Have Questions? Call Sharon in the USA Call
Have questions? Call your USA Based Charter Specialist Sharon on +1 954 494 4255

Enjoy these exciting Caribbean festivals and regattas on your luxury yacht charter

The Bahamas and Caribbean are alive with music and celebrations, festivals and racing presented in full, living colour throughout the year. When you book your luxury yacht charter according to the many and varied yacht regattas and festivals not only will you be pampered by your professional crew but you will also have the opportunity to immerse yourself in the Caribbean culture and enjoy the party atmosphere.


Some of the celebrations and festivals that we recommend are: 

December & January
Junkanoo, Bahamas

Though its origins are obscure, Junkanoo is a major street parade and festival, renowned throughout the islands of the Bahamas, Boxing Day and New Year’s Day. This massive cultural extravaganza is a celebration of the region’s unique traditions and heritage, with costumes, dance, and music inspired by a different theme each time. Preparations for Junkanoo take months, and bring together men, women and children from all different walks of life, absorbing visitors in the vibrant colour and customs of the pageantry and spectacle.


The liveliest and largest of the sensational Bahamas Junkanoo party parades is in Nassau, but you can also experience the exhilarating carnival atmosphere on Grand Bahama Island, Eleuthera and Harbour Island, Bimini, The Exumas, and The Abacos.

Virgin Islands Carnival
Virgin Islands

Carnival is the most anticipated cultural event of the year. Drawing on African and European customs including music, dancing and masquerades, Carnival can be found throughout the Caribbean and is celebrated on various islands at different times of the year. In the United States Virgin Islands Carnival events take place on St. Thomas in April/May, St. Croix in December/January and St. John in June/July.

Dec 22 – Full Moon Parties

At various locations around the islands, venues, restaurants and beachfront bars put on special Full Moon parties, complete with live music and libations! One of the most legendary locations in the British Virgin Islands is Trellis Bay where vendors line the beach selling local arts and crafts, and partygoers get their groove on to live calypso music. At midnight, a giant fireball is set ablaze in the bay. The newest venue is Paradise Club in Cane Garden Bay on Tortola while if you are on Virgin Gorda make your way to Cocomaya where they celebrate the big moon in style. 


And if you're lucky enough to find yourself in the Abacos during a full moon, a visit to Cracker P’s is a must. Complete with buffet, water views, dancing, beach games and bonfire, the party goes well into the night and next morning.

For the dates and locations of 2019 Full Moon parties please just contact us. We'll be happy to advise you about the best Caribbean locations and luxury charter yachts to book so you get to experience the vibe you are looking for. 

Mustique - Blues Fest at Basil’s Bar

23 January to 6 February 2019
For the past 20 years for two weeks Basil’s Bar transforms into “the House of Blues”, a magnet for the jet-set and music lovers, as well as charter yacht guests, visitors and those lured by the heady mix of lilting rhythms of world-class blues performers, rum cocktails and barbecue.


USVI - Jump Up Festival

On St. Croix, Jump Up is a party in the streets of Christiansted that is held four times a year and has become one of St. Croix’s favourite social events among locals and visitors alike. Music, dancing, food, drinks, street vendors, cultural dancers, shopping, steel pans, fire dancers, and the iconic Mocko Jumbies all come together and Christiansted comes alive. Live music is also a big part of Jump Up. You'll see steel drum bands along with many other musicians on almost every corner. 
Dates in 2019:
Friday 8 February 2019, Friday 3 May 2019, Friday 5 July 2019, Friday 22 November 2019

St Maarten - Classic Yacht Regatta

28 February to 3 March 2019
For 39 years, the four-day sailing regatta known as the St. Maarten Heineken Regatta involved 37 nationalities in world-class racing with some of the world’s most seasoned sailors, sailing Maxis, Monohulls and Performance Multihulls to holiday-makers on chartered Bareboats and live-aboard families cruising the Caribbean. Crystal clear waters and cooling northeast trade winds create the ideal conditions for spectacular racing just off the coast of St. Maarten, while onshore, a full calendar of events and social activities will keep visitors occupied 24/7.

St Maarten

SXM Music Festival
St Martin

13 to 17 March
Set on the paradise island of St. Maarten, featuring the cream of international DJs and electronic music talent, SXM Festival attracts dance aficionados together to experience the joys of one of the Caribbean’s most fun and friendly events.

St MArtin

St. Maarten is a special place, with a culture and energy that stem from Dutch, French and British traders who brought their European traditions, alongside Africans who brought the language and culture of West Africa. Each day through to night, parties take place at several carefully selected venues on the island, with state of the art sound and visual production.

St. Barths Bucket Regatta
St Barthys

21 to 24 March 2019 
Every year the world’s most spectacular superyachts gather in Gustavia harbour for the prestigious St. Barths Bucket. The St Barths Bucket Regatta is an invitational regatta. Participation is offered to cruising yachts whose length is 30.5 metres or greater, or those yachts that meet the 90’ Class criteria. The 2019 regatta will also offer a ‘Corinthian Spirit (Les Voiles Blanche)’ class.

St Barths

This three-day invitational regatta features top-notch racing and exclusive shore side social events, all in a breathtaking Caribbean setting.

Caribbean fireworks

The onshore social activities during the St. Barths Bucket Regatta are unparalleled. During the day, race viewing parties are held daily at some of the island’s most iconic beachside establishments. Each night, Bucket parties are held at private villas and at local restaurants in typical St. Barths tradition.

St Barts

BVI Spring Regatta

25 to 31 March 2019

Hundreds of sailors from around the world will gather in Tortola’s Nanny Cay Marina for the BVI Spring Regatta and Sailing Festival when it returns for its 48th edition on 25 March 2018. One of the top regattas in the Caribbean, the BVI Spring Regatta forms part of a week-long sailing festival celebrating racing in the British Virgin Islands.

The festival kicks off with three days of coastal racing and parties, followed by a Maritime Heritage Day at Nanny Cay. The week then culminates with the main event, the Spring Regatta. Three days of non-stop, competitive racing action will take place in and around Sir Francis Drake Channel with racing divisions for one-design, bareboat and performance cruising yachts to name just a few.

Full Moon

Last year’s festival included the very first overnight Full Moon Race, which saw competitors traverse 64 islands all in one night. This is expected to return for the 2018 edition, alongside the Round Tortola Race and an inter-island pursuit race. Before, during and after the racing, the Regatta Village takes on a carnival-like atmosphere with food, drinks, games and live entertainment.


Antigua Sailing Week

27 April to 3 May
Antigua Sailing Week 2019 will be the 52nd edition of the regatta. Antigua Sailing Week has become one of the biggest events in the international sailing calendar and it is one of the most fantastic times to visit Antigua and take advantage of an island-wide party.


Antigua Sailing Week began in 1967 with only 10 boats, and at times has had over 200 entries. You don't have to be a sailor however, to enjoy the festivities of Antigua Sailing Week. Most of the racing is off the south coast of Antigua with some of the fleet going up the west coast to Jolly Harbour on Thursday.  The Event Village is located in Nelson's Dockyard, English Harbour and is the central point at which all the crews gather after the day’s racing is finished to exchange stories and enjoy happy hour from 3 to 6 pm.  There is a combination of background and live music every day and evening in the Event Village and some nights there are parties in various other locations.


There are several famous Antigua Sailing Week Lay Day events held at Antigua Yacht Club in Falmouth Harbour.

St Lucia Jazz Festival
St Lucia

A celebration of Saint Lucian, Caribbean and international jazz music, with events in all parts of the country, this extremely lively jazz festival is a mix of free and ticketed concerts, culminating on Mothers’ Day in a major concert at the Pigeon Island National Landmark.

St Kitts Music Fest
 St Kitts

The St. Kitts Music Festival is a magical extravaganza hosted in the last week of June on the Caribbean island of St. Kitts. Since 1996, the Festival has welcomed many of the most talented and celebrated artists, of all genres, delivering world class performances in front of thousands of fans who make the journey from the United States, Canada, Europe and the Caribbean.

St Kitts

After two decades, the event is now the top music festival in the entire Caribbean, blending Soul, Soca, Jazz, R&B, Calypso, Meringue, Zouk, Cadence, Dancehall, Reggae, Gospel and Blues, into a potpourri of musical delights.

But the festival is more than music. It is a massive party, bringing Kittitians together with visitors to explore the rainforest, discover the pristine marine underworld of the stunning beaches that mark the landscape, engage in the finest Caribbean cuisine, all night parties and to soak up the pleasures of life in a tropical paradise.

St Kitts

For further details on these Caribbean destinations, the luxury charter motor and sailing yachts available there and advice about the best time to go to be able to enjoy the regattas, festivals and fun please contact the specialists at the Luxury Charter Group. 

Disclaimer: The information about luxury yachts displayed on this page is merely informational and these yachts are not necessarily available for yacht charter or for sale, nor are they represented or marketed in anyway by Luxury Charter Group. This web page and the superyacht information contained herein is not contractual. All yacht specifications and information is displayed in good faith but Luxury Charter Group does not warrant or assume any legal liability or responsibility for the current accuracy, completeness, validity, or usefulness of any superyacht information and/or images displayed. All boat information is subject to change without prior notice and may not be current.

Related Blog Posts

PLAYPEN, offered for charter for the first time in Australia

PLAYPEN, offered for charter for the first time in Australia

MY PLAYPEN, a 142ft (43m) tri-deck global-explorer superyacht, refit to 5-star standard, has entered the charter market for the first time in Australia, available for charter in the Whitsundays and the Great Barrier Reef. Learn more...

The 8 Prettiest Places for a Mediterranean Charter

The 8 Prettiest Places for a Mediterranean Charter

The Mediterranean's allure is based on many things - its long and varied history, its colourful, tasty cuisine, the stunning, sun-filled villages and the relaxed lifestyle. It is also incredibly beautiful. Here are some of the most photogenic places we recommend for a luxury yacht charter. Learn more...

Charter MATAU in Bermuda

Charter MATAU in Bermuda

Bermuda is fast becoming one of the globe’s sailing capitals. A yacht charter onboard the luxury sailing catamaran 22.86m (75') MATAU is a fabulous way to explore and experience this beautiful and charming part of the world. Learn more...

Remote Anchorages for Your Med Yacht Charter

Remote Anchorages for Your Med Yacht Charter

Traveling on board a private crewed charter yacht, you have the luxury of a one-of-a-kind hotel that can take you anywhere. Even in the Mediterranean you can find enchanting secret hideaways. These are the ideal anchorages to enjoy with your closest family and friends while self-distancing from others. Here is the pick of some of our favourite less-visited places in the Med. Learn more...

8 Good Reasons to Book with Luxury Charter Group

We are the luxury charter experts and have been excelling in this space for 30 years, or a combined total of 80 years! Our clients’ feedback assures us that our experience, expertise and dedication are the main reasons they rely on us, why they rebook time and again and refer their friends and contacts to us.

  1. Personalised service: we take care of the details
  2. We deliver exceptional charter experiences
  3. Up-to-date charter yacht knowledge
  4. Personal experience of the destinations
  5. Unbiased independent advice
  6. Global operations base
  7. Financial security
  8. Secure charter contracts

We ensure planning your charter is easy and enjoyable

Why you should choose us...