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.
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
ARUBA’S 70TH GRAND CARNIVAL
March 2
ARUBA INTERNATIONAL HALF MARATHON
March 23
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
BARBADOS
SANDY LANE GOLD CUP
March 1
BARBADOS INTERNATIONAL POLO SEASON
March 2 - BPC Cheshire (UK) vs. Barbados FINAL
March 15 - BPC Canada v. Barbados
March 20 - BPC Canada v. Barbados
March 22 - BPC Canada v. Barbados FINAL
BARBADOS SURF PRO & LIVE LIKE ZANDER JR. PRO 2025
March 24 to 30
BONAIRE
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
BONAIRE
TASTE OF BONAIRE
April 5
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
DIA DI RINCON
April 30
BRITISH VIRGIN ISLANDS
BVI SPRING WRECK
March 31 to April 6
VIRGIN GORDA EASTER FESTIVAL
April 14 – 21
FULL MOON PARTY
Every Full Moon
CURAÇAO
CURAÇAO INTERNATIONAL
FILM FESTIVAL
April 9 to 13
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
SAINT 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
SVG SAILING WEEK
April 13 – 21
MAYREAU REGATTA
April 25 – 28th
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.
MAY 2025
ANGUILLA
ANGUILLA CULINARY EXPERIENCE
April 30 to May 3
ANTIGUA AND BARBUDA
CULINARY MONTH
Month of May
RESTAURANT WEEK
May 4 to 18
RUN IN PARADISE
May 25
ARUBA
SB MUSIC FESTIVAL
May 21 to 26
THE BAHAMAS/GRAND BAHAMA/
NASSAU & PARADISE
GRAND BAHAMA DIVE WEEK
April 26 to May 3
JOHN LEGEND AT ATLANTIS
PARADISE ISLAND
May 24
BARBADOS
RALLY BARBADOS AND KING OF THE HILL RALLY SHOW
May 30 to June 1
ISLAND
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
CAYMAN ISLANDS
BATABANO
May 3
BRACCANAL CARNIVAL
May 15 to 19
ART WEEK
May 20 to 25
OUT OF THIS WORLD MUSIC FESTIVAL
May 31
CURAÇAO
FLEUR DE MARIE FESTIVAL
May 5
ART WEEK KAYA KAYA
May 26 to 31
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
SAINT LUCIA
SAINT LUCIA JAZZ & ARTS FESTIVAL
April 30 to May 11
ST. MAARTEN
SOUL BEACH MUSIC FESTIVAL
May 21 to 26
CHOCOLATE FESTIVAL
May 21 to 27
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 ARUBA INTERNATIONAL MARATHON
June 7 and 8
ARUBA INTERNATIONAL REGATTA 2025
June 26 to 29
THE BAHAMAS/ABACO, ELEUTHERA/NASSAU & PARADISE ISLAND
ELEUTHERA PINEAPPLE FESTIVAL
June 6 and 7
OCEAN GUARDIAN EXPERIENCE AT ROSEWOOD BAHAMAR
June 20
ABACO REGATTA
June 22 to 28
BARBADOS
HORSE RACING - MIDSUMMER
CREOLE CLASSIC
June 14 and 28
CIBC FIRST CARIBBEAN GOLF FOR THE CURE TOURNAMENT
June 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
FLOWERS SEA SWIM
June 14
CAYMAS
June 28
DOMINICA
DIVE FEST
June 21 to 28
GUADELOUPE ISLANDS
DIVE FEST
June 21 to 28
ST. KITTS
MUSIC FESTIVAL
June 26 to 28
SAINT LUCIA
FÊTE PÉCHÈ (FISHERMEN’S FEAST)
June 29
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 -BAY ST., DOWNTOWN NASSAU)
Every Saturday from 1pm to 1am
OCEAN GUARDIAN EXPERIENCE AT ROSEWOOD BAHAMAR
July 4
BARBADOS
CROP OVER FESTIVAL
July 5 to August 4
BARBADOS DERBY DAY
July 26
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
GUADELOUPE ISLANDS
TRADITOUR (BOAT RACE)
July 3 to July 13
ALL DAY IN MUSIC FESTIVAL
July 29 to 30
GWO KA FESTIVAL (DRUM FESTIVAL)
July 10 to 14
BBQ FESTIVAL
July 26 to 27
CURRY FESTIVAL
July 26
JAMAICA
REGGAE SUMFEST
July 13 to 19
MARTINIQUE
MARTINIQUE YOLE BOAT RACE
July 27 to August 3
MONTSERRAT
CALABASH FESTIVAL
July 18 to 27
ST. EUSTATIUS
CARNIVAL
July 17 to 28
ST. KITTS
RESTAURANT WEEK
July 17 to 27
SAINT LUCIA
CARNIVAL
July 1 to 23
ST. VINCENT AND THE GRENADINES
CANOUAN CARNIVAL
July 25 to August 3
VINCY MAS
June 27 to July 8
AUGUST 2025
ANTIGUA AND BARBUDA CARNIVAL
July 30 to August 6
URLINGS SEAFOOD FESTIVAL
August 10
ARUBA
‘I DO’ VOW RENEWAL EVENT
August 13
THE BAHAMAS/ANDROS/ NASSAU & PARADISE ISLAND
OCEAN GUARDIAN EXPERIENCE AT ROSEWOOD BAHAMAR
August 8
NORTH ANDROS GOOMBAY
SUMMER FESTIVAL
August 9 and 10
BARBADOS
CROP OVER FESTIVAL GRAND
KADOOMENT
August 4
BARBADOS DIVE FESTIVAL
August 15 to 20
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
KAYA KAYA STREET PARTY
August 23
NORTH SEA JAZZ FESTIVAL
August 27 to 30
GRENADA
SPICEMAS
August 1 to 12
J’OUVERT
August 11
GUADELOUPE ISLANDS
GUADELOUPE INTERNATIONAL
CYCLING RACE
August 1 to 10
WOMEN’S COOK FESTIVAL
August 4
JAMAICA
MOBAY JERK AND FOOD FESTIVAL
August 1
JAMAICA DREAM WKND NEGRIL
August 1 to 5
BEST WEEKEND EVER OCHO RIOS
August 1 to 5
ANIMECOM FEST
August 9 to 10
MARTINIQUE
MARTINIQUE YOLE BOAT RACE
July 27 to August 3
SAINT LUCIA
LA ROSE FESTIVAL
August 30
ST. VINCENT AND THE GRENADINES
KEEGAN’S BEQUIA BEACHSIDE
SEAFOOD FESTIVAL
August 1
CANOUAN CARNIVAL
July 25 to August 3
INDULGE UNWIND &
With legendary Bahamian hospitality and lively rhythmic celebrations, there’s a colourful world just waiting to be explored. Rejuvenate yourself with pristine white sand beaches and clear turquoise waters. Feed your happiness at five-star resort restaurants and laid-back local cafes.
Spend less time traveling and more time relaxing with nonstop flights from most major cities.
DISCOVER THE & MORE VACATION.
Sailing Paradise
2025 Caribbean Regattas & Maritime Adventures
By Mark Stevens
Winds are coming from dead astern – blowing at almost twenty knots – as we race a sailing catamaran called “Talese” through white-capped aquamarine seas in a passage from St. Barth’s. Sint Maarten dead ahead, we look for the committee boat that marks the finish the finish line. It’s the final day of a four-day regatta called the Caribbean Multihull Challenge, a celebration combining both a serious racing class and a rally class for sailors who aren’t in such a rush, boaters just happy to experience a true sailing paradise.
From a spectator-friendly racing event just off the beach at Sint Maarten’s Great Bay followed by evening fireworks to a beachside paella party on St. Barth’s, January’s Caribbean Multihull Challenge reflects the changing environment of Caribbean sailing. According to co-founder Robbie Ferron, “the growth of multihulls in sailing fleets here in the Caribbean has been exponential.”
CREDIT: SHARON
And this celebration of sailing that particularly recognizes the evolution of the sport of sailing is but one in a cornucopia of nautical must-dos as many and varied as the Caribbean islands that host these regattas.
In early March the Heineken Regatta, also hosted by Sint Maarten, attracts some of the sport’s most serious sailors and technologicallyadvanced boats. Long a fixture on the sailing regatta circuit, offering races in several different classes, the Heineken Regatta is but one more event sure to please whether you’re a serious racer, a casual sailor, a boat-lover or just someone who loves the accompanying shore parties.
No coincidence that the waters around Sint Maarten and St. Martin have earned this area a reputation as one of the Caribbean’s top sailing charter destinations.
And this is just one island. Regattas right across the Caribbean offer exhilarating race courses and passages through sapphire seas with views of emerald hills, alabaster beaches and pastel-painted villages for background.
Add in almost-always cooperative winds and it’s hardly surprising that the Caribbean offers some of the best sailing in the world.
Consider the twin-island nation of Antigua and Barbuda, a must-do nautical destination thanks to its sheer beauty, the wealth of anchorages and a whole collection of regattas decorating the calendar, many of which are scheduled to coincide with the “Christmas Winds” that blow across the Caribbean from December into April.
For the past two years expensive and sleek sailboats called Oysters have met in Nelson’s Dockyard for a January owners’ regatta. Nelson’s Dockyard, crown jewel of English Harbour, boasts a two-hundred-year history, a still-functioning dockyard that was the Leeward headquarters of the Royal Navy in the eighteenth-century. In addition to the Oyster Regatta, it also plays host to two must-do regattas.
Come for the mid-April event – the Classic Yacht Regatta – and admire vessels that are the stuff of history itself: schooners, brigantines, twomasted commanders of the water.
Toward the end of April, the island welcomes Antigua Sailing Week. Watch races from your vantage-point high atop Shirley Heights, then, come sunset, dance the night away to Reggae at nearby Dow Interpretive Centre, just one more evening event that makes Antigua Sailing Week a nautical must-do.
February sees the running of the RORC (Royal Ocean Racing Club) Nelson’s Cup series, highlighted by a round-Antigua race, followed shortly by the RORC 600, in which competitors race through waters lapping the shores of Anguilla, Sint Maarten, St. Kitt’s and St. Eustatius in a grueling six-hundred-nautical mile feat of endurance.
If feats of endurance impress you, visit Antigua in January and cheer on boats crossing the finish line in the Talisker Rowing Challenge, boats whose crews have literally physically rowed across the Atlantic.
If you like still more history with your nautical delights, visit the British Virgin Islands in January for the Painkiller Cup. The BVIs are considered the premier destination for sailors of all stripes and the regatta’s namesake is also
a tidbit of nautical lore. It’s named for a local drink invented at a bar catering to sailors, a cocktail that originally featured Pusser’s, former official purveyor of rum to the Royal Navy.
Head south to another delightful archipelago called St. Vincent and the Grenadines, so beautiful they were featured in the first “Pirates of the Caribbean” movie, islands separated by challenging if beautiful passages dominated by constant easterly winds. Enjoy the shore parties or watch the races that characterize the long-running Bequia Easter Regatta (included races feature traditional Bequia-built schooners), based out of Admiralty Bay, a photogenic anchorage well-loved by sailors. This year, for the very first time, they’ve added a new wrinkle: an inter-island race series called the Bougainvilla Cup. Participate in the nine days of races comprising the inaugural running of SVG Sailing Week then savour shore activities from parties to cultural events. Or immerse yourself more completely in local nautical culture when traditional schooners participate in the Canouan Regatta held in June.
Come January the delightful island trio of Grenada and the Grenadines is home to the long-running Sailing Week. This year’s festivities (always a mustdo January regatta) were actually centred to a great extent around the island of Carriacou – an initiative geared to garner support for a gorgeous idyllic island so battered by last year’s hurricane Beryl.
August also sees the running of a fascinating regatta in Carriacou, where locals compete in locally built tradition Carriacou sloops (the island has a long and respected shipbuilding history). Past celebrations have included fun shore activities like greased pole competitions (don’t even ask), though this year’s events will be scaled back thanks to Hurricane Beryl.
For the better part of a year the Caribbean is home to a veritable fleet of regattas, some challenging the skills of the most serious racers, many open to cruising boats just looking for an excuse for some fun.
Whether you come for the Caribbean Multihull Challenge, the Heineken Regatta, the all-new SVG Sailing Week or traditional events like the Carriacou Regatta Festival, whether you’re serious about the sport, just like boats or really enjoy parties, you’ll be sure to agree.
The Caribbean is a sailing paradise.
SEPTEMBER
2025
ANTIGUA AND BARBUDA
WORLD WELLNESS WEEKEND
CELEBRATIONS
September 19 to 21
ARUBA
ART FAIR ARUBA
September 5 to 7
BARBADOS
TOUR DE BIM
September 26 to 29
BONAIRE
TASTE OF BONAIRE
September 27
NOS ZJILEA CULTURAL EVENT Last Saturday of each month
BRITISH VIRGIN ISLANDS
SCRUB ISLAND BILLFISH
INVITATIONAL - LEG 1
September 4 to 8
SCRUB ISLAND BILLFISH INVITATIONAL - LEG 2
September 8 to 12
FULL MOON PARTY Every Full Moon
CURAÇAO
CURAÇAO PRIDE
September 26 to October 5
DOMINICA
KALINAGO WEEK
September 19 to 25
GUADELOUPE ISLANDS
EUROPEAN HERITAGE DAY
September 13 to 14
GUYANA
NATIONAL BBQ CONTEST
September 4
DRAG RACING SERIES – INTERNATIONALROUND 3
September 14
SAINT LUCIA
DIVE FEST SAINT LUCIA
September 14 to 20
OCTOBER 2025
THE BAHAMAS/NASSAU PARADISE ISLAND
BAHAMAS CULINARY & ARTS FESTIVAL
October 22 to 26
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
CURAÇAO
CURAÇAO PRIDE
September 26 to October 5
DOMINICA
WORLD CREOLE MUSIC FESTIVAL
October 24 to 26
GUADELOUPE ISLANDS
CREOLE HERITAGE MONTH
Month of October
DIWALI CELEBRATIONS
October 20th
VOLCANO TRAIL
End of October
GUYANA
ESSEQUIBO / BERBICE DRAG RACE
October 12
INTERNATIONAL BUSINESS CONFERENCE
October 14-16
TAPAS, RUM & WINE FESTIVAL
October 19
DIWALI CELEBRATIONS
October 20
RUPUNUNI MUSIC & ARTS FESTIVAL
October 24 to 26
SAINT LUCIA
CREOLE HERITAGE MONTH
Month of October
LA MARGUERITE FESTIVAL (LA MAGWIT FESTIVAL)
October 17
INTERNATIONAL CREOLE DAY
October 28
ST. LUCIA BILLFISH TOURNAMENT
October 29 to November 2
ST. VINCENT AND THE GRENADINES
CANNABLISS FESTIVAL
October 2 to 4
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
ARUBA INTERNATIONAL BEACH TENNIS TOURNAMENT
November 9 to 16
ARUBA FASHION WEEK
November 28 to 30
BARBADOS
BARBADOS PORK FESTIVAL
November 1
BARBADOS DARTS FESTIVAL
November 3 to 13
BARBADOS OPEN WATER SWIM
November 5 to 9
BARBADOS TURF CLUB RACE
SEASON - BTBA JUVENILE & BREEDERS’ CLASSIC
November 15 and 29
BARBADOS INDEPENDENCE SURF FESTIVAL
November 29
BARBADOS RALLY CROSS
November 29
MEGA GENEALOGY MARKETPLACE
November 30
INDEPENDENCE DAY NATIONAL PARADE
November 30
BIIG BEACH GAMES
November 30
BONAIRE
NOS ZJILEA CULTURAL EVENT
Last Saturday of each month
BRITISH VIRGIN ISLANDS
BVI CULTURE AND TOURISM MONTH
November 1 to 30
BVI CHARTER YACHT SHOW
November 11 to 14
BVI FOOD FETE: RESTAURANT WEEK
Nov 14 to 22
FILM COMPETITION
October 30 to November 2
BVI FOOD FETE: ANEGADA LOBSTER FESTIVAL
November 28 to 30
FULL MOON PARTY
Every Full Moon
CAYMAN ISLANDS
PIRATES WEEK
November 9 to 19
CURACAO
KLM MARATHON
November 29 and 30
GUADELOUPE ISLANDS
ALL SAINT’S DAY
November 1
ST GEORGES INTERNATIONAL MUSIC FESTIVAL
November 18 to 22
GUYANA
CIRCUIT RACING SERIES –INTERNATIONAL - ROUND 3
November 2
UNDER THE STARS
December 31
JAMAICA
FOOD & DRINK FESTIVAL
November 13 to 16
JAMAICA PRO AM ‘ANNIE’S REVENGE’ GOLF INVITATIONAL
November 19 to 23
ST. EUSTATIUS
STATIA DAY
November 16th
SAINT LUCIA
SAINT LUCIA BILLFISH TOURNAMENT
October 29 to November 2
GLOBAL ROMANCE SUMMIT
November 13 to 17
ATLANTIC RALLY FOR CRUISERS (ARC)
November 24 to December 1
MANGO BOWL REGATTA
November 28 to 30
ST. MARTIN
GASTRONOMY FESTIVAL
November 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
BARBADOS
RUN BARBADOS
December 5 to 7
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 to January 1
ST. EUSTATIUS
RED & WHITE PARADE
2nd week in December for Christmas!
ST. LUCIA
NATIONAL DAY – FESTIVAL OF LIGHTS & RENEWAL
December 13
ATLANTIC RALLY FOR CRUISERS (ARC) CULMINATES
December 20
ST. MAARTEN
DOW’S ANNUAL MUSICAL CONCERT
December 26
ST. MARTIN
RUNNING NIGHTS
December 12 and 13
ST. VINCENT AND THE GRENADINES
NINE NIGHTS OF LIGHTS
December 15 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.
See your favourite Travel Advisor to book your trip!
CRICKET
CARIBBEAN PREMIER LEAGUE 2025
AUGUST 14, THU
ST. KITTS & NEVIS PATRIOTS VS ANTIGUA & BARBUDA FALCONS
Warner Park, Basseterre, ST. KITTS 7:00pm local start time
AUGUST 15, FRI
ST. KITTS & NEVIS PATRIOTS VS GUYANA AMAZON WARRIORS
Warner Park, Basseterre, ST. KITTS
7:00pm local start time
AUGUST 16, SAT
ANTIGUA & BARBUDA FALCONS VS BARBADOS ROYALS
Sir Vivian Richards Stadium, ANTIGUA
7:00pm local start time
AUGUST 17, SUN
ST. KITTS & NEVIS PATRIOTS VS TRINBAGO KNIGHT RIDERS
Warner Park, Basseterre, ST. KITTS
11:00am local start time
AUGUST 17, SUN
ANTIGUA & BARBUDA FALCONS VS SAINT LUCIA KINGS
Sir Vivian Richards Stadium, ANTIGUA
7:00pm local start time
AUGUST 19, TUE
ST. KITTS & NEVIS PATRIOTS VS SAINT LUCIA KINGS
Warner Park, Basseterre, ST. KITTS
7:00pm local start time
AUGUST 20, WED
ANTIGUA & BARBUDA FALCONS VS TRINBAGO KNIGHT RIDERS
Sir Vivian Richards Stadium, ANTIGUA
7:00pm local start time
AUGUST 21, THU
ST. KITTS & NEVIS PATRIOTS VS BARBADOS ROYALS
Warner Park, Basseterre, ST. KITTS
7:00pm local start time
AUGUST 22, FRI
ANTIGUA & BARBUDA FALCONS VS GUYANA AMAZON WARRIORS
Sir Vivian Richards Stadium, ANTIGUA 7:00pm local start time
AUGUST 23, SAT
SAINT LUCIA KINGS VS TRINBAGO KNIGHT RIDERS
Daren Sammy National Cricket Stadium, Gros Islet, SAINT LUCIA 7:00pm local start time
AUGUST 24, SUN
ANTIGUA & BARBUDA FALCONS VS ST. KITTS & NEVIS PATRIOTS
Sir Vivian Richards Stadium, ANTIGUA 11:00am local start time
SAINT LUCIA KINGS VS BARBADOS ROYALS
Daren Sammy National Cricket Stadium, Gros Islet, SAINT LUCIA
7:00pm local start time
AUGUST 26, TUE
SAINT LUCIA KINGS VS GUYANA AMAZON WARRIORS
Daren Sammy National Cricket Stadium, Gros Islet, SAINT LUCIA
7:00pm local start time
AUGUST 27, WED
TRINBAGO KNIGHT RIDERS VS ANTIGUA & BARBUDA FALCONS
Queen’s Park Oval, Port of Spain, TRINIDAD
7:00pm local start time
AUGUST 28, THU
SAINT LUCIA KINGS VS ST. KITTS & NEVIS PATRIOTS
Daren Sammy National Cricket Stadium, Gros Islet, SAINT LUCIA
7:00pm local start time
AUGUST 29, FRI
TRINBAGO KNIGHT RIDERS VS BARBADOS ROYALS
Queen’s Park Oval, Port of Spain, TRINIDAD
7:00pm local start time
AUGUST 30, SAT
TRINBAGO KNIGHT RIDERS VS GUYANA AMAZON WARRIORS
Queen’s Park Oval, Port of Spain, TRINIDAD
7:00pm local start time
AUGUST 31, SUN
SAINT LUCIA KINGS VS ANTIGUA & BARBUDA FALCONS
Daren Sammy National Cricket Stadium, Gros Islet, SAINT LUCIA 11:00am local start time
SEPTEMBER 1, MON
TRINBAGO KNIGHT RIDERS VS ST. KITTS & NEVIS PATRIOTS
Queen’s Park Oval, Port of Spain, TRINIDAD
11:00am local start time
SEPTEMBER 3, WED
TRINBAGO KNIGHT RIDERS VS SAINT LUCIA KINGS
Queen’s Park Oval, Port of Spain, TRINIDAD
7:00pm local start time
SEPTEMBER 4, THU
BARBADOS ROYALS VS GUYANA AMAZON WARRIORS
Kensington Oval, Bridgetown, Barbados
7:00pm local start time
SEPTEMBER 5, FRI
BARBADOS ROYALS VS ANTIGUA & BARBUDA FALCONS
Kensington Oval, Bridgetown, Barbados
7:00pm local start time
SEPTEMBER 6, SAT
GUYANA AMAZON WARRIORS VS TRINBAGO KNIGHT RIDERS
Providence Stadium, Guyana
7:00pm local start time
SEPTEMBER 7, SUN
BARBADOS ROYALS VS SAINT LUCIA KINGS
Kensington Oval, Bridgetown, Barbados
11:00am local start time
GUYANA AMAZON WARRIORS VS ST. KITTS & NEVIS PATRIOTS
Providence Stadium, Guyana
8:00pm local start time
SEPTEMBER 10, WED
GUYANA AMAZON WARRIORS VS ANTIGUA & BARBUDA FALCONS
Providence Stadium, Guyana
7:00pm local start time
SEPTEMBER 11, THU
BARBADOS ROYALS VS ST. KITTS & NEVIS PATRIOTS
Kensington Oval, Bridgetown, Barbados
7:00pm local start time
SEPTEMBER 12, FRI
BARBADOS ROYALS VS TRINBAGO KNIGHT RIDERS
Kensington Oval, Bridgetown, Barbados
7:00pm local start time
SEPTEMBER 13, SAT
GUYANA AMAZON WARRIORS VS SAINT LUCIA KINGS
Providence Stadium, Guyana 11:00am local start time
SEPTEMBER 14, SUN
GUYANA AMAZON WARRIORS VS BARBADOS ROYALS
Providence Stadium, Guyana 7:00pm local start time
FINALS
SEPTEMBER 16, TUE
TBA VS TBA
Providence Stadium, Guyana 8:00pm local start time
SEPTEMBER 17, WED
TBA VS TBA
Providence Stadium, Guyana 8:00pm local start time
SEPTEMBER 19, THU
TBA VS TBA
Providence Stadium, Guyana
8:00pm local start time
SEPTEMBER 21, SUN
TBA VS TBA
Providence Stadium, Guyana 8:00pm local start time
