Regattas & Events

October 10, 2023 to October 19, 2023

The Moorings Interline Regatta

The Moorings is happy to announce another year of the Interline Regatta held in the British Virgin Islands this October 2023.

January 29, 2023 to February 32023

Grenada Sailing Week

First established in 2013, Grenada Sailing Week attracts sailing enthusiasts from all over the world. This annual sailing festival takes place off the island’s southern coast, based out of the new Port Louis Marina. There will be a great mix of popular and new courses to provide challenging sailing for top-quality international keelboats from the UK, USA, Europe, and with strong competition from local yachts from Grenada & the Caribbean Region. Once the racing is over, skippers and crews will be treated to a great party program. Join us and experience great sailing and fun on “The Spice Isle of the Caribbean.”

February 3, 2023 to February 5, 2023

St. Maarten / St. Martin Caribbean Multihull Challenge Race and Rally

The Caribbean Multihull Challenge is the Northern Hemisphere’s largest multihull-only regatta. Organized by the Club that created the world-famous St. Maarten Heineken Regatta — this three-day celebration of the technology and lifestyle that makes multihulls yachts so special is growing annually. Racing in a multihull-only regatta is different with thrilling downwind or reaching starts, and courses with long off-the-wind legs to take advantage of multihull speed. For 2023 the Club is introducing a Multihull Rally during the same time period that will offer cruising sailors great sailing and shore-side fun – no racing – in French Anse Marcel and in Anguilla. Celebrate your difference. Registration is now open at YachtScoring.com.

March 2, 2023 to March 5, 2023

St. Maarten Heineken Regatta

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 2016 Regatta. Courses will take participants along coastal races, as well as around the island, presenting the beautiful beaches, rock formations, and other scenery. On shore participants and visitors will be able to enjoy the culture, cuisine, and music from both the Dutch and French sides.

March 27, 2023 to April 3, 2023

BVI Spring Regatta and Sailing Festival

One of the Top Sailing Regattas in the Caribbean. 7 days of perfect wind, warm water, and hot racing! Join over 150 yachts from around the world to race on three-course areas, 18 classes, something for everyone.

And the Parties – you’ve gotta be there!

April 29, 2023 to May 5, 2023

Antigua Sailing Week

The “granddaddy of Caribbean regattas,” Antigua Sailing week has become one of the world’s premier yacht racing events since its humble beginnings more than 50 years ago. Today, the event features more than 100 yachts ranging in size from 24 to 100+ feet, all of which come together for an exciting race along the southern coast of Antigua. Join the races yourself, charter a spectator yacht for an up-close view of the action, or watch the competition from vantage points along the shore. Either way, you’ll get to experience one of Antigua’s most exciting annual events.

April 29, 2023 to May 5, 2023

Tahiti Pearl Regatta

If you’re in need of an excuse for a Tahiti sailing escape, you’ve found it! Specialist or yachtsman, experienced or beginner, or just looking for festive evenings in an enchanting setting, welcome to the Tahiti Pearl Regatta. It combines sailing and dugout canoe Regattas and allows you to meet like-minded sailors as well as explore an amazing island paradise.

SailEATalia Sail, Wine, and Taste of Italy Flotillas

Sailitalia is now hosting two SailEATtalia Sail, Wine, and Taste of Italy flotillas in Procida and Sicily. Each exclusive flotilla departs from its prospective Moorings charter base and follows a specialized itinerary. This one-of-a-kind group charter experience takes your palate on an unforgettable journey in a premier destination known for its flavorful cuisine, indulgent desserts, and award-winning wines. SailEATalia guests will even enjoy one day in the company of a professional chef, tasting dishes and learning how to prepare them at home.

Offshore Sailing Flotilla Cruises 2022 & 2023

Offshore Sailing School’s very first flotilla cruise took place in August 1973 in the British Virgin Islands! Founders Steve and Doris Colgate led that cruise and hundreds more. They have now turned the helm over to the Atwaters, an accomplished sailing team that will take you places you might never go on your own. In 2022 join an Offshore Sailing School flotilla sailing vacation on board our The Moorings fleet in Seychelles, the BVI, The Abacos Bahamas, or Thailand.

May 20, 2023 to May 27, 2023

Boat U.S. BVI Flotilla

When BoatU.S. members come together for a group charter adventure, good times and unforgettable vacations follow right behind. The Moorings is excited to invite flotilla veterans and first-timers alike to the British Virgin Islands for this annual BoatU.S. members-only excursion. Book your yacht today to secure a spot while they are still available. 

January 19, 2023 to January 22, 2023

St. Petersburg Power and Sailboat Show

Come join us at the largest boat show on the Gulf Coast! The 44th annual St. Petersburg Power & Sailboat Show will feature an exciting selection of powerboats and sailboats.

October 12, 2023  to October 15, 2023 

 Annapolis United States Sailboat Show

In October sailors from around the globe gather on miles of docks in beautiful downtown historic Annapolis for the United States Sailboat Show. This is an internationally acclaimed sailboat show, recognized as the largest, most prestigious, and oldest in-water sailboat show in the world.

October 25, 2023  to October 29, 2023 

Ft. Lauderdale International Boat Show

Fort Lauderdale, Florida, the “Yachting Capital of the World” will host the Fort Lauderdale International Boat Show in October of 2023. Show exhibits range from yacht builders and designers to exotic cars and brokerage yachts. A wide variety of boats will be on display including runabouts, sport fishers, high-performance boats, center consoles, cabin cruisers, flats boats, skiffs, express cruisers, sailing yachts, motor yachts, bowriders, catamarans, ski boats, jet boats, trawlers, inflatables, canoes, and extraordinary superyachts.

October 25, 2023  to October 29, 2023 

Discover Boating Miami International Boat Show

Hailed as “The Ultimate Boat Show. An Epic Event.” Miami’s International Boat Show at the Miami Marine Stadium Park & Basin welcomes more than 100,000 visitors from around the globe. Around a thousand boats and hundreds of exhibitors make this show one of a kind.