
December 16 to 24
Start your research at OneCaribbeanCanada.ca - we’re a central resource with information on multiple Caribbean destinations and hotels with links provided to official country websites for even more information. Considering visiting multiple islands or having a twocentre holiday? Don’t forget to check under the Transportation tab for a list of public ferries. And visit the Insider Info tab for articles on romance, history, culture, and land & sea activities – featuring a number of different destinations to visit.
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