SailTiesSailTies
Heineken Regatta – Sint Maarten — Sailing Race in Sint Maarten
Heineken Regatta – Sint Maarten — St. Maarten
1/2
Heineken Regatta – Sint Maarten — Sailing Race in Sint Maarten
Heineken Regatta – Sint Maarten — St. Maarten

Heineken Regatta – Sint Maarten in St. Maarten

6-day sailing race with Southern Ocean Company

RacingAll LevelsSint Maarten - Caribbean

Mar 3-8

£1,680

11 spaces available

Book

Logbook App

  • Digital Logbook
  • SailTies Plus
  • Crew Match
  • Support
  • Sailor stories

Adventures

  • All adventures
  • Destinations
  • Expeditions
  • Racing
  • Mile building
  • Solo travellers
  • Winter sun
  • Levels
  • Co-Charter
  • Gift vouchers

Sailing trips

  • Caribbean sailing
  • Mediterranean sailing
  • Co-charter in Greece
  • Americas sailing
  • UK sailing
  • Indian Ocean sailing
  • Arctic sailing
  • Atlantic crossings
  • Fastnet Race 2027
  • Caribbean regattas
  • Yachtmaster mile building
  • Offshore passage making

For Businesses

  • Operators
  • Sailing schools
  • Instructors
  • Clubs & groups

About Us

  • About SailTies
  • Blog

Follow us

SailTies
Download on the App StoreGet it on Google Play

© SailTies

  • Privacy
  • Terms
  • Cookies
  • Contact us

Step into one of the world’s most iconic sailing events: the Heineken Regatta in Sint Maarten. Six days of adrenaline, trade winds, turquoise water, and world-class competition — all from the deck of a legendary Swan 51. This is not a charter. This is campaign racing. Expect: Strong trade winds Tactical coastal courses Electric race starts Legendary after-race atmosphere What’s Included ✔️ Swan 51 race yacht ✔️ Professional skipper ✔️ Personal safety equipment ✔️ Full 6-day regatta campaign No hidden extras. No compromise on performance. Who It’s For – Ambitious sailors seeking competitive racing – Experienced crew looking for a high-level regatta campaign – Adventurers ready to combine sport and Caribbean energy Whether you’re sharpening your race craft or ticking off a bucket-list regatta, this campaign delivers authentic, performance-focused sailing.

Up to 12 aboard

Heineken Regatta – Sint Maarten Itinerary

Why We Love This Sailing Race

The Heineken Regatta is globally respected for its competitive fleets, ideal wind conditions, and vibrant international atmosphere. Racing by day. Celebration by night. Few events match its balance of sport and spectacle.

1

Departure from St. Maarten

2

Return to St. Maarten

Meet Your Sailing Operator

Southern Ocean Company
Southern Ocean Company
View Company Profile

Southern Ocean Company Southern Ocean Company has been taking people sailing, racing and across oceans since 2009. Our idea has always been simple: offer genuine sailing experiences on proper yachts, with small crews, active participation and the freedom to enjoy sailing for what it really is. We are not a conventional charter company or sailing school. Our programme ranges from offshore races and international regattas to ocean crossings and relaxed cruising in some of Europe's most beautiful sailing areas. Depending on the adventure, we sail aboard our Swan 51 Eira or our Bavaria 50, choosing the yacht that best suits the character of the trip. At the heart of our offshore and racing programme is Eira, a German Frers-designed Nautor Swan 51. Built in Finland and designed for serious offshore sailing, she combines the craftsmanship and character of a classic Swan with the performance, strength and seaworthiness for which these yachts have become known around the world. Eira has been part of Southern Ocean Company since 2009 and has accumulated an extensive sailing history ranging from ocean crossings to some of Europe's and the Caribbean's best-known regattas. Rather than moving her from event to event by other means, we sail her whenever practical. The passages, changing coastlines and people joining along the way are as much a part of her story as the races themselves. Our cruising programme has a different rhythm. Aboard our Bavaria 50, including our Finnish Archipelago adventures, the emphasis is on discovering places that are best experienced from the water. With a small number of guests, we can remain flexible, explore islands and anchorages away from the usual routes and let weather, curiosity and the crew help shape the journey. Whatever the yacht or destination, life aboard is hands-on. Guests are welcome to helm, trim sails, navigate and take part in the everyday running of the boat. On an ocean passage this can mean watchkeeping, night sailing and learning to live as a crew far from land. During a regatta the focus shifts towards teamwork, boat handling and getting the best possible performance from the yacht. On a summer cruise it may simply mean taking the helm for a few hours before finding a quiet anchorage for the evening. You don't need to be an expert sailor to join many of our adventures. What matters more is curiosity, a willingness to participate and an understanding that sailing is a shared experience. For our more demanding offshore races and ocean passages, previous experience may be required. We deliberately keep the atmosphere informal. Seamanship and safety are taken seriously, and when we race, we race to do well. But sailing is also about the people you meet, dinners after a long day at sea, quiet anchorages, conversations during night watches and the friendships that have a habit of developing when a small group shares a boat. Some people join us for their first real sailing adventure. Others come to race, build offshore miles or cross an ocean. Many return for another chapter. We're going somewhere. Come aboard for part of the journey.

Why We Love Southern Ocean Company

Seb and his Swan 51, Eira, have been part of the charter racing scene since 2009. On board you’ll find the right balance of competitive racing and a friendly, welcoming crew. Between regattas, Eira runs some excellent sailing itineraries as she moves between race venues.

Sailing Yachts on This Trip

Your specific vessel is assigned based on your selected dates. All vessels meet our high standards for comfort and safety.

Eira

Eira

Swan - 51

LOA: 51ft (15.62m)

Who Is This Sailing Race For?

Do I Need Previous Sailing Experience?

Beginner

No sailing experience required. Perfect for newcomers.

Intermediate

Some sailing experience helpful. Comfortable on the water.

Advanced

Significant sailing experience required. Challenging conditions.

How Much Hands-On Sailing Is Included?

Active Crew Member

Full participation in all sailing activities.

Optional Involvement

Participate as much or as little as you like.

Passenger

Sit back and enjoy the ride.

Will I Have Any Duties on Board?

No

All meals and cleaning are taken care of

What Is the Minimum Age?

18

What Is Sailing on This Race Like?

From 3–8 March 2027, you’ll join a professionally run race program designed for sailors who want the full regatta experience — performance, precision, and pure Caribbean intensity. The Swan 51 is renowned for its balance of speed, seaworthiness, and tactical edge. Under the guidance of a professional skipper, you’ll compete against international fleets in one of the most dynamic regatta settings in the world.

What's Included in Heineken Regatta – Sint Maarten

Included

  • Accommodation Onboard
  • Food Onboard
  • Wet Weather Gear

Optional Extras

No optional extras

Not Included

  • Eating Out
  • Alcohol Onboard
  • Travel Transfers
  • Flights
  • Sailing Boots
  • Bedding
  • Towels

Why Book with SailTies

Tried and tested sailing experiences, from our pick of the world's best operators

EXPERT-LED SAILING ADVENTURES

All our trips are led by qualified skippers and sailing instructors

TRIED & TRUSTED

We only work with the most reputable sailing operators and yacht providers

SOLO & GROUP-FRIENDLY SAILING

Perfect for solo sailors looking to join a crew or groups wanting to charter

WORLD-CLASS CUSTOMER SUPPORT

Our team is on-hand 24/7 to help you before, during and after your adventure

One date available

From £1,680 GBP per person

Secure your place today from £840 GBP

March 2027

Mar 3-8
Eira
£1,680 (£840 today)
11 spaces available
Book

Prices shown in USD are approximate conversions, using today's conversion rate. This trip is priced by the operator in GBP and payment will be taken in GBP.

More from Southern Ocean Company

View all their trips
ARC
Intermediate & AdvancedRacing & Performance

Atlantic Rally for Cruisers (ARC)

Spain & St. Lucia • Europe
Next: 29 November - 18 December 2026
From
—
1 date available
Runs in Nov
Beginner & IntermediateCruising

St Lucia Christmas Cruise

St. Lucia • Caribbean
Next: 19 - 26 December 2026
From
—20% off
1 date available
Runs in Dec
Any ExperienceExpedition

St. Vincent & Grenadines Expedition

St. Lucia • Caribbean
Next: 15 - 24 January 2027
From
—
1 date available
Runs in Jan
Any ExperienceCruising

Windward – Leeward Cruise

St. Lucia & Antigua & Barbuda • Caribbean
Next: 1 - 7 February 2027
From
—
1 date available
Runs in Feb

More sailing trips in Sint Maarten 🇸🇽

Mile Builder
Any ExperienceTraining

Windward to Leeward Training

Sint Maarten • Caribbean
Next: 30 January - 6 February 2027
From
US$5,200
1 date available
Runs in Jan
Mile Builder
Any ExperienceTraining

To The South

Sint Maarten & Grenada • Caribbean
Next: 27 February - 6 March 2027
From
US$4,550
1 date available
Runs in Feb
Mile Builder
Any ExperienceRacing & Performance

Antigua - St. Maarten Mile Builder

Antigua & Barbuda & Sint Maarten • Caribbean
Next: 27 - 28 February 2027
From
—
1 date available
Runs in Feb
Mile Builder
Any ExperienceRacing & Performance

St. Maarten - Antigua Mile Builder

Sint Maarten & Antigua & Barbuda • Caribbean
Next: 8 - 9 March 2027
From
—
1 date available
Runs in Mar
Explore Sint Maarten trips