Races and Regattas Calendar 2018-2019

Races and Regattas Calendar 2018-2019 lists some of the most popular international yachting events. We hope you will be inspired to participate in these amazing races. Charter a regatta sailing yacht or a luxury spectator yacht in whatever destination you choose. Charter friends and families will discover the thrill of competition, fabulous parties, great camaraderie and loads of fun.

Races and Regattas Calendar

Mojeka & Racing Crew

Races and Regattas Calendar 2018

May 9, 2018 Antigua to Bermuda Race

The 2018 Antigua to Bermuda Race is organized by the Royal Bermuda Yacht Club in association with Antigua Sailing Week. The 935 mile offshore race is supported by the Bermuda Tourism Authority and Goslings Rum. The variety of participating yachts includes: hi-tech ocean racers, luxury bluewater yachts and performance cruisers. OnDeck’s Farr 65, Spirit of Juno and Roman Guerra’s Volvo 70, Monster Project have single and multiple charter berths available for the 2018 Antigua Bermuda Race.

May 12-20, 2018 Volvo Ocean Race, Newport RI

The 2018 Volvo Ocean Race sails into Newport for its only North American stopover. This supreme seafaring adventure covers 45,000 nautical miles around the world, across four oceans, to six continents and 12 host cities. The race is described as sailing’s most difficult team challenge. Newport’s Volvo Race Village features free activities for the entire family as well as up to seven VO65 race boats docked within yards of spectators.

Races and Regattas Calendar

Round the Island Race, UK

May 29-June 2, 2018 Loro Piana Mediterranean Superyacht Regatta Porto Cervo, Sardinia, Italy. This four-day sailing regatta attracts an ever-increasing fleet of renowned sailing yachts. Charter a sailing yacht or superyacht to join the other yachts following the races. Spectators are warmly welcomed by the event organizers.

May 30-Jun 2, 2018  51st Annual Long Island Regatta, Salt Pond, Long Island, Bahamas. The most exhilarating Bahamian sloop sailing action this side of the Caribbean, paired with all around family fun, live music concerts and taste bud rocking food dishes.

June 19-23, 2018 The Superyacht Cup, Palma, Mallorca. This is the longest running superyacht regatta in Europe, a favorite with yacht owners, friends, captains and crew who gather annually for the four day event. Five minutes from the Regatta Village are first class hotels and restaurants, fine shopping, famous architecture, art galleries and historical museums.

July 7, 2018 Round the Island Race, Isle of Wight, UK. The annual 50 nautical mile course attracts over 12,000 competitors, making it one of the largest yacht races in the world. The ‘Race for All’ ethos embraces first timers, families, amateurs and professionals competing at the highest level. The ‘Race for All’ ethos also supports Official Race Charity, the Ellen MacArthur Cancer Trust, with over £250,000 being raised.

July 9-27, 2018 Pacific Cup Race. “The fun race” from San Fransisco to Hawaii. Day after day of incredible downwind sailing, culminating in the thrilling Tradewinds, with steady, firm breezes driving the yachts toward the finish.

August 4-11, 2018 Cowes Week, Cowes, is one of the UK’s longest running and most successful sporting events and is a key highlight of the British sporting summer. Held in early August every year since 1826, except during the two world wars, the race attracts British and foreign royalty and international celebrities.

August 11-20, 2018 Nantucket Race Week. Held on the tiny, isolated island off Cape Cod, Massachusetts, this family-friendly event welcomes participants and spectators alike. The entire Nantucket community comes together for this fun-filled week of regattas, awards ceremonies, and parties. The races provide sport for everyone from young dinghy sailors and families in the household one design to grand prix racers at the very top of their profession.

August 31- September 3, 2018 Gloucester Schooner Festival. Join in the festivities staged in Gloucester’s picturesque harbor. Enjoy Heritage Day, the Boat Parade of Lights, the fireworks display and the spectacular highlight of the Gloucester Schooner Festival, the Parade of Sail, when participating schooners make their way through the harbor and out past the breakwater, to the Mayor’s Race starting area off Eastern Point.

September 29-October 7, 2018 Les Voiles de St. Tropez, France, attracts the most modern, extraordinarily high tech, high performance sailing yachts as well as award-winning, legendary classic yachts. World-class race teams and enthusiastic spectators are lured from around the globe to participate in this breathtaking race week.

October, 2018 TBA Columbus Day Regatta, Biscayne Bay, Miami.

October 20-27, 2018 Catamarans Cup International Regatta, Athens, Greece. Nothing tops this delightful combination of a sailing race and a relaxing holiday in the Greek islands. Social events include a special welcome for the participants on every island of call, local festivities, prizing awards & ceremonies, cocktail parties, beach BB-Q, dinners and lots of fun. 2018 Catamaran Cup Presentation: CataCup Guide 2018

October 20, 2018 Rolex Middle Sea Race – 50th Anniversary Royal Malta Yacht Club, Malta.  The first edition of this epic offshore race took place in 1968, and the Royal Malta Yacht Club is gearing up for what promises to be a very special edition of this highly rated offshore race. The Club welcomes an international mix of professional and corinthian crews in the historic Grand Harbour in Valletta. Over 30 countries were represented in 2017.

November 11-December 22, 2018 Atlantic Rally for Cruisers (ARC+ and ARC), Las Palmas, Gran Canaria. The ARC is a ‘must do’ for many sailors, and attracts over 200 boats and 1200 people every year to sail 2700 NM across the Atlantic from Gran Canaria to Saint Lucia.

November, 2018 RORC Transatlantic Race, The race starts in Lanzarote and finishes at the YCCS yacht club in Virgin Gorda. 

Races and Regattas Calendar 2019

January 16-24, 2019  Mount Gay Rum Round Barbados Sailing Race
The first organized race around Barbados was held on January 1st 1936 when 5 trading schooners competed for ‘bragging rights’ and a small prize. The winner was Lou Kennedy’s Sea Fox in a time of 10 hours and 20 minutes. Those fierce competitors could never imagine the high-tech, super-skilled racing yachts and teams of today.

The three day coastal race series can be entered separately, or Races and Regattas Calendartogether with the Mount Gay Round Barbados Race. Racing is in 5 classes on both the South and West Coasts of the Island. On shore, a party nightly allows teams to relax, unwind, discuss the following days tactics… or just have a glass or two of Mount Gay Rum. Trade winds and incredible sailing conditions make this a challenging 70 mile course.

January 28-February 2, 2019 Grenada Sailing Week starts with the famous Welcome Party and Skippers Briefing … meet old friends and new, drink Mount Gay Rum and brag about regattas past, listen to talented local bands entertaining you until the early hours.

January 31-February 3, 2019 The Superyacht Challenge Antigua Yacht Club

February 16, 2019 Antigua 360º Race, conceived by Stan Pearson and a group of enthusiastic sailors involved in Antigua yachting events is designed as a true and meaningful practice day race before the main RORC event. Inaugurated in 2016, John Burnie’s RP90, La Bete set a monohull race record of 5 Hours 00 Mins 26 Secs for the 52 nautical mile course.

February 19, 2019  The RORC Caribbean 600, Antigua
A 605-mile offshore race around the Caribbean Leeward Islands starting & finishing in Antigua. Organized by the Royal Ocean Racing Club in association with the Antigua Yacht Club.

February 28-March 3, 2019 St Maarten Heineken Regatta

Races and Regattas Calendar

Jambalaya, traditional Carriacou

This world renowned sailing event offers four days of World Class Racing, with trade winds coming from the North East, an average temperature of 25°C and crystal clear waters.

This truly international event had a staggering 37 different countries represented during the Regatta. On shore, participants and spectators will enjoy the culture, cuisine and music from both the Dutch and French side. This regatta is a winning combination; high-energy, competitive racing and unbeatable party fun.

March 9-12, 2019 , BVI 

Spectacular racing will return to the beautiful waters of the British Virgin Islands in March 2018 for the eighth edition of the Loro Piana Caribbean Superyacht Regatta & Rendezvous. Organized by the Yacht Club Costa Smeralda, 2019’s superyacht regatta will welcome an impressive fleet of sailing yachts for three days of thrilling pursuit racing off Virgin Gorda, as well as a sparkling social program.

March 21-24, 2019 St. Barth’s Bucket
This is an invitational regatta open to yachts over 100’. You can buy seats on spectator boats, or charter a yacht to watch these spectacular sailing yachts compete. This three-day invitational regatta features top-notch racing and exclusive shore side social events, all in a breathtaking Caribbean setting.

March 22-24, 2019 St. Thomas International Regatta,

BYOB or Charter! Bring you own boat or charter! Chartering especially makes it easy to fly in, jump on a race-ready yacht and set sail! The 47th annual regatta offers three days of unparalleled competition and shore side excitement where sailors can experience reliable breezes, warm azure waters and world-renowned island hospitality.

March 25-31, 2019 BVI Spring Regatta & Sailing Festival One of the largest regattas in the Caribbean, the gorgeous waters around the British Virgin Islands lure over 100 yachts and sailors, friends and families from around the world. Charter a yacht, from spectator to high performance race boats, to participate. Ratings offered are CSA, IRC, HPR and new Multihull.

April 11-15, 2019 Bequia Easter Regatta, sailboats, classic yachts and workboats compete in this event.

Races and Regattas CalendarApril 14-20, 2019 Les Voiles de St. Barth. After Hurricane Irma, the island of St. Bartholomew is recovering at full speed. The 10th anniversary edition of the Voiles de Saint-Barth will take place as planned. Join stunning sailboats that navigate in a festive spirit. Très chic.

April 17-23, 2019 Antigua Classic Yacht Regatta Some 50 to 60 yachts compete in a variety of builds, including traditional craft from the islands, classic ketches, sloops, schooners and yawls making the bulk of the fleet, together with the stunningly beautiful Spirit of Tradition yachts, J Class yachts and Tall Ships.

April 27-May 3, 2019 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. This premier sailing regatta welcomes participants from around the globe each year competing for the chance to win this prestigious race.

May, 2019 West Indies Sail Regatta, St Barth, FWI Each year beach built island Schooners & Sloops from all over the Caribbean return to the Port of Gustavia, St. Barths to commemorate the great days of trading by sail between the islands. The three-day event includes an Island Market, live music and much more…This is a spectacle not to be missed.

July TBD, 2019 Transpac.The 2225-mile LA-Honolulu, bienial Transpac Race, first run in 1906, is known worldwide and makes many bucket lists. Join the elite fraternity of sailors who take on the Pacific Ocean and head west from Long Beach, CA to Hawaii.

November 10 -December 20, 2019 Atlantic Rally for Cruisers (ARC+ and ARC), Las Palmas, Gran Canaria. The ARC is a ‘must do’ for many sailors, and attracts over 200 boats and 1200 people every year to sail 2700 NM across the Atlantic from Gran Canaria to Saint Lucia.

Some Favorite Charter Racers:

Races and Regattas CalendarMOJEKA, a beautifully built Moody 54 DS sailing yacht, is ready to take guests on a racing adventure in the Caribbean. Pick your challenge and experience the thrill!!

View MOJEKA description and details

XIMERA, a Hanse 575 that launched Races and regattas calendarin 2014 is an ideal option for those who appreciate cruising in a high-performance sailing machine. The Captain has extensive racing experience and welcomes race charters provided guests have basic sailing experience. Caribbean region.

View XIMERA description and details

Spectator Yachts:

Regattas and Races CalendarTREE OF LIFE is a masterpiece of craftsmanship, combining Old World elegance with modern hull construction, engineering and mechanicals. Experience the adrenaline of the race up close with front row seats aboard TREE OF LIFE! New England charters.


Contact Select Yachts experts to book the perfect charter racing yacht in the destination of your dreams.

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View: Caribbean Sailing Association Regatta Calendar 2018-2022

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