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


Grenada Sailing Week | January 28 - February 2, 2019


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. Maarten Heineken Regatta | February 28 - March 3, 2019


The St. Maarten Heineken Regatta will celebrate its 39th edition from February 28 to March 3, 2019. 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 25 - 31, 2019


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 27 - May 3, 2019


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 7 - 12, 2019


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.

Regatta Time in Abaco | June 26 - July 4, 2019


Founded in 1965, Regatta Time in Abaco is the largest event hosted in Abaco during the summer. Over 900 visitors and locals attend the races and parties held each day. The event is also a great way to explore and discover many of islands in the Abaco island chain. From Green Turtle's quaint community to Hope Town's iconic candy cane striped lighthouse, the racing provides an opportunity to experience a little of it all - the food, the beauty and of course, the friendly hospitality of the Bahamian people.

37th Annual Interline Regatta | October 8 - 17, 2019

The Moorings is proud to present the 37th Annual Interline Regatta in the British Virgin Islands in October of 2019. Open to members of the airline industry, their families and friends, the Interline Regatta features a variety of events for both sailors and spectators alike. In addition to numerous boat races throughout the islands, the regatta hosts a variety of nightly theme parties, making it perfect for anyone looking for non-stop celebration in a beautiful island setting.


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.

2018 Dates

  • Monday, January 1
  • Wednesday, January 31
  • Thursday, March 1
  • Saturday, March 31
  • Sunday, April 29
  • Tuesday, May 29
  • Thursday, June 28
  • Friday, July 27
  • Sunday, August 26
  • Monday, September 24
  • Wednesday, October 24
  • Friday, November 23
  • Saturday, December 22

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.

MedSail British Virgin Islands | January 19 - 26, 2019


MedSail is a group charter event combining medical education with a fun-filled vacation in the British Virgin Islands. This annual event is accredited by the Wilderness Medical Society and ideal for medical professionals seeking CME credits. However, you don’t have to be a medical professional to join MedSail 2019. Every morning begins with a two-hour seminar ashore before you travel to a new and exciting anchorage for the day. Along the way, you’ll get to enjoy plenty of stops for snorkeling, hiking, shopping and more.

View More Information on the MedSail BVI Event 

Offshore Sailing BVI Insiders Flotilla | February 23 - March 1, 2019


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. To celebrate the sailing school's 55th anniversary the Colgates will join Caribbean Manager, Folkert Jongkind and all participants to explore these glorious islands anew in 2019.  

View More Details and Itinerary

Boat Shows

St. Petersburg Power and Sailboat Show | November 29 - December 2, 2018


The 41st annual St. Petersburg Boat Show is one of the largest boat shows in Florida! Plan your visit and prepare to tour our flagship yachts. Stay another day to enjoy one of the many attractions the city itself and Tampa Bay as a whole have to offer.

Miami International Boat Show | February 14 - 18, 2019


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.

Pacific Sail and Power Boat Show | April 4 - 7, 2019


Whether as a newbie or a seasoned boating enthusiast, this four day spectacular is the place to immerse oneself in the world of marine sports! Enjoy the stunning waterfront venue while discovering all the new boats that the world’s leading manufacturers have to offer.  Also on display will be a full range of marine electronics, gear, products and accessories.

 San Diego International Boat Show | June 6 - 9, 2019


The San Diego International Boat Show is southern California’s premier summer boating event. Visitors can make their boating dreams a reality by checking out the approximately 140 boats for sale, as well as the latest nautical gear, gadgets, and accessories.

 Annapolis United States Sailboat Show | October 10 - 14, 2019


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 | TBC


Fort Lauderdale, Florida, the "Yachting Capital of the World" will host the 60th Fort Lauderdale International Boat Show in November of 2019. 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, bow riders, catamarans, ski boats, jet boats, trawlers, inflatables, canoes, and extraordinary superyachts.