Yacht Charters & Destinations » Best Caribbean Sailing Holidays

Best Caribbean Sailing Holidays


If you are an avid sailor looking for a new adventure then look no further than the Caribbean islands.

This awe-inspiring region boasts ideal wind conditions for sailors of all skill levels, as well as a variety of additional activities and majestic scenery both offshore and inland. Listed below are but five of these Caribbean islands, all of which offer ideal sailing spots and exclusive sights for those who are lucky enough to travel there.


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1 - St Martin

For many seasoned sailors St Martin is the primary yacht charter destination in the Caribbean. This is due to the fact that St Martin offers the perfect mix of island exploration and wide expanses of blue water for experienced sailors to traverse.

Given that St Martin is continuously cooled by trade winds, sailors can visit this destination throughout the year and be greeted by clear visibility, average temperatures of 26 °C and a total average annual rainfall of 45 inches.


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2 - Antigua

Commonly known as Waladli by the local population, Antigua is part of the Leeward Islands in the Caribbean.

For many years, Antigua has become famous for its water-sport activities, breathtaking coves and bays. Subsequently, it has become a sought after holiday destination for sailing enthusiasts.

From Antigua you can sail to a variety of idyllic destinations; including the island of Barbuda that is located merely 30 miles away as well as the more adventurous destinations of St Kitts & Nevis or Guadeloupe. Consequently, Antigua enables yachting fans of all skill levels to traverse clear blue seas at your own pace.


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3 - St Barths

Out of all of the Caribbean islands, St Barths is home to a wealth of large sailing yacht racing regattas as well as the opportunity to rent your choice of luxury yachts, motor and sail super yachts.

Located in the north east of the Caribbean islands in between Antigua and Virgin Gorda, St Barths boasts fourteen idyllic beaches that are perfect both for sailing and sunbathing! What's more, the island's volcanic origins mean that there are plenty of shallow reefs that you can explore.

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However, if you are interested primarily in regattas, then by visiting St Barths you could be lucky enough to sail some of the most impressive super yachts throughout the Caribbean.

Similarly to when Jardine Motors reported about the Jaguar Heritage Driving Experience that gave; "the general public a unique chance to drive some of its most iconic cars", Charter Fleet have offered sailing enthusiasts the chance to sail on the Meteor super yacht for the St Barths Bucket regatta.

As a result, St Barths is the ideal holiday destination for super yacht enthusiasts; whether you wish to sail one or simply admire these breathtaking mechanical wonders!


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4 - St Lucia

St Lucia offers ideal sailing conditions for both novice and experienced sailors. You can test your abilities by tackling some of their famous open water passages, whereas sun sail skippers are also available for a relaxing cruise. Combine these superb sailing activities with beautiful white sandy beaches, the twin coastal peaks of the Pitons and majestic rainforests, and you are sure to be mesmerised by both the offshore and inland adventures that St Lucia has to offer.


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5 - British Virgin Islands (BVI)

Finally, no Caribbean sailing holiday countdown would be complete without mentioning the British Virgin Islands (BVI).

Consisting of Tortola, Virgin Gorda, Anegada, Jost Van Dyke and over fifty other smaller islands, the BVI equip sailors with a vast combination of sheltered passages, white sandy beaches and hidden coves that you can explore in consistent winds and a comfortable climate.

If you are looking to charter a yacht in the BVI, you can choose from all manner of sail and motor yachts. However, if you wish to charter a super yacht then most of them set sail from the nearby US Virgin Islands.

From here you can travel to the BVI and discover a plethora of exclusive snorkelling spots, shipwrecks, uninhabited islands and much, much more!


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*Image credits: RCraig09 via Wikimedia Commons/Kansasphoto
Flickr/mark byzewski/Flickr/Tan Yilmaz/Flickr/Iam McKenzie/Flickr/Luis Ascenso

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RCraig09 via Wikimedia Commons
RCraig09 via Wikimedia Common

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