Celebrate the CARIBBEAN
December 2025 to June 2026
The Caribbean—renowned for its vibrant cultures, breathtaking scenery, and irresistible warmth— welcomes you to an extraordinary start to 2026. From January through June, the islands come alive with an ever-evolving calendar of experiences celebrating music, cuisine, art, sailing, and sport.
This second edition of our Caribbean Event Guide introduces an exciting new structure, highlighting five distinct categories of events: Music Festivals, Eat, Drink & Discover (food and beverage experiences), Sailing Regattas, Cultural Events (including art festivals, carnivals, and more), and Other Sporting Events.
In 2026, food takes center stage. From gourmet gatherings like the Cayman Cookout and Barbados Food and Rum Festival to vibrant local culinary fairs, travellers can taste the islands’ diverse flavors while discovering their deep-rooted traditions and innovative chefs.
Music remains the region’s heartbeat— whether it’s dancing to the pulsating rhythms of Jamaica’s Reggae Month, savouring the smooth sounds of the Saint Lucia Jazz & Arts Festival, or joining street celebrations during the Bahamas’ Junkanoo.
On the water, sailors and spectators alike can embrace the thrill of Caribbean regattas, from world-class races to relaxed island-hopping adventures under radiant skies. Beyond the sea, culture and creativity flourish in carnivals, art festivals, and local traditions that fill the streets with colour and joy.
Eco-conscious travellers can also engage in events that honor the region’s natural beauty— especially during Earth Month—participating in community and conservation initiatives that protect the Caribbean’s priceless environments. Whether you come to dance, dine, sail, or simply soak in the sunshine, the Caribbean’s 2026 calendar promises a season of unforgettable memories—a perfect fusion of celebration, discovery, and island magic.
Warm Caribbean Greetings!
We’re delighted to share our 2026 Caribbean Event Guide—your invitation to experience the rhythm, flavour, and spirit of our islands from December 2025 through June 2026. From lively music and thrilling sailing events to vibrant art, culture, and this year’s special spotlight on our world-class food festivals, every celebration offers a taste of what makes the Caribbean truly unforgettable.
To our Canadian friends, we invite you to explore the region through its many celebrations—dance to the beats of calypso and soca, savour the flavours of island cuisine, and connect with the warmth and hospitality of our people. Each event is more than a date on a calendar; it’s a story, a moment, and an experience that captures the very essence of Caribbean life.
So dive in, discover the events that call to you, and let this guide inspire your next Caribbean adventure. We can’t wait to welcome you to our shores, where every celebration is a reason to smile and every memory feels like sunshine.
—The One Caribbean Canada Team
DECEMBER 2025
ANTIGUA AND BARBUDA
ART WEEK
November 26 to December 2
ANTIGUA CHARTER YACHT SHOW
December 4 - 9
NELSON’S DOCKYARD CD PARTY
December 25
NELSON’S DOCKYARD NYE PARTY
December 31
ARUBA
DANDE FESTIVAL
December 27
ARUBA FASHION WEEK
December 11 to 14
THE ISLANDS OF THE BAHAMAS
BOXING DAY JUNKANOO PARADE
December 26
PARTY LIKE A ROYAL AT ATLANTIS
December 31
BARBADOS
RUN BARBADOS
December 5 to 7
BONAIRE
NOS ZJILEA CULTURAL EVENT
December 26
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
CAYMAN ISLANDS
WALKERS MARATHON
December 1 to 3
JAMAICA
REGGAE MARATHON
December 7
MONTSERRAT
START OF CARNIVAL
December 13 to January 1
SAINT LUCIA
NATIONAL DAY – FESTIVAL OF LIGHTS & RENEWAL
December 13
ATLANTIC RALLY FOR CRUISERS (ARC) CULMINATES
December 20
ST. EUSTATIUS
RED & WHITE PARADE 2nd week in December for Christmas!
SAINT MARTIN
RUNNING NIGHTS
December 12 and 13
ST. MAARTEN
DOW’S ANNUAL MUSICAL CONCERT
December 26
ST. VINCENT AND THE GRENADINES
NINE NIGHTS OF LIGHTS
December 15 to 23
NINE MORNINGS FESTIVAL
December 16 to 24
JANUARY 2026
ANTIGUA AND BARBUDA
WELLNESS MONTH
All January
ONE NATIONAL MUSIC FESTIVAL
January 10 and 11
ARUBA
CARNAVAL 72
January 2 to February 15
ARUBA CAISO & SOCA MONARCH CONTEST
January 26 and 27
THE ISLANDS OF THE BAHAMAS
JUNKANOO
January 1
BARBADOS
BARBADOS SAILING WEEK
January 15 to 21
BARBADOS INDEPENDENT
FILM FESTIVAL
January 29 to February 2
BONAIRE
NOS ZJILEA CULTURAL EVENT
January 31
BRITISH VIRGIN
ISLANDS
PAINKILLER CUP
January 17
CAYMAN ISLANDS
CAYMAN COOKOUT
January 14 to 19
CURAÇAO
CURAÇAO BASEBALL WEEK
January 2 to 7
CARNIVAL MUSIC FESTIVAL, TUMBA
January 26 to 28 & 30
GRENADA
LOBSTER & LAMBIE FESTIVAL
January 16 to 18
SAILING WEEK
January 25 to 30
GUADELOUPE ISLANDS
CARNIVAL
January 1 to February 18
MARTINIQUE
OTANTIK TRAIL RACE
January 4
MONTSERRAT
CLOSING OF CARNIVAL
January 1
ST. KITTS
SUGAR MAS CARNIVAL
December 12 - January 2, 2026
SAINT MARTIN
LES MARDIS DE GRAND CASE
Every Tuesday night
ST. MAARTEN
CARIBBEAN MULTI-HULL CHALLENGE RACE & RALLY
January 29 to February 1
ST. VINCENT AND THE GRENADINES
BEQUIA MUSIC FEST
January 24 to February 1
MUSTIQUE BLUES FESTIVAL
January 21 to February 4
FEBRUARY 2026
ANGUILLA
THE GREAT TREASURE HUNT
February 22
ANTIGUA AND BARBUDA
RORC CARIBBEAN 600 RACE
February 23
ARUBA CARNAVAL 72
January 2 to February 15
CHILDREN’S GRAND CARNIVAL PARADE IN ORANJESTAD
February 5
ARUBA’S GRAND LIGHTING PARADE
February 11
SAN NICOLAAS
February 14
72ND GRAND CARNAVAL PARADE
February 15
53RD TUMBA CONTEST
February 21 and 22
THE ISLANDS OF THE BAHAMAS/EXUMA
GEORGE TOWN CRUISING REGATTA, EXUMA
February 18 to March 3
BARBADOS
HOLETOWN FESTIVAL
February 7 to 14
SUN, SEA & SLAM BRIDGE TOURNAMENT
February 10 to 15
AGROFEST
February 27 to March 1
BONAIRE CARNIVAL
February 1 to 17
NOS ZJILEA CULTURAL EVENT
February 28
BRITISH VIRGIN ISLANDS
BVI FOOD FETE: JOST LIME & DINE
February 14 to March 16 (Saturdays and Sundays)
BVI FOOD FETE: TASTE OF VIRGIN GORDA
February 28
CAYMAN ISLANDS
ARTS FESTIVAL
February 4 to 14
CURAÇAO
HORSES PARADE
February 1
CHILDREN’S PARADE
February 8
TEEN PARADE
February 13
BANDABOU CARNIVAL
PARADE
February 14
GRAN MARCHA
February 15
FAREWELL PARADES
February 16 and 17
GRENADA
KAYAK MAS, CARRIACOU
February 11 to 17
GUADELOUPE
CARNIVAL
ISLANDS
January 1 to February 18
GUYANA
GUYANA MASHRAMANI
February 23
JAMAICA
REGGAE MONTH, ISLAND WIDE
The entire month of February
WICKIE WACKIE MUSIC FESTIVAL
February 13 and 14
MARTINIQUE
LA MYTHIK LORRINOISE
February 1
SEA TO SKY
February 4 to 8
CARNIVAL
February 15 to 18
SAINT MARTIN
LES MARDIS DE GRAND CASE
Every Tuesday Night
CARNAVAL DE ST-MARTIN
February 7 to 18
ST. MAARTEN
LAGOON FESTIVAL
February 12 to 15
TURKS & CAICOS ISLANDS
VALENTINE’S DAY CUP
February 14 and 15
Food Festivals
Article by Theresa Storm
One thing all Caribbean islanders have in common is a love of food and there is nothing they like more than to share their nation’s unique dishes and fresh flavours with visitors. It’s no wonder, then, that food festivals and culinary events liberally pepper the Caribbean event calendar from January through November. And you, esteemed visitor, are invited, so tuck a bib on and get ready to eat.
While most food festivals focus on large glam events featuring celebrity, guest and top local chefs and restauranteurs, some food festivals and culinary events include smaller, out-of-the-limelight activities that are fun to watch, like a junior competition in which kids compete. Others include activities that visitors can participate in, rather than just watch, like guided market, farm or factory tours, cooking classes, tasting events, alcohol and food pairing sessions, and yoga or spa and wellness experiences involving the island’s food/beverage products.
Ready to roll up your sleeves? Here are three Caribbean food festivals with activities in which you can get involved:
Nassau Paradise Island Wine & Food Festival, Bahamas - Spring
The largest culinary extravaganza in Bahamian history, the five-day Nassau Paradise Island Wine & Food Festival in Nassau & Paradise Island, The Islands of the Bahamas, showcases the talents of renowned wine and spirits producers, chefs and culinary personalities, all at the Atlantis in support of the non-profit Atlantis Blue Project Foundation that works to conserve the surrounding Caribbean Sea. (Watch website for 2026 dates.)
Of the 30+ events, some that are participatory include:
Kids Barbie & Ken Culinary Adventure: Children 3 to 12 years, don pink or blue chef hats and aprons and learn to create delicious sweet treats from the Barbie Bake recipe book.
Island Food Tour: Embark on a luxury food tour throughout Nassau guided by a celebrity chef. You’ll enjoy exclusive curated meals at top restaurants with intimate interactions along the way.
Master Classes: Learn to prepare the selected dishes of award-winning international celebrity chefs, then sit down with your classmates and savour them at a leisurely lunch. Hands-on sushimaking anyone?
Cake and Ice Cream Social: Bring the whole family to this late afternoon dessert social on the Great Lawn, where world-class pastry chefs will indulge every one of your sweet teeth.
Tasting Events: Under the stars, walk around to sample delicious bites and beverages at stands located throughout Paradise Harbor during the primetime themed evening events (think tacos and tequila). Join culinary stars at cooking demos and enjoy live entertainment including authentic Bahamian cultural celebrations and music’s biggest names, the likes of Shaggy. Talent and musical performances to be announced this fall.
Special packages include all-access passes, wine dinner passes (three events) and early entry passes for the evening tasting events.
Anguilla Culinary Experience - May
The Anguilla Culinary Experience (aka ACE), Anguilla’s fifth annual epicurean festival, will be held May 13 to 17, 2026. During ACE’s five flavourful days, Anguilla’s fresh seafood and native ingredients are showcased.
In addition to delicious eats and participating in fun events, your attendance makes a positive difference. Part of the proceeds of the non-profit ACE funds education and programming for the competitive Anguilla National Culinary Team and the island’s next generation of culinary professionals. Also, during ACE, students and young chefs assist and learn from experienced local and guest chefs.
Here are the events you can take part in (more may be confirmed later):
Moke Tour & Rum Crawl: Led by Quest Experiences’ guides, travel around the island in a chauffeured candy-colored Moke (openair vehicle) to four beach bars in search of the island’s best rum punch. This event always sells out.
Johnny Cake-Making: Get your hands in the dough and learn how to make this humble Caribbean staple — a baked dough with a crispy outside and a soft, airy center,
especially mouthwatering when the batch comes fresh out of the South Hill Community’s traditional outdoor coal oven.
Beach BBQ + Chef Basket Battle: ACE ends with a beach barbecue where local master grillers serve fall-off-the-bone brisket and ribs, gourmet sliders and more. Feast, dance, decorate a chef’s hat or apron (for kids) and watch the Anguilla National Culinary Team cook in a timed Chef Basket Battle. Contestants may only use ingredients from a provided pantry, plus mystery basket items native to the island, such as herbs, fruit or seafood, that are revealed at the start. Chefs score the entries and one audience member is selected via raffle to also taste the entries.
Grenada Chocolate Festival - May
The Spice Isle is also the Sweet Isle thanks to Grenada’s prolific production of cocoa beans, the key ingredient in chocolate. Dive into Grenadian cocoa and chocolate culture during the 13th annual Grenada Chocolate Festival, May 22–27, 2026.
(Website: www.grenadachocolatefest.com
The website is currently under maintenance but will be back up later.)
As the Caribbean’s only tree-to-bar chocolate fest, it celebrates the farmers who practice sustainable organic farming and the skilled chocolatiers who are passionate about their craft and eager to share their knowledge.
The festival offers themed events tailored to different interests, all of which will tantalize your tastebuds and enrich your understanding of chocolate:
Cocoa Farm Tours: Explore organic cocoa plantations on a guided tour with a farmer eager to share their knowledge of cocoa cultivation and harvesting.
Chocolate Factory Tours: See firsthand how cocoa is transformed into artisanal chocolate at one of the six companies producing organic chocolate.
Chocolate-making Workshops: Make your own tree to bar chocolate, from harvesting cocoa pods to crafting delectable bars.
Chocolate Tastings: Savour diverse chocolates, each reflecting the unique flavours of Grenadian cacao.
Culinary Delights: Indulge in chocolate-infused cuisine, showcasing cocoa in both sweet and savoury dishes.
Workshops and Masterclasses: Participate in expertled sessions covering topics from the health benefits of dark chocolate to the art of chocolate pairing.
Rum and Chocolate Pairing Events: Sample and learn about the synergy between Grenada’s finest rums and hand-crafted chocolates.
Family Day: Shop the creations of local artisans and participate in chocolate-themed activities, like bonbon making and painting for the kids.
Cultural Experiences: Immerse yourself in Grenada’s rich heritage through music, dance, art exhibitions and storytelling that highlights the island’s deep connection to cocoa.
Follow @grenadachocolatefest on Instagram.
BRITISH VIRGIN ISLANDS
BRITISH VIRGIN ISLANDS SPRING REGATTA
March 23 to 29
NANNY CAY CUP ROUND TORTOLA RACE
March 25
BVI FOOD FETE: JOST LIME & DINE
February 14 - March 16 (Saturdays & Sundays)
CURAÇAO
CURAÇAO INVITATIONAL GOLF TOURNAMENT
March 19 to 22
GUYANA
PHAGWAH (HOLI GUYANA FESTIVAL)
March 3
JAMAICA
BLUE MOUNTAIN COFFEE FESTIVAL
March 7
ISSA BOYS AND GIRLS CHAMPS
March 24 to 28
MONTSERRAT
ST. PATRICK’S DAY FESTIVAL
March 7 to 17
ST. KITTS & NEVIS
NEVIS TO ST. KITTS CROSS CHANNEL SWIM
March 28
SAINT MARTIN
SXM MUSIC FESTIVAL
March 18 to 22
LES MARDIS DE GRAND CASE
Every Tuesday night
ST. MAARTEN
SXM HEINEKEN REGATTA
March 4 to 8
ST.
VINCENT
&
THE GRENADINES
SAILING WEEK
March 29 to April 6
TURKS & CAICOS ISLANDS
WINE CELLAR GOLF & FISHING TOURNAMENT
March 5 to 8
APRIL 2026
ANGUILLA
FESTIVAL DEL MAR
April 4 and 5
EASTER MONDAY BOAT RACE
April 6
ANTIGUA AND BARBUDA
INTERNATIONAL KITE FESTIVAL
April 6
ANTIGUA RACING CUP
April 9 to 12
AUE ROHRMAN TRAIL AND SWIM FEST
April 11 to 12
ANTIGUA CLASSIC YACHT REGATTA
April 15 to 20
ANTIGUA SAILING WEEK
April 22 to 26
THE BAHAMAS/GRAND BAHAMA, EXUMA/NASSAU & PARADISE ISLAND
PELICAN POINT COCONUT FESTIVAL
April 6
NATIONAL FAMILY ISLAND REGATTA
April 22 to 26
BARBADOS
OISTINS FISH FESTIVAL
April 3 to 6
BONAIRE
NOS ZJILEA CULTURAL EVENT
April 25
DIA DI RINCON
April 30
BRITISH VIRGIN ISLANDS
VIRGIN GORDA EASTER FESTIVAL
April 4 to 6
CAYMAN ISLANDS
SONORO CHAMBER MUSIC FESTIVAL
April 28 to May 2
CURAÇAO
CURAÇAO INTERNATIONAL BLUE
SEAS FESTIVAL
April 2 to 4
SEU HARVEST PARADE
April 6
SEU HARVEST PARADE OF THE BANDABOU REGION
April 19
KING’S DAY
April 27
GRENADA
RAINBOW CUP SPRINT TRIATHALON
April 12
GUADELOUPE
EASTER FESTIVITIES
April 6 to 12
GUYANA
RUPUNUNI RODEO
April 4 to 5
BARTICA REGATTA (SPEEDBOAT RACE)
April 4 to 5
JAMAICA
KINGSTON CARNIVAL
April 8 to 14
JAKES TRIATHLON, TREASURE BEACH
April 26
DISCOVER JAMAICA BY BIKE
April 30 to May 4
SAINT LUCIA
SAINT LUCIA JAZZ & ARTS FESTIVAL
April 30 to May 10
ST. MARTIN
LES MARDIS DE GRAND CASE
Every Tuesday night
ST. MAARTEN
55TH CARNIVAL
April 10 to May 5
ST. VINCENT AND THE GRENADINES
BEQUIA EASTER REGATTA
April 3 to 6
SVG SAILING WEEK
March 29 to April 6
Get Ready to Fete.
It’s Carnival Time!
Article by Theresa Storm
Like a child waiting for Santa, I can’t sleep. Even though it’s past midnight and the last chance for 48 hours to give my middle-aged body any semblance of rest, I’m too excited. I lay, ears cocked in the dark hotel room, expecting soon to hear a ruckus from the street proclaiming this special day has begun.
Tick tock. The silence stretches on.
At last, it is time. Springing from bed and donning a cheap white T-shirt and shorts, I meet my group and head onto the downtown streets, which, for the next two days, will be transformed into a hedonistic adult playground.
For islanders and flocks of tourists alike, it’s carnival time at last, the frenetic climax to the bacchanal season in swing already for a couple of months. On every Caribbean isle, “carne vale” – Latin for “farewell to flesh” – is the fete (party) of the year, regardless of what month it is held (carnivals pepper the Caribbean event calendar from New Year’s Day through to the Christmas season).
The tradition dates to the late 1700s when French sugar plantation owners in Trinidad and Tobago introduced elaborate pre-Lenten masquerade balls, which the enslaved Africans were banned from participating in. Today, although there are differences between island carnivals, every one reflects the historical roots and meaning of the celebration.
It’s the season when the spirit of each multiracial island erupts, enveloping all who partake. For most grown-ups, the two days of carnival are a once-a-year or once-in-a-lifetime opportunity to let down their cares and feel their inhibitions melt. Just like children at Christmas, it’s impossible not to get caught up in the excitement.
Out in the tropical night, we encounter only a few, quiet people, like sleepwalkers in the wee hours. Like them, my posse (group) and I furtively slip from the road into the bright lights of a J’ouvert camp.
Here we are greeted by fellow revellers, all dressed in white: shirts, pants, shorts, skirts; some ripped into strips like rags. Most have tied scarves on their heads to protect their hair. Led into a lively bar, a stiff rum and Coke, the wake-up libation of choice, is shoved into my hand. It is just after 3 a.m.
Out in the yard, thumping Carnival tunes yank the last vestiges of tiredness from our bodies. Our hips, unbidden, begin to gyrate or “wine”, as they say in the Caribbean.
Handed squeeze bottles of yellow, blue, red and green body paint, we gleefully squirt our neighbors until they are white no more. Like kids, we slap colourful handprints on shirts and bottoms; some landing in strategic locations.
Out on the street, our amplifier-laden flatbed music truck pulls up. It’s almost time to go. But, before we do, there’s one finishing touch. Revellers swarm to pots of smooth warm mud, enthusiastically rubbing it onto faces and already coloured body parts.
This is an elemental, age-old part of carnival, I learn. It goes back to the early days when freed Trinidadian slaves, unable to afford glitzy masquerade costumes, donned their worst clothes and slathered themselves in mud.
Not pretty by any means, our motley crew is ready to take to the road. Grasping a plastic drinking cup and bottles of paint to adorn spectators, we file in behind our music truck booming local soca hits.
It is 4 a.m. Carnival Monday. At last it’s J’ouvert (ju vay, a contraction of the French words ‘jour ouvert’, meaning ‘day begun’), the official opening of carnival, which kicks off two days of street parades.
Masses take to the roads jumping, dancing and shouting. Some, like I, join J’ouvert bands (parading masquerade bands), while others join the throngs of downtown spectators. Devilish traditional carnival characters sporting pointed tails and pitchforks emerge to enact the darker side.
As night fades, I’m “gettin’ on bad” (behaving with wild abandon) like I’ve been doing this all my life. Incited by this year’s popular road march songs, I jump, I chip (dance) and I wave. Surrendering to excitement and revelry, I don’t care what people think.
Immersed in the fun release it provides, I discover that a lack of sleep is not an issue. Two days later I’m still going strong. It’s Carnival Tuesday – the big day – and the ‘pretty mas’ is underway.
“Put something in the air!” commands the lead singer from his stage atop the bed of a boom box truck, inching its way through the crowded streets. Like members of a cult, I — and hundreds around me — obey, jumping up, eagerly thrusting our flags (a piece of cloth, a bandana or a hand) toward the midday sun, which is not the only thing heating up the isle. I am thrilled to be “playing mas” (participating).
“The winin’ must never stop inside of the mas’,” I belt out. The lyrics to this, and every popular road march, are ingrained in my brain like mantras. “This is car-na-val!”
Far from blessed with a model’s figure, I cannot believe I am parading past thousands of spectators wearing little more than tights and a rainbow bikini. Jewels, gold braid, sequins and chains of beads, as well as calf and wrist bands, a necklace and a sheer multi-colored cape draped down my back have transformed it from a mere swimming into a masquerade costume. The crowning glory is a headpiece that looks like the sails of a big and a small boat anchored amidst 16 half-metre-long spiral stakes.
Identically-clad, we are one section of our mas’ band. Like the other big bands, some several thousand strong, we are divided into about 20 sections, each attired differently to bring to life the band designer’s theme. As we pass several judging stations on our two-day road march, we are energetically vying for the Band of the Year title.
“Carnival is a celebration of life and of each other,” a fellow reveller, her arm draped over my shoulders, enthusiastically explains. And, like life, it is not fully experienced from the sidelines.
Although carnival is not for the faint of party-heart, it grants childhood abandon and induces excitement the way waiting for Santa once did.
MAY
2026
ANGUILLA
ANGUILLA CULINARY EXPERIENCE
May 13 to 17
WELCHES FEST
May 25
WHIT MONDAY BOAT RACE
May 25
ANTIGUA
AND BARBUDA
CULINARY MONTH
Month of May
FOOD, ART & BEVERAGE FESTIVAL
May 3
RESTAURANT WEEK
May 3 to 17
ANNUAL SPORTS FISHING TOURNAMENT
May 20 to 24
BARBADOS
AUTO & RALLY SHOW & KING OF THE HILL
May 23 to 24
BCIC RALLY BARBADOS
May 29 to 31
BONAIRE
BONAIRE CULINAR
SPRING EDITION
May 21 to June 4
NOS ZJILEA CULTURAL EVENT
May 30
BRITISH VIRGIN ISLANDS
FOXY’S CINCO DE MAYO PARTY
May 5
LEVERICK BAY POKER RUN
May 24
BVI MUSIC BEACH FESTIVAL
May 22 to 24
CAYMAN ISLANDS
SONORO CHAMBER
MUSIC FESTIVAL
April 28 to May 2
BATABANO CAYMAN CARNIVAL
May 2
BRACCANAL CARNIVAL
May 13 to 18
CAYMAN ART WEEK
May 19 to 24
OUT OF THIS WORLD
MUSIC FESTIVAL
May 30
CURAÇAO
ART WEEK KAYA KAYA
May 25 to 30
GRENADA
CHOCOLATE FESTIVAL
May 22 to 27
GUYANA
INDIAN ARRIVAL DAY
May 5
JAMAICA
DISCOVER JAMAICA BY BIKE
April 30 to May 4
CALABASH LITERARY FESTIVAL
May 22 to 24
MOCHA FEST
May 21 to 26
SAINT LUCIA
SAINT LUCIA JAZZ & ARTS FESTIVAL
April 30 to May 10
ST. MAARTEN
CARNIVAL
May 21 to 26
SOUL BEACH MUSIC FESTIVAL
May 21 to 26
JUNE
ANGUILLA
ANGUILLA DAY & BOAT RACE
June 1
ANTIGUA AND BARBUDA
BARBUDA’S CARNIVAL
June 4 to 9
ARUBA
KLM ARUBA INTERNATIONAL MARATHON
June 6 and 7
THE BAHAMAS/ABACO, ELEUTHERA/NASSAU & PARADISE ISLAND
ELEUTHERA PINEAPPLE FESTIVAL
June 5 to 6
ABACO REGATTA
June 22 to 29
BONAIRE
BONAIRE CULINAR
SPRING EDITION
May 21 to June 4
NOS ZJILEA CULTURAL EVENT
June 27
BRITISH VIRGIN ISLANDS
BVI SPRING WRECK WEEK
June 21 to 27
CAYMAN ISLANDS
FLOWERS SEA SWIM
June 13
CAYMAS
June 20
CURAÇAO
HAK’E SUMMER FESTIVAL
June 27 to 28
GUADELOUPE ISLANDS
TERRE DE BLUES FESTIVAL
June 5 to 8
SAINT LUCIA FÊTE PÉCHÈ (FISHERMEN’S FEAST)
June 28
ST. KITTS
MUSIC FESTIVAL
June 25 to 27
ST.
MAARTEN
FLAVORS
June 1 to 30
ST. VINCENT AND THE GRENADINES
RESTAURANT WEEK
June 21 to 27
VINCY MAS
June 26 to July 7
TURKS & CAICOS
ISLANDS
RACE FOR THE CONCH
June 27
MUSIC FESTIVALS
JANUARY 10 AND 11
ONE NATION CARIBBEAN MUSIC FESTIVAL
ANTIGUA AND BARBUDA
JANUARY 21 TO FEBRUARY 4
MUSTIQUE BLUES FESTIVAL
ST. VINCENT AND THE GRENADINES
JANUARY 24 TO FEBRUARY 1
BEQUIA MUSIC FEST
ST. VINCENT AND THE GRENADINES
JANUARY 26 TO 28 AND 30
CARNIVAL MUSIC FESTIVAL, TUMBA CURAÇAO
MONTH OF FEBRUARY
REGGAE MONTH, ISLAND WIDE JAMAICA
FEBRUARY 13 AND 14
WICKIE WACKIE MUSIC FESTIVAL JAMAICA
FEBRUARY 21 AND 22
53RD TUMBA CONTEST ARUBA
MARCH 5 TO 8
MOONSPLASH MUSIC FESTIVAL ANGUILLA
MARCH 18 TO 22
SXM MUSIC FESTIVAL SAINT MARTIN
MARCH 21
SOOTHE: NEO SOUL AND SPOKEN WORD ANTIGUA AND BARBUDA
APRIL 2 TO 4
CURAÇAO INTERNATIONAL BLUE SEAS FESTIVAL CURAÇAO
APRIL 6
SEU HARVEST PARADE CURAÇAO
APRIL 19
SEU HARVEST PARADE OF THE BANDABOU REGION CURAÇAO
APRIL 28 TO MAY 2
SONORO CHAMBER MUSIC FESTIVAL CAYMAN ISLANDS
APRIL 30 TO MAY 10
SAINT LUCIA JAZZ & ARTS FESTIVAL SAINT LUCIA
MAY 21 TO 26
SOUL BEACH MUSIC FESTIVAL ST. MAARTEN
MAY 22 TO 24
BVI MUSIC BEACH FESTIVAL BRITISH VIRGIN ISLANDS
MAY 30
OUT OF THIS WORLD MUSIC FESTIVAL CAYMAN ISLANDS
JUNE 5 TO 8
TERRE DE BLUES FESTIVAL GUADELOUPE ISLANDS
JUNE 27 AND 28
HAK’E SUMMER FESTIVAL CURAÇAO
EAT, DRINK & DISCOVER
(FOOD & BEVERAGE EVENTS)
JANUARY 14 TO 19
CAYMAN COOKOUT
CAYMAN ISLANDS
JANUARY 16 TO 18
LOBSTER & LAMBIE FESTIVAL GRENADA
FEBRUARY 14 TO MARCH 16
(SATUDAYS & SUNDAYS)
BVI FOOD FETE: JOST LIME & DINE
BRITISH VIRGIN ISLANDS
FEBRUARY 28
BVI FOOD FETE: TASTE OF VIRGIN GORDA
BRITISH VIRGIN ISLANDS
MARCH 12 TO 16
NASSAU PARADISE ISLAND WINE & FOOD FESTIVAL
THE ISLANDS OF THE BAHAMAS
APRIL 3 TO 6
OISTINS FISH FESTIVAL
BARBADOS
APRIL 4 AND 5
FESTIVAL DEL MAR ANGUILLA
APRIL 6
PELICAN POINT COCONUT FESTIVAL, GRAND BAHAMA
THE ISLANDS OF THE BAHAMAS
MONTH OF MAY CULINARY MONTH
ANTIGUA AND BARBUDA
MAY 3 TO 17
RESTAURANT WEEK ANTIGUA AND BARBUDA
MAY 13 TO 17
ANGUILLA CULINARY EXPERIENCE ANGUILLA
MAY 21 TO 26 MOCHA FEST JAMAICA
MAY 22 TO 27
CHOCOLATE FESTIVAL GRENADA
MAY 21 TO JUNE 4
BONAIRE CULINAIR SPRING EDITION BONAIRE
JUNE 5 T0 6
ELEUTHERA PINEAPPLE FESTIVAL, ELEUTHERA THE ISLANDS OF THE BAHAMAS
Sailing
REGATTAS
JANUARY 15 - 21
BARBADOS SAILING WEEK
BARBADOS
JANUARY 17
PAINKILLER CUP
BRITISH VIRGIN ISLANDS
JANUARY 25 TO 30
SAILING WEEK
GRENADA
JANUARY 29 TO FEBRUARY 1
CARIBBEAN MULTI-HULL CHALLENGE
RACE & RALLY
ST. MAARTEN
FEBRUARY 23
RORC CARIBBEAN 600
ANTIGUA AND BARBUDA
FEBRUARY 4 TO 8
SEA TO SKY MARTINIQUE
FEBRUARY 12 TO 15
LAGOON FESTIVAL ST. MAARTEN
FEBRUARY 14 AND 15
VALENTINE’S DAY CUP
TURKS & CAICOS ISLANDS
FEBRUARY 18 TO MARCH 3
GEORGE TOWN CRUISING REGATTA, EXUMA
THE ISLANDS OF THE BAHAMAS
MARCH 3 TO 8
15TH SUPERYACHT CHALLENGE
ANTIGUA AND BARBUDA
MARCH 4 TO 8
SXM HEINEKEN REGATTA
ST. MAARTEN
MARCH 14
BAHAMAS HOPE CHALLENGE, ELEUTHERA THE ISLANDS OF THE BAHAMAS
MARCH 23 TO 29
BRITISH VIRGIN ISLANDS SPRING REGATTA
BRITISH VIRGIN ISLANDS
MARCH 25
NANNY CAY CUP ROUND TORTOLA RACE
BRITISH VIRGIN ISLANDS
APRIL 3 TO 6
BEQUIA EASTER REGATTA
ST. VINCENT AND THE GRENADINES
MARCH 29TO APRIL 6
SVG SAILING WEEK
ST. VINCENT AND THE GRENADINES
APRIL 9 TO 12
ANTIGUA RACING CUP
ANTIGUA AND BARBUDA
APRIL 15 TO 20
ANTIGUA CLASSIC YACHT REGATTA
ANTIGUA AND BARBUDA
APRIL 22 TO 26
ANTIGUA SAILING WEEK
ANTIGUA AND BARBUDA
APRIL 22 TO 26
NATIONAL FAMILY ISLAND REGATTA, EXUMA THE ISLANDS OF THE BAHAMAS
JUNE 22 TO 29
ABACO REGATTA THE ISLANDS OF THE BAHAMAS
CULTURAL EVENTS
(ART FESTIVALS, CARNIVALS AND MORE!)
DECEMBER 12 - JANUARY 2, 2026
SUGAR MAS CARNIVAL
ST. KITTS
JANUARY 1
CLOSING OF CARNIVAL
MONTSERRAT
JANUARY 1
JUNKANOO
THE ISLANDS OF THE BAHAMAS
JANUARY 1 - FEBRUARY 18
CARNIVAL
GUADELOUPE ISLANDS
JANUARY 2 TO FEBRUARY 15
CARNAVAL 72 ARUBA
JANUARY 26 AND 27
ARUBA CAISO & SOCA MONARCH CONTEST ARUBA
JANUARY 29 TO FEBRUARY 2
BARBADOS INDEPENDENT FILM FESTIVAL BARBADOS
JANUARY 31
NOS ZJILEA CULTURAL EVENT BONAIRE
FEBRUARY 1 TO 17
CARNIVAL BONAIRE
FEBRUARY 4 TO 14
ARTS FESTIVAL CAYMAN ISLANDS
FEBRUARY 7 TO 14
HOLETOWN FESTIVAL BARBADOS
FEBRUARY 7 TO 18
CARNAVAL DE ST-MARTIN SAINT MARTIN
FEBRUARY 11 TO 17
KAYAK MAS, CARRIACOU GRENADA
FEBRUARY 14
BANDABOU CARNIVAL PARADE CURAÇAO
FEBRUARY 15
GRAN MARCHA CURAÇAO
FEBRUARY 15 TO 18
CARNIVAL MARTINIQUE
FEBRUARY 23
GUYANA MASHRAMANI GUYANA
FEBUARY 28
NOS ZJILEA CULTURAL EVENT BONAIRE
MARCH 3
PHAGWAH (HOLI GUYANA FESTIVAL) GUYANA
MARCH 7 TO 17
ST. PATRICK’S DAY FESTIVAL MONTSERRAT
MARCH 28
NOS ZJILEA CULTURAL EVENT BONAIRE
APRIL 4 TO 5
RUPUNUNI RODEO GUYANA
APRIL 4 TO 6
VIRGIN GORDA EASTER FESTIVAL
BRITISH VIRGIN ISLANDS
APRIL 6 TO 12
EASTER FESTIVITIES
GUADELOUPE
APRIL 8 TO 14
KINGSTON CARNIVAL JAMAICA
APRIL 10 TO MAY 5
55TH CARNIVAL ST. MAARTEN
APRIL 25
NOS ZJILEA CULTURAL EVENT BONAIRE
APRIL 30
DIA DI RINCON BONAIRE
APRIL 30 TO MAY 10
SAINT LUCIA JAZZ & ARTS FESTIVAL
SAINT LUCIA
MAY 2
BATABANO CAYMAN CARNIVAL CAYMAN ISLANDS
MAY 3
FOOD, ART & BEVERAGE FESTIVAL
ANTIGUA AND BARBUDA
MAY 5
FOXY’S CINCO DE MAYO PARTY BRITISH VIRGIN ISLANDS
MAY 5
INDIAN ARRIVAL DAY GUYANA
MAY 13 TO 18
BRACCANAL CARNIVAL CAYMAN ISLANDS
MAY 19 TO 24
CAYMAN ART WEEK CAYMAN ISLANDS
MAY 22 TO 24
CALABASH LITERARY FESTIVAL JAMAICA
MAY 25
WELCHES FEST ANGUILLA
MAY 25 TO 30 TBC ART WEEK KAYA KAYA CURAÇAO
MAY 30
NOS ZJILEA CULTURAL EVENT BONAIRE
JUNE 1
ANGUILLA DAY & BOAT RACE ANGUILLA
JUNE 4 TO 9
BARBUDA CARIBANA ANTIGUA AND BARBUDA
JUNE 20
CAYMAS CAYMAN ISLANDS
JUNE 27
NOS ZJILEA CULTURAL EVENT BONAIRE
SPORTING
EVENTS
JANUARY 15 TO 21
BARBADOS SAILING WEEK
BARBADOS
JANUARY 2 TO 7
CURAÇAO BASEBALL WEEK
CURAÇAO
JANUARY 4
OTANTIK TRAIL RACE MARTINIQUE
FEBRUARY 1
LA MYTHIK LORRINOISE MARTINIQUE
MARCH 7 AND 8
ARUBA INTERNATIONAL HALF MARATHON ARUBA
MARCH 7
SANDY LANE GOLD CUP BARBADOS
MARCH 19 TO 22
CURAÇAO INVITATIONAL GOLF TOURNAMENT CURAÇAO
MARCH 24 TO 28
ISSA BOYS AND GIRLS FESTIVAL JAMAICA
MARCH 27 - APRIL 2
BARBADOS SURF PRO & LIVE LIKE ZANDER
JR. PRO 2026 BARBADOS
MARCH 28
NEVIS TO ST. KITTS CROSS CHANNEL SWIM ST. KITTS & NEVIS
APRIL 4 TO 5
BARTICA REGATTA (SPEEDBOAT RACE) GUYANA
APRIL 6 (EASTER MONDAY)
BOAT RACE ANGUILLA
APRIL 6
INTERNATIONAL KITE FESTIVAL ANTIGUA AND BARBUDA
APRIL 11 TO 12
AUE ROHRMAN TRAIL AND SWIM FEST ANTIGUA AND BARBUDA
APRIL 12
RAINBOW CUP SPRINT TRIATHALON GRENADA
APRIL 26
JAKES TRIATHLON, TREASURE BEACH JAMAICA
APRIL 30 - MAY 4
DISCOVER JAMAICA BY BIKE JAMAICA
MAY 20 - 24
ANNUAL SPORTS FISHING TOURNAMENT ANTIGUA AND BARBUDA
MAY 23 - 24
AUTO & RALLY SHOW & KING OF THE HILL BARBADOS
MAY 24
LEVERICK BAY POKER RUN BRITISH VIRGIN ISLANDS
MAY 25
WHIT MONDAY BOAT RACE ANGUILLA
MAY 29 TO 31
BCIC RALLY BARBADOS BARBADOS
JUNE 6 AND 7
KLM ARUBA INTERNATIONAL MARATHON ARUBA
JUNE 13
FLOWERS SEA SWIM CAYMAN ISLANDS
JUNE 21 TO 27
BVI SPRING WRECK WEEK BRITISH VIRGIN ISLANDS
INDULGEUNWIND &
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. Visit
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 ‘Activities & 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!
