This is the big list of things to do in the Caribbean in terms of yachting events, sailing, and yacht racing. It is a list of luxury yacht sailing events, yacht racing, sailing regattas and general good times to be had in the Caribbean for the 2011-2012 winter season. If you are interested in chartering a crewed luxury yacht at one of these Caribbean sailing events, please contact us here.

Also, here is some more information if you would like to find out about renting a yacht in the Caribbean or more about the particular Caribbean yacht charter locations, such as Antigua, St Barts, The British Virgin Islands, St Martin, and more Caribbean yacht rental spots.

Last, but not least, here is a small selection of some of the luxury sailing yachts (and motor yachts) that you can charter in the Caribbean to experience these yachting events and here is a selection of Caribbean charter specials currently available.

Yachts Christopher and Rebecca at the St. Barth’s Bucket sailing regatta

So, this is the full list of Caribbean Sailing Events, Regattas, Rallies, Festivals and other types of coordinated and organised Sailing Events in held the Caribbean during the 2011/12 winter sailing season. The largest, coolest or most important sailing events in terms of, crewed yachts, charter yachts, luxury yachts and superyachts, are mentioned in bold.

To start with, here is the list of the Caribbean Sailing Events, Regattas, Rallies and Yacht Racing by Location

If you would like to experience one of these Caribbean sailing events on a luxury yacht charter or in terms of actual participation on a sailing charter yacht please contact us here.

Antigua

Antigua – Sport 16 Senior Regatta at the Antigua Yacht Club – Oct 16

Antigua – Nov 12 – 13 – Jolly Harbour Yacht Club Annual Caribbean Regatta

Antigua – Nov 13 – 20 – Nelsons Dockyard 50th Anniversary – Antigua Yacht Club

Antigua – Nov 26 – 27 – Hiho Antigua Fun Cup – Antigua Yacht Club

Antigua – Dec 31 – 31 – Nelson’s Pursuit Race

Antigua – Jan 21 – Round the Island Race – Antigua Yacht Club

Antigua – Jan 27 – 29 – Superyacht Challenge – Antigua Yacht Club

Antigua – Feb 11 – 12 – Jolly Harbour Valentines Regatta – Antigua Yacht Club

Antigua – Feb 18 – 24 – RORC Caribbean 600

Antigua – Mar 3 – 4 – West Indies Sail Regatta – Antigua Yacht Club

Antigua – Apr 19 – 24 – Antigua Classic Yacht Regatta – Antigua Yacht Club

Antigua – Apr 29 – May 4 – Antigua Sailing Week

Barbados – Jan 21 – Mount Gay Rum Round Barbados Sailing Race

Superyacht RoMa in the Caribbean

The British Virgin Island Sailing Events:

BVI, Tortola Virgin’s Cup – Oct 15

BVI, Tortola Trafalgar Race – Oct 22 – 23

BVI, Virgin Gorda – BEYC Women on the Water Week – Oct 22 – 29

BVI, Tortola – 14th Annual Foxy’s Cat Fight – Oct 28 – 30

BVI, Virgin Gorda – BEYC 25th Pro Am Regatta Week – Oct 29 – 5

BVI, Tortola – British Virgin Islands Round Tortola Race – Nov 19

BVI, Tortola – BVI School’s Regatta – Nov 26 – 27

BVI, Tortola – Gustav Wilmerding 21st Annual Memorial Challenge – Dec 2 – 3

BVI, Tortola – O’Neal and Mundy Commodores Cup – Dec 17

BVI, Tortola – Pete Sheal’s Memorial 10th Anniversary Match Race Regatta – Nov 12 – 13

British Virgin Islands – BVI Spring Regatta & Sailing Festival – 26-31 Mar

Curacao – Heineken Regatta Curacao – Nov 10 – 13

Dominica – Nature Island Regatta – Nov 11 – 12

Grenada – Port Louis Grenada Sailing Festival – Jan 25-31

Grenada – 46th Carriacou Regatta Festival – Jul 29 – 6

Guadeloupe – USHIP Cup – Oct 29 – 31

Puerto Rico 13 – Discover Caribbean Sailing Festival – Nov 11 –

Puerto Rico – Club Náutico de San Juan’s 11th International Regatta – Feb 3 – 5

St Barts Yachting Events

St Barts – New Year’s Eve Parties at Gustavia Harbour, St Barts

St Barts – St Barth Cata Cup – Nov 18 – 19

St Barts – Les Voiles de Saint Barth – Apr 1 – 7

St Martin Course de L’Alliance – Nov 25 – 27

St Martin – The Heineken St Maarten Regatta – 27 Feb – 4 Mar

Tobago – The Tobago Carnival Regatta – Feb 13 – 20

The US Virgin Islands

USVI, St John – Coral Bay Thanksgiving Regatta

USVI, St Thomas – Carlos Aguilar Match Race – Nov 30 – 4

USVI, St Thomas – St Thomas International Rolex Regatta – 19-25 Mar

Perini Navi P2 - Sailing in the Caribbean at a yacht racing regatta

The 2011 Caribbean Sailing Event List:

– The Virgin’s Cup Tortola, British Virgin Islands – Oct 15

– Sport 16 Senior Sailing Regatta at the Antigua Yacht Club, Antigua – Oct 16

– Trafalgar Yacht Race in Tortola, British Virgin Islands – Oct 22 – 23

– The BEYC Women on the Water Week in Virgin Gorda, British Virgin Islands – Oct 22 – 29

– 14th Annual Foxy’s Cat Fight in Tortola, British Virgin Islands – Oct 28 – 30

– USHIP Cup as held at Guadeloupe – Oct 29 – 31

– BEYC 25th Pro Am Regatta Week in Virgin Gorda, British Virgin Islands – Oct 29 – 5

– The Heineken Regatta Curacao – Curacao – Nov 10 – 13

– Nature Island Regatta – Dominica – Nov 11 – 12

– Discover Caribbean Sailing Festival – Puerto Rico – Nov 11 – 13

– The Jolly Harbour Yacht Club Annual Caribbean Regatta – Antigua – Nov 12 – 13

– The Pete Sheal’s Memorial 10th Anniversary Match Race Regatta – Tortola, BVI – Nov 12 – 13

– Nelsons Dockyard 50th Anniversary – Antigua Yacht Club, Antigua – Nov 13 – 20

– St Barth Cata Cup – St Barts – Nov 18 – 19

– British Virgin Islands Round Tortola Race – Tortola, British Virgin Islands – Nov 19

– Coral Bay Thanksgiving Regatta – St. John, US Virgin Islands – Nov 23 – 24

– Course de L’Alliance – St Martin – Nov 25 – 27

– BVI School’s Regatta – Tortola, British Virgin Islands – Nov 26 – 27

– Hiho Antigua Fun Cup – Antigua Yacht Club, Antigua – Nov 26 – 27

– Carlos Aguilar Match Race – St. Thomas, US Virgin Islands – Nov 30 – 4

– Gustav Wilmerding 21st Annual Memorial Challenge – Tortola, British Virgin Islands – Dec 2 – 3

– O’Neal and Mundy Commodores Cup – Tortola, British Virgin Islands – Dec 17

– Nelson’s Pursuit Race – Antigua – Dec 31

ClubSwan Caribbean Rendevous BVI © Yacht Shots

The Next Year 2012 List of Caribbean Sailing Events and Yacht Racing Regattas:

21 Jan – Mount Gay Rum Round Barbados Sailing Race in Barbados

Jan 21 – Round the Island Race at the Antigua Yacht Club, Antigua

25-31 Jan – The Port Louis Grenada Sailing Festival in Grenada

Jan 27 – 29 – The Superyacht Challenge held at the Antigua Yacht Club, Antigua

Feb 3 – 5 – Club Náutico de San Juan’s 11th International Regatta in Puerto Rico

Feb 11 – 12 – Jolly Harbour Valentines Regatta in the Antigua Yacht Club, Antigua

Feb 13 – 20 – Tobago Carnival Regatta in Tobago

Feb 18 – 24 – The RORC Caribbean 600 in Antigua

27 Feb – 4 Mar – The Heineken St Maarten Regatta in St Martin

Mar 3 – 4 – West Indies Sail Regatta at Antigua Yacht Club, Antigua

Mar 19-25 – The St Thomas International Rolex Regatta in the USVI

Mar 26-31 – BVI Spring Regatta & Sailing Festival in the British Virgin Islands

Apr 1 – 7 – Les Voiles de Saint Barth in St Barts

Apr 19 – 24 – Antigua Classic Yacht Regatta in Antigua Yacht Club, Antigua

Apr 29 – May 4 – Antigua Sailing Week in Antigua

Jul 29 – 6 – 46th Carriacou Regatta Festival in Carriacou

If you would like to experience one of these Caribbean sailing events on a luxury yacht charter or in terms of actual participation on a sailing charter yacht please contact us here.