Regattas & Events

October 21, 2025 to October 30, 2025

The Moorings Interline Regatta

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

January to February, 2025

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 to March, 2025

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 31, 2025 to April 6, 2025

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 26, 2025 to May 2, 2025

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.

May 28, 2025 to May 31, 2025

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.

July 20, 2025 to July 27, 2025

The Seychelles Challenge

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 2024 & 2025

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 17, 2025 to May 24, 2025

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 16, 2026 to January 19, 2026

St. Petersburg Power and Sailboat Show

Come join us at the largest boat show on the Gulf Coast! The 45th annual St. Petersburg Power & Sailboat Show will feature an exciting selection of powerboats and sailboats.

September 11, 2025  to September 14, 2025 

Newport International Boat Show

In September come visit the historic Newport, Rhode Island, and explore one of the largest boat shows in the country. Spanning over 15 acres with 6 connecting show sites.

October 9, 2025  to October 12, 2025

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 29, 2025  to November 2, 2025 

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 2024. 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.

February 11, 2026 to February 15, 2026

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.