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 26 -January 31, 2020


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 | March 5 - March 8, 2020


The St. Maarten Heineken Regatta will celebrate its 40th edition from March 5 - March 8, 2020. 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 30 - April 5, 2020


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 25 - May 1, 2020


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 5 - 9, 2020


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.


50th Anniversary Event - Croatia | October 12-19, 2019


Join The Moorings in Agana, Croatia for a special week on the water to celebrate our 50th Anniversary! We have created a custom itinerary filled with exclusive events designed to bring our longtime guests and partners together. After all, we wouldn’t be here without you! Open to all, reserve your yacht today while availability lasts. 

50th Anniversary Event - British Virgin Islands | November 9-16, 2019


This fall, join The Moorings where it all began for a special on the water event to celebrate our 50th Anniversary in the British Virgin Islands. Reserve your yacht today and join longtime Moorings owners, staff, partners, media, and of course charter guests for a week of island-hopping throughout the BVI’s filled with exclusive dinners and events. Open to all, reserve your yacht today while availability lasts.

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.

2019 Dates

  • Wednesday, March 20
  • Friday, April 19
  • Saturday, May 18
  • Monday, June 17
  • Tuesday, July 16
  • Thursday, August 15
  • Saturday, September 14
  • Sunday, October 13
  • Tuesday, November 12
  • Thursday, December 12

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 18 - 25, 2020


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 2020. 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 

Boat Shows

 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 | October 30 - November 3, 2019


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.

St. Petersburg Power and Sailboat Show | December 5 - 8, 2019


The 42st 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.