Regattas & Events

Whether you're looking to take part in the event as a participant or spectator, The Moorings has something to offer everyone that attends. Call a Moorings Vacation Planning Specialist at 888-952-8420 to receive your quote.

Regattas | Events | Boat Shows


The Moorings Interline Regatta | October 11 - 20, 2022

The Moorings is proud to announce that the Interline regatta will be returning to the British Virgin Islands October 2022.

Grenada Sailing Week | January 30 - February 5, 2022


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."

St. Martin Caribbean Multihull Challenge | February 4 - 6, 2022


The Caribbean Multihull Challenge is the Northern Hemisphere’s largest multihull-only regatta. Organized by the Club that creates the world-famous St. Maarten Heineken Regatta - this three-day celebration of the technology and lifestyle that makes multihull yachts so special is growing annually. Racing in a multihull-only regatta is different with thrilling downwind or reaching starts; and courses designed with long legs to take advantage of multihull speed. For 2021, racing around the windy and cruiser-friendly Leeward Island takes place in waters on both the French and Dutch sides with prize giving’s and after-parties held at social hot spots. Celebrate the difference. Be there!

St. Maarten Heineken Regatta | March 3 - 6, 2022


The St. Maarten Heineken Regatta will celebrate its 41th edition in March 2022 (dates tbc). 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 side.

BVI Spring Regatta and Sailing Festival |  March 28 - April 3, 2022


One of the Top Sailing Regatta's 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!

Antigua Sailing Week | April 30 - May 7, 2022


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.

Tahiti Pearl Regatta | May 25 - 28, 2022 


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.

Fireball Full Moon Parties


Don’t miss the British Virgin Island’s best monthly tradition. Full Moon Parties are the place to be for a true taste of BVI culture and nightlife. Held on the night of the full moon each month, these beachside celebrations feature food, artists, live music, dancing, fire jugglers and more! There are two places to celebrate on Tortola: Bomba’s Shack on the eastern coast and Trellis Bay on Beef Island. Trellis Bay is better suited for families while Bomba’s offers a more party-like atmosphere.

 2021 Dates

  • Thursday, January 28
  • Saturday, February 27
  • Sunday, March 28
  • Monday, April 26
  • Wednesday, May 26
  • Thursday, June 24
  • Friday, July 23
  • Sunday, August 22
  • Monday, September 20
  • Wednesday, October 20
  • Friday, November 19
  • Sunday, December 19

Offshore Sailing Flotilla Cruises | 2021& 2022


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 2021 join an Offshore Sailing School flotilla sailing vacation on board our The Moorings fleet in Belize, Greece, the Seychelles or the BVI.

View More Details and Itineraries

BoatU.S. BVI Flotilla | May 21 - 28, 2022


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. 

Boat Shows

St. Petersburg Power and Sailboat Show | January 20 - 23, 2022


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.

 Annapolis United States Sailboat Show | October 13 - 17, 2022 


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.

 Ft. Lauderdale International Boat Show | October 26 - October 30, 2022


Fort Lauderdale, Florida, the "Yachting Capital of the World" will host the Fort Lauderdale International Boat Show in October of 2022. 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.

Discover Boating Miami International Boat Show | February 16 - 20, 2022


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.