EVENT INFORMATION
Warm sea, blue skies, Tradewinds, stunning scenery, turtles, whales, rays, corals, sandy beaches and swaying palms.
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Grenada Sailing Week
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RORC Caribbean 600
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St Maarten Heineken Regatta
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St Thomas International Regatta
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BVI Regatta
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Les Vollies St Barths
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Enquire now for a berth or charter the whole yacht with skipper and mate. Maximum guests 8.
We also offer relaxed island cruising. we keep the numbers down to a maximum of 4 guests for cruising. For available dates please get in touch.
Rolex Caribbean 600
21st February 2022
It's the Caribbean. That means trade winds, crystal clear warm seas and blue skies.
This is a proper race equal to the Fastnet but so, so much warmer. We can't wait to get back and do it again. Love this race.
Package includes 2 days training in Antigua
Total time on the water approximately 7 days
Grenada Sailing Week
30th Jan to February 4th 2022
Our first Caribbean event of the season. With the change of date for the RORC Transatlantic more yachts will be in town. This cracking regatta in a stunning location is going to just get bigger.
Sign up with Anarchy Sailing and we will make it happen
Includes a training day with accommodation onboard although some prefer a bit of luxury ashore
We provide onboard food and drink while racing otherwise all food and drink
Total time on the water approximately 12 days
Heineken Regatta (St Maarten)
3rd to 6th March 2022
Its' become the daddy of Caribbean Regattas. You got to hand it to the Dutch, they know how to put on an event both on and off the water.
Always popular this regatta is just brilliant. You can even join us in Antigua as an option as we sail on to this event straight after the C600.
Book a berth or charter the yacht with skipper and mate. Max 8 guests.
Accommodation is onboard although chose to treat themselves to a bit of luxury on shore. Well you are holiday... why not?
St Thomas International Regatta
24th to 27th March 2022
Described as the 'Crown Jewel' of the Caribbean Regattas the STIR is well worth the trip. Set in the US Virgin Islands (check your visas) it certainly has an American feel. For Europeans it means a connecting flight from Miami or a US hub and an American Carrier, (not aircraft carrier... airline)
Book a berth or charter the yacht with skipper and mate.
Up to 8 guests
BVI Spring Regatta
28th to 3rd April 2022
Whats not to love about the BVI Spring Regatta. Warm clear water, hot sailing and cool parties.
We provide the yacht, skipper & mate, ready to race and all you need to provide is the crew. If you have the skills the skipper & mate will sit back and let your TEAM take control. Suitable for 8 guests. Our yacht Fireball will be dressed in her North 3Di racing sails waiting for you. We put her to bed at the end of the day while you get on and party. Excludes accommodation which you will need to organise ashore. Its a holiday after all, grab some luxury.
Les Volies St Barths
17th to 29th April 2022
Its technically France, in town it feels like France, big fashion brand, the rich and famous, that certain chic. However it lies under a tropical blue sky surround by warm inviting water, swaying palms and a Caribbean flavour. We love it. The Racing is awesome. Attracting the yachts of all sizes including the big boys on their Grand Prix boats.
This is our last regatta of the season before we start thinking about heading home to the UK. Its whole boat charter including skipper and mate with room for 8 guests. Accommodation is ashore and not included within our price. You are on holiday so why not a bit of luxury and a hotel pool to enjoy while you are out here. We are just the amazing bolt on to your holiday.

Anarchy Sailing is about fun first.
That said we love to race and we love to beat our rivals.
Each year we invest more into our yachts.
Sails, sail configuration to optimise performance against rating.
Smoother hull, new electronics and all kit replace when needed including halyards, sheets etc.
We will always present the yacht in the best possible condition so there are no excuses on the water.
Ultimately we are a TEAM and regardless of your previous experience you will become a key member of the TEAM.
Remember Life's a riot