Caribbean Events Calendar 2019

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A vast range of events are held each year in the Caribbean, from music festivals and carnivals to exhibitions and sailing regattas.
Below is an introduction to just a few of the events which will take place on the Caribbean islands during 2019, along with our recommendations of where to stay.

Call us on 01752 880880 or email [email protected] to discuss your next tropical holiday or view all our holidays on our website.


Young Island, The Grenadines

Mayreau Regatta
25 – 28 April 2019
The Mayreau Regatta sees participants from neighbouring islands join forces in fishing, sailing, lion fish hunting, kite flying contests, cooking competitions, games night, maypole dancing and of course the after party!

Stay at Young Island, St Vincent where accommodation for 7 nights cost from £1105pp on an all inclusive basis.


Nonsuch Bay, Antigua

Antigua Sailing Week
27 April – 3 May 2019
Yachts from all over the world arrive in English and Falmouth Harbours to participate in the one of the world’s major sailing events, the 52nd Antigua Sailing Week. From small beginnings this regatta has developed over 50 years to become one of the preeminent yacht racing events in the Caribbean and one of the most prestigious worldwide.

Stay at Nonsuch Bay, Antigua where accommodation for 7 nights cost from £865pp on an all inclusive basis.


Nisbet Plantation, Nevis

Nevis to St Kitts Cross Channel Swim
31 March 2019
The 2019 swim will be the 18th annual Bente Weber Memorial Swim and it continues to offer both a race and a challenge to open water swim enthusiasts and adventurers alike. The 2.5 mile swim starts on Oualie Beach, Nevis and crosses the Narrows to finish at Cockleshell Beach, St Kitts.

Stay at Nisbet Plantation, Nevis where accommodation for 7 nights cost from £1575pp on an all inclusive basis.


East Winds, St Lucia

Saint Lucia Jazz Festival
5 – 12 May 2019
The authentic jazz festival is a mix of free and paying concerts that infuse pulsating Caribbean and international jazz rhythms, with main stage and fringe events across the country.

Stay at East Winds, St Lucia where accommodation for 7 nights cost from £1265pp on an all inclusive basis.


Calabash Luxury Boutique & Spa, Grenada

Grenada Uncorked Wine & Beer Festival
4 May 2019
This festival is a wine and beer lover’s paradise where patrons toast to the “good life” in Pure Grenada, the Spice of the Caribbean

Stay at Calabash Luxury Boutique Hotel & Spa, Grenada where accommodation for 7 nights cost from £2400pp on an all inclusive basis.


Cobblers Cove, Barbados

Barbados Food & Rum Festival
17 – 20 October 2019
A celebration of gastronomy involving local and international chefs, rum experts and mixologists. Events include rum tours, cook offs, fine dining, beach barbecues and an exhibition polo match where fans can watch while sampling cocktails and canapes.

Stay at Cobblers Cove, Barbados where accommodation for 7 nights cost from £2125pp on an all inclusive basis.


Dive Fest
Barbados – 3 – 7 July 2019
Dominica – 5 – 14 July 2019
St Lucia – 8 – 14 September 2019
Whether you can swim, float, dive, or prefer to soak up some sun on the beach, this festival has something for everyone. Activities include whale watching, special dive, underwater treasure hunts, snorkeling picnics, traditional canoe racing and marine educational tours.


Other Caribbean Events

These are just a few of the other annual events that take place in the Caribbean:

Call us on 01752 880880 or email [email protected] to discuss your next tropical holiday or view all our holidays on our website.

Sample prices are a guide only – contact us for a tailor-made quotation. Prices include special offers valid on 22 February 2019, are based on two people sharing the lowest room category on the board basis mentioned.
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