Heineken Sailing Week Regatta

One of the most beautiful islands. Hi octane racing. Perfect combination!

About Heineken Regatta

This will be the 36th time the event is held and, as you can imagine, the organisers really know what they are doing. The event is superb. For a start, it’s one of the best islands in the Caribbean. There is lots to see, lots to do. And as it’s a very well established event, everyone is there, everyone! All the professional racers, all the amateur racers, everyone in between. Some exciting battles are to be fought, make sure you are there!

Dates: 27th Feb – 5 March, 2020

Individual places are available on our race-ready super-tuned uber-fast racing machine – First 40, Optimus Prime!

Plan of action

Tuesday,27 Feb, morning Arrival and training day. Mooring in Simpson Bay, IGY
Wednesday, 28 Feb Training day
Thursday, 1 March Commodores Cup Racing
Friday, 2 March Heineken Race Week Day 1
Saturday, 3 March Heineken Race Week Day 2
Sunday, 4 March Heineken Race Week Day 3
Sunday, 4 March Prize giving party on the beach
Monday, 5 March, 9:00 am The week is over, see you next year

What is it all about?

Offshore and windward-leeward courses which can be quite challenging. Lots of competition and they generally know what they are doing. So it gets very competitive which is what it’s all about. Out of all the races, this one and probably Antigua Sailing Week sees the most competitive fleets in inshore racing. Check it out!

The St. Maarten Heineken Regatta is a yacht race on the island of Sint Maarten, held every year. The Regatta is both named after its location and sponsor, the island of Sint Maarten and Heineken. Which its slogan of ‘Serious Fun’ it represent the two sides of sailing in the Caribbean. The racing and parties are of course legendary, but the overall atmosphere is equally appealing



Book now

Your Name (required)

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Type of charter
Crew placeWhole boat charter

Racing event(required)

Number of places?

Experience to date and special requests.

What is included

  • Professional skipper and first mate
  • Accomodation aboard
  • Mooring in Simpson Bay
  • Crew uniform
  • Entry fee
  • Training days
  • Food aboard while racing

Online payment

Telephone payment

Not sure about paying online? No problem, call us and we can take payment over the phone. Or if you have any questions, we are here!

01273 987 087 or 07980 213 020

I came for a 5 days course and it was freeezing! I did come in February though, so serves me right. There was a proper heater onboard though, so we we fine. The course structure was excellent, Aubrey [instructor] really knew his stuff and it was fun. Lots of mooring, which is what I was after. Feel much more confident now, and thanks for the pies, v. good 🙂

James Clover

IT Consultant

Staying in a different marina every night was the highlight for me. This is what cruising is about, I guess, so not coming back to Mercury was ideal, I got to know the Solent pretty well. Lee [instructor] was good at stepping back and letting us do it ourselves, which was very useful. Thanks again, and see you next year!

Dan Collier


Hi guys, just a quick note to say THANKS! I was really nervous, but it was all good in the end. We just practiced every day and little by little I figured it out, I can moor! Still a little nervous, but the basics are there now, I understand what needs to be done. I’ll come back for the mile building, I think. All in all, the course was well structured, very much hands on and I liked the boat, very plush :J Thanks for a great week!

Elena Godfrey

Projects director, WorldVision UK