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Events, Festivals and Attractions

Check out the Islands’ events, Caribbean attractions and celebration, carnivals, food and music festivals, sporting events, film, art, and other cultural festivities. No matter when you go to the Caribbean, there’s always something happening.

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Joy Harbor Valentine's Day Regatta

Antigua and Barbuda Tourism Authority, Antigua and Barbuda

Start Date: February 12, 2015

End Date: February 15, 2015

Joy Harbor Valentine's Day Regatta

The Jolly Harbour Yacht Club-Valentine’s Day Regatta, aka the Budget Marine Valentine’s Regatta, witnesses races from several boats in a few different classes. The timing of the two-day, category-C event coincides with good and windy conditions. Jolly Harbour Yacht Club hosts the regatta annually. The races are a short 60 to 90 minutes,…

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Maskanoo 2014

Turks and Caicos Tourist Board, Turks and Caicos

Start Date: December 26, 2014

End Date: December 26, 2014

Maskanoo 2014

An annual cultural event that showcases the best of the islands' cultural heritage, mixing Junkanoo (taken from Turks & Caicos Islands' Bahamian heritage) with Masquerade to create "Maskanoo". Persons attending the event will enjoy a street parade, local music, island food, cultural items on sale, arts, entertainment as well as a street jump-up…

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Caribbean and International Food Fair

Caribbean Events Calendar, Saint Kitts and Nevis

Start Date: August 09, 2014

End Date: August 22, 2014

Caribbean and International Food Fair

The Annual Caribbean & International Food Fair is an exotic display of food from around the world at St. George’s Rectory from 11:00 am until 7:00 pm. Locals and visitors alike are invited to enjoy the many delights of the Caribbean International Food Fair. This annual event combinds an exotic…

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Grenada Chocolate Festival

Grenada Board of Tourism, Grenada

Start Date: August 18, 2014

End Date: August 24, 2014

Grenada Chocolate Festival

Celebrate chocolate Grenadian style and indulge yourself in a unique visitor experience with our pure, delicious organic chocolate and learn about the old fashioned and ethical way to grow organic cocoa.  Thrill your taste buds on a journey of authentic chocolate discovery by learning chocolate…

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Curacao North Sea Jazz Festival

Caribbean Events Calendar, Curacao

Start Date: August 29, 2014

End Date: August 30, 2014

Curacao North Sea Jazz Festival

The coolest new jazz festival in the Caribbean. Past performers include Stevie Wonder, Dionne Warwick, Sting, Earth Wind & Fire, among many others!  The fourth edition of the Curacao North Sea Jazz Festival will take place in World Trade Center Piscadera Bay on August 29 and 30 2014. During…

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Palito Seco Sailing Regatta

Caribbean Events Calendar, Dominican Republic

Start Date: August 31, 2014

End Date: September 01, 2014

Palito Seco Sailing Regatta

A sailing competition in the magnificent Bay of Barahona, to enjoy the sweet tropical winds and waves of the beautiful beaches of Barahona. In the new María Montez Park of Barahona, in a sporting and familiar atmosphere. Participating classes are Laser (Radial and Standard), Optimist, Sunfish,…

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Aruba Restaurant Week

Caribbean Events Calendar, Aruba

Start Date: August 28, 2014

End Date: September 04, 2014

Aruba Restaurant Week

Choose from seven participating establishments offering something for everyone. From fine dining excellence to family-fun and tapas, or a charcoal-grilled dinner, or experience a fresh catch of the day, brought in by the local fishermen.


The upcoming Restaurant Week allows everyone…

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Aruba Food & Wine Festival

Caribbean Events Calendar, Aruba

Start Date: September 12, 2014

End Date: September 13, 2014

Aruba Food & Wine Festival

The Annual Food and Wine Festival in Aruba is a tasting event featuring a pastry extravaganza with famous invited chefs showcasing their talents. Delicious food presentations with a Caribbean touch are paired with excellent wines and champagnes. This culinary event in Aruba is combined with a local…

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Baark Potcakeman Triathlon Bahamas

Bahamas Tourist Office, Bahamas

Start Date: September 20, 2014

End Date: September 20, 2014

Baark Potcakeman Triathlon Bahamas

The second annual Potcakeman Triathlon will take place on Saturday September 20th. Mark your calendars and plan your training programs! This is a great event for all the family. Experienced triathletes and beginners are all welcome.  Baark’s Mission is to carry out spay/neuter and education…

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BIG SSSSH - Silent Beach Disco and Cinema

Galley Bay Resort and Spa, Antigua and Barbuda

Start Date: September 28, 2014

End Date: September 28, 2014

BIG SSSSH - Silent Beach Disco and Cinema

ELITE ISLAND RESORTS PARTNERS WITH DE LA SOUL’S DJ MASEO TO LAUNCH “BIG SSSSH” SILENT BEACH DISCO AND CINEMA PROGRAMME

Elite Island Resorts Group, a collection of beachfront properties in the Caribbean, has teamed up with Virgin Holidays and global DJ Maseo of the iconic…

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International Sailing Regatta

Tourism Corporation Bonaire, Bonaire

Start Date: October 05, 2014

End Date: October 11, 2014

International Sailing Regatta

The International Sailing Regatta will take place again on Bonaire from October 5 – 11 . The annual regatta will be held for the 47th time and attracts sailors from all over the world. Yachts, falcons and optimists, there’s a contest in almost every category. Even the local fishing boats…

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PGA Grand Slam of Golf

Caribbean Events Calendar, Bermuda

Start Date: October 13, 2014

End Date: October 15, 2014

PGA Grand Slam of Golf

For more than 30 years, the PGA Grand Slam of Golf has assembled golf’s elite players for a premier tournament in the off-season. Each year  the winners of four major championships to compete for the pink jacket. Bermuda…

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