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A voyage of a lifetime - Oyster Yachts announces the Oyster World Rally 2024-25

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Published on January 11th, 2022 | by Editor

Oyster World Rally 2022-23

Published on January 11th, 2022 by Editor -->

The Oyster World Rally 2022-23 got underway January 9 for the 25 British-built Oyster yachts taking part in the 27,000 nm world circumnavigation that will stop at 25 locations during the 16-month trip. Starting from Antigua, the first leg extends 1180 miles through the Caribbean Sea to Panama City where the fleet will come back together to transit the famous Panama Canal in early February.

The Oyster World Rally is a fully supported experience, working with entrants to provide training, advice on boat preparation and service, logistics, customs procedures, provisioning and is even able to help to source professional crew if needed. The Oyster team travels ahead of the rally and is on hand at every stopover for support.

This is the third edition of the Oyster World Rally, and the only fully supported circumnavigation of the world. Amongst the 25 competing yachts, there are five new Oyster Yachts – three Oyster 565s, one Oyster 595, and an Oyster 675. The largest yacht in the fleet is an Oyster 725.

“The crews have all started to bond together and great friendships have started to form,” noted Allie Smith, Head of Group Events at Oyster Yachts. “After all the hard work and preparations, as well as navigating the Covid challenges, we are finally on our way!“ c

The Rally is being following in real time on the Rally Live section of Oyster Yachts website. Next stop is Panama and then the Galápagos Islands.

Tags: Oyster World Rally , Oyster Yachts

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Everything you need to know about sailing rallies and cruising in company

• Helen Fretter
• January 28, 2022

Entries for sailing rallies are booming like never before – we discover the allure of cruising in company. Plus our essential listing of organised rallies to take you anywhere in the world

There is a pent up enthusiasm for experiences right now. After nearly two years of limitations, many of us are hankering for wider horizons, to escape the Zoom meetings, look beyond the box-set, and sense freedom once again. But international travel is still not straightforward: entry regulations and health checks vary frequently, and simply keeping on top of the ever-changing rules is time-consuming and stressful.

So it’s no surprise that organised rallies are seeing a resurgence. Already the default option for many cruising sailors planning to take on a first transocean passage , many rallies are gathering bumper entries for 2022 and beyond after cruisers postponed their 2020/21 plans.

But there are also growing numbers of sailors prompted by the pandemic to make the leap to long-term cruising, and for whom the safety net of an organiser on call, who’ll keep on top of the health protocols and even catch your lines on arrival, was the deciding factor.

Jeremy Wyatt of the World Cruising Club, organisers of the ARC transatlantic rally among other events, is seeing a trend: “We are definitely getting some interest from sailors because of the extra administration that Covid is causing them as a cruiser.

“But I would also say there’s been a definite mindset of people reviewing their lives, looking at what their priorities are and saying ‘No, we need to go and do what we talked about doing’. So in terms of numbers of enquiries and how it’s looking for next year, it’s really gone crazy.”

Wyatt has noticed that an increasing proportion of enquiries come from the younger families. “The 40-something families are the ones deciding, ‘Let’s go and do it. Why are we sitting in the rat race?’”

With up to four or five years from first enquiry to first rally entry for many ARC crews, Wyatt is expecting participation numbers to stay high for years to come.

Allie Smith, head of group events at Oyster Yachts and organiser of the Oyster World Rally , has noticed similar: “We’ve got experienced owners that are on maybe their third or fourth Oyster that have taken the plunge. And we’ve got people that wanted to seize the day, and just said: ‘This is what I want to do. I’m going to buy an Oyster – whether new or brokerage – to just do it.’

“The vast majority of [owners] now confirmed as taking part are the type that will think, ‘Right, we’re just going to go for it.’ We know things may not be as we would like them to be in certain places. We have to do a bit of compromising, but they’re all quite gung-ho that they’re going, which is fantastic.”

The Atlantic Rally for Cruisers is among the world’s most popular sailing rally events. Photo: James Mitchell

Where it all began

A rally can be anything from a loose group of friends who choose to sail in approximately the same direction at the same time, to a commercially run, strictly organised series of stopovers with a full maintenance, service and social programme, and range from free to join, to tens of thousands of pounds.

Over the past decade several small rallies have been absorbed by the larger, more professionally-run events, while others in less popular seas have been cancelled. However, social media now enables sailors to connect, share information, and liaise to cruise in company in a more informal set up.

Jimmy Cornell is widely regarded as having created the first organised cruising rally when he formed the World Cruising Club to run the inaugural Atlantic Rally for Cruisers in 1986. “The ARC was certainly the first properly organised transocean sailing event,” Cornell explains.

Enduring concept

“I happened to be in Las Palmas on Gran Canaria in November 1985 and a group of French cruising boats had been brought together by a Frenchman, Guy Plantier, for an Atlantic crossing named Le Transat des Alisées. People arrived when they felt like it, and it all looked like the proverbial attempt at herding cats.

But I could see the potential of organising a proper sailing event with its own structure, rules and regulations, and an absolute stress on safety. That format was applied the following year, when 209 boats took the start of the first ARC,” Cornell recalls.

Yachts preparing for the start of the ARC. Photo: James Mitchell

“Before the start all boats had been inspected for their seaworthiness and all essential safety equipment was checked. That structure, which I’d laid down in those early days, has been followed to this very day in the ARC, and has been adopted by countless other rallies.

“I spoke to Dick Johnson [Yachting World editor of the time]. He embraced the idea wholeheartedly and the ARC has been closely associated with the magazine ever since.

“I am convinced that the rally concept will continue to attract participants for the same reasons, especially the safety aspect in today’s uncertain world, as it is even more important to be part of an event where the organisers are in a position to liaise with the hosting authorities.”

Full circle sailing rallies

Grand large yachting world odyssey.

Start: Cherbourg and La Grande-Motte, France; Seville, Spain; Key West, USA.

Route: This three-year epic has two routes, including one through the Panama Canal , an option of going around Cape Horn , and several start options from France and Key West from autumn 2021-January 2022. The two routes, one along the tropical tradewind route, and one around Patagonia, will come together in Tahiti.

About: Created to commemorate the 500th anniversary of the first circumnavigation of the globe by Ferdinand Magellan and Juan Sebastian Elcano, it was originally only open to Grand Large Yachting models but later opened to a limited number of other yachts. The first edition has 32 participants, the second is planned to start in 2025.

Cost: c.€40,000

Info: gly-world-odyssey.com

Oyster World Rally

Start: Antigua, January 2022.

Route: Headed west through the Panama Canal, across the Pacific, past Vanuatu and north Australia, Cape Town, up the coast of Brazil and back to Antigua: a 27,000-mile circumnavigation.

About: Fully booked for 2022. The fleet is made up of a wide range of Oyster models, ranging from 56ft-70ft plus. Registration for 2024/25 is now open, with a waiting list already filling up. Prestart seminars and training included, while Oyster service team will assist with repairs, sourcing parts etc at stopover ports.

Cost: From £40,000-£70,000 according to length of boat.

Info: oysteryachts.com

Start: Saint Lucia and Australia, 2023.

Route: A 26,000-mile tradewind circumnavigation, which starts from St Lucia, through the Panama Canal and across the Pacific to Australia. Crews can opt to end their voyage, or rejoin after some time out, in Australia. The return leg from Australia visits Cocos Keeling, Mauritius, Reunion, South Africa, Namibia, St Helena, then on to Salvador, Brazil. It finishes with a cruise of the Windward Isles to return to St Lucia.

About: The World Cruising Club has postponed the scheduled 2022 World ARC, with the next start not before January 2023. “Responsible sailors would rightly be hesitant to leave port with an extended unfavourable forecast, and as it stands there is no clear path on exactly how the borders will be opened to whom, under what conditions and over what time frame,” the organisers explained.

Cost: £21,000 per 45ft yacht, £2,500 per adult.

Info: worldcruising.com/world_arc

Rallies offer youngsters on family boats a chance to befriend other cruising kids at stopovers – here before the GLY World Odyssey. Photo: Grand Large Yachting

Transatlantic sailing rallies

Start: Las Palmas, Gran Canaria, November.

Route: Canaries to St Lucia.

About: The original transatlantic rally, run by the World Cruising Club. Justly renowned for its thorough safety checks, pre-start briefings and seminars, and detailed organisation, the ARC is now in its 36th year. Thousands of sailors have begun their bluewater cruising adventure after being guided through the process by the WCC’s famous yellow shirted staff. The ARC includes a racing division with logged engine hours and a handicap applied, while the bulk of the fleet cruise across the Atlantic at leisure.

Cost: £1,500 per 45ft yacht, £150 per adult.

Info: worldcruising.com/arc

Route: Canaries to Grenada, via the Cape Verdes.

About: Originally launched in response to the ever growing popularity of the ARC, this more southerly route with an additional stopover attracts many family crews, setting off a week before the ARC. New for this year is a finish in Grenada, placing crews within easy reach of one of the world’s best cruising grounds around the Grenadines. More than 70 boats set off this year.

Cost: £1,800 per 45ft yacht, £225 per adult.

Info: worldcruising.com/arc_plus

Rallye des Iles du Soleil

Route: La Palma, Canaries to Cape Verde, finishing in Marie-Galante, Guadaloupe.

About: A French-run transatlantic rally open to boats over 10m LOA with a minimum of two crew.

Info: en.rallye-ilesdusoleil.com

Catamarans are increasingly popular for ARC participants. Photo: James Mitchell

ARC January

Start: Las Palmas, Gran Canaria, January.

Route: To Rodney Bay, Saint Lucia.

About: New for 2022 is a January option to cross the Atlantic, intended to give crews more flexibility around Christmas/New Year, as well as to pick up on the more stable tradewinds later in the winter.

Cost: £1,400 per 45ft yacht, £150 per adult.

Info: worldcruising.com/arc_january/event.aspx

Viking Explorers Rally

Start: Gran Canaria, January 2022.

Route: Canaries to Grenada with an option to stop in Cape Verdes.

About: This rally is limited to 25 boats to create a smaller, more intimate fleet, which means participants can expect to get to know their fellow sailors well. Vaccinations are required.

Cost: €55 per metre.

Info: vikingexplorersrally.com

Start: BVI or Chesapeake, May 2022.

Route: Eastbound from the BVIs or Chesapeake Bay, USA, to Bermuda, then to Azores, finishing in Lagos, Portugal.

About: The WCC’s eastbound Atlantic crossing with teams at every stop to help you plan, repair or socialise. A great way to return home or start a European adventure, with the reassurance of weather briefings and radio safety nets along this often challenging west-to-east route.

Cost: £1,000 per 45ft yacht, £425 per adult.

Info: worldcruising.com/arc_europe

The crew of Strummer celebrate their crossing with the Viking Explorers Rally. Photo:

Sailing rallies in the Americas

Brally amazon.

Start: Amazon Delta, October.

Route: Around the Amazon Delta and then up the Amazon River itself.

About: Runs over 20 days covering 500 miles into the Amazon River. Starts at Marajó Island, the largest marine river island in the world, at the mouth of the Amazon and navigates river channels upriver to tropical Alter do Chão. First run in 2021 but more are planned.

Cost: $2,500, discounts for early sign up

Info: brallyamazon.com/en-us/

Start: Newport, Rhode Island, October.

Route: USA to Caribbean.

About: The NARC Rally began in 2000 as an informal group of skippers delivering Swan yachts from Newport, Rhode Island, to French St Maarten in the Caribbean before developing into an organised rally. For 2021 it has reverted to a looser format, with boats invited to join the fleet sailing to St Maarten via a planned stop in Bemuda, but organisers have made it clear they are not responsible if countries close due to Covid restrictions.

Cost: Free to join, but a $100 fee per person for socials.

Info: sailopo.com

Cruising in company up the Amazon River with the Brally Amazon.

Panama Posse

Start: California, USA, November.

Route: Mexico, Guatemala, El Salvador, Honduras, Nicaragua, Costa Rica, Panama, Colombia, Jamaica, Roatan Bay of Islands, Rio Dulce, Belize, Yucatan peninsula, Cuba and Key West.

About: The Panama Posse claims to be the biggest rally in the world, with 300 boats expected for the sixth edition. It has no set schedule or route, boats join from many different locations and it runs both east-west and west-east. The fleet usually grows as it travels down the west coast from California but most join from Mexico before heading through the Panama Canal. Entry includes a Panama Canal agent. Time frame is determined by the start and finish of the hurricane season. Boats range in size from 30-footers upwards, with the average age of a participants 45-65 and plenty of families taking part.

Participants choose their own route, stopping in discounted marinas or verified anchorages, liaising via chat groups and radio nets. There is a strong emphasis on exploration and the environment. Organisers do not insist on vaccination for participants but strongly encourage it. Many locations on the route have mandatory vaccination policies or are high risk for Covid.

Cost: $200.

Info: panamaposse.com

Salty Dawg Caribbean Rally

Start: Hampton, Virginia USA, November.

Route: Chesapeake to Antigua, or the Abacos in the Bahamas.

About: Claims to be the largest rally leaving the US East Coast each autumn. Caters to a slightly older crowd but with plenty of families also taking part.

Cost: $300.

Info: saltydawgsailing.org/caribbean-rally

The Baja Ha-Ha

Start: San Diego, November.

Route: San Diego to Cabo San Lucas, California.

About: A 750-mile rally down the western coast of California with stops, delivering yachts to the southern tip of the Baja Peninsula. The Ha-Ha was cancelled last year but it’s back for its 27th running in 2021 (organisers say over 10,000 sailors have cruised with the Ha-Ha over the years). Crews are a mixed age range, with a family vibe and many retirees.

Cost: $495 per boat.

Info: baja-haha.com

Preparing provisions for an Atlantic crossing. Photo: James Mitchell

ARC Caribbean 1500

Start: Chesapeake Bay, November.

Route: Chesapeake to Tortola, BVIs.

About: North America’s longest running sailing rally. The rally is open to yachts 35ft upwards, and is designed to offer a safe passage from the US east coast to the Caribbean between late summer hurricane season and before early winter gales begin. Plenty of ARC weather forecasting support.

Cost: $800 plus crew fee of $125 per person.

Info: worldcruising.com/Carib1500

Salty Dawg East Coast Rally

Start: US Virgin Islands, May.

Route: Virginia, USA.

About: Official destination is Hampton, Virginia, but boats sail directly to various ports on the US east coast and Canada. Usually attracts 25-35 boats. Similar focus on fun and friends as with other Salty Dawg rallies.

Info: saltydawgsailing.org/east-coast-rally

Salty Dwg Delmarva Rally

Start: Hampton, Virginia, June.

Route: Counter-clockwise around the DelMarVa Peninsula (Delaware, Maryland, Virginia).

About: A good starting point for cruisers keen to experience overnight sailing without being far from shore, this covers some 450 miles with shoreside support.

Info: saltydawgsailing.org/delmarva-rally

Salty Dawg Bermuda Rally

Start: Chesapeake, June.

Route: Virginia, USA to Bermuda.

About: Pre-rally preparations, seminars, and socials events normally take four days to complete before the fleet heads offshore into the Atlantic, for the 650-mile passage to St George’s, Bermuda.

Cost: TBC for 2022.

Info: saltydawgsailing.org/bermuda-rally

Today’s rallies pride themselves on being true sailing communities

Salty Dawg Downeast Rally

Start: Chesapeake, July.

Route: Chesapeake to Newport to Maine.

About: Another Salty Dawg rally aimed at building experience on longer passages. Timed to avoid the worst of Maine fog.

Cost: $150.

Info: saltydawgsailing.org/downeast-rally

Salty Dawg Maritime Rally

Start: Maine and Massachusetts, July.

Route: Maine or Massachusetts to Nova Scotia and Cape Breton Island.

About: Cancelled for 2021, next event should take place in 2022 if travel restrictions allow. Offers incredible scenery and the chance to sail on Bras d’Or Lake. Some skippers sail on to Newfoundland.

Cost: $125.

Info: saltydawgsailing.org/maritime-rally

Start: Puget Sound, August 2022.

Route: Seattle to San Diego.

About: A small fleet rally, which ties in nicely with the Baja Ha-Ha on the west coast of the States. Organisers describe it as ‘a sail down the world’s longest lee shore’, with seminars and online resources offered.

Cost: $695.

Info: cohohoho.com

Vancouver Rally

Start: Vancouver, September 2022. Route: A week-long cruise around the Gulf Islands, Vancouver, Canada.

About: Jointly run by the Royal Vancouver YC and British Royal Thames YC, this explores a beautiful area of wildlife and almost untouched landscapes.

Cost: Free to RTYC members.

Info: royalthames.com/Sailing/Cruising-Events/Vancouver_Rally

Beyond the Barrier Rally at Flinders Reef, Queensland in Australia

Tropics & Asia rallies

Savaadheeththa dhathuru maldives yacht rally.

Start: Haa Alif Atoll, February 2022.

Route: Around the Maldives, ending at Baa Atoll.

About: A new 20-day cruise of the Maldives, exploring 15 different islands. The rally looks to highlight the Maldives’ history and its well preserved natural habitats.

Cost: $1,000-$1,500.

Info: maldivesyachtrally.com

Sail Malaysia Passage to the East Yacht Rally

Start: Langkawi, Malaysia, March 2022.

Route: Around Malaysia, with stops in Indonesia and Bruni. Ends in Tawau.

About: Until recently much of south-east Asia has been closed to travel but the team at Sail Malaysia are confident this year’s rally will go ahead. The route coincides with several local festivals.

Cost: £350.

Info: sailmalaysia.life

Setouchi International Yacht rally

Start: Setouchi, Japan, May 2022.

Route: Around the Seto inland sea.

About: Created by two Japanese sailors who’d enjoyed rallying abroad and hope to bring the concept back home. This small rally (around 10 yachts) has been cancelled for two years but offers sailors an opportunity to experience guided tours and traditional Japanese tea ceremonies.

Cost: £130 per boat and £230 per person.

Info: cruisingjapan.org/wp1

Safety gear checks before a rally start. Photo: James Mitchell

Sail 2 Indonesia Yacht Rally

Start: Australia/New Zealand, date TBC.

About: This annual event takes yachts from Australia and New Zealand to Indonesia, but was paused due to the pandemic. The next edition has no firm start date, but organisers are accepting expressions of interest and hope to have more news in early 2022.

Info: sail2indonesia.com

Pacific sailing rallies

Van diemen’s  land circumnavigation cruise.

Start: Hobart, Australia, February 2022.

Route: Around Tasmania.

About: Organised by the Royal Yacht Club of Tasmania this is a challenging 800-mile cruise around the island. Gaining in popularity, and with the Antipodes beginning to open up after lockdown, this could be a sell-out event. Fleet is limited to just 45 yachts (minimum 9m LOA). Run every two years.

Cost: AUS$575.

Info: ryct.org.au/vdl-c-cruise-2022

OZ to NZ Rally

Start: Queensland, Australia, February 2022.

Route: Gold Coast or Coffs Harbour to Opua, New Zealand.

About: A new rally for 2022 planned by Down Under Rallies in conjunction with Island Cruising New Zealand. The 1,200-mile leg may stop over at Lord Howe Island, subject to weather. Subject to travel restrictions, or as organisers put it, plans are ‘written in the sand at low tide’. Other events scheduled for 2022 include Go East, from Queensland to New Caledonia; New Caledonia to Vanuatu; the return from Fiji/Vanuatu back to New Caledonia; a new Mystery Island Rally, and the Go West rally, from the south west Pacific to Bundaberg, Australia.

Cost: From AUS$595.

Info: downunderrally.com

Pacific Puddle Jump

Start: US west coast, March 2022.

Route: Various start points, across the Pacific to French Polynesia.

About: Despite French Polynesia still being closed to travel the Pacific Puddle Jump has received special dispensation to hold its informal rally again for 2022, having run for 25-plus years previously. Puddle Jump crews set sail independently, sharing information on weather routing and island destinations via radio nets and online. Yachts arrive in French Polynesia from April to June, meeting in the islands.

Cost: $75 to join.

Info: pacificpuddlejump.com

Beyond the Barrier Rally

Start: Queensland, Australia, June 2022.

Route: A voyage beyond the Barrier Reef into the Coral Sea Marine Park.

About: Created during lockdown to give Australian yacht owners an offshore cruising adventure during Covid, with 36 yachts exploring reefs, islets and cays of the Coral Sea Marine Park. Anchorages are 200-400 miles offshore and the fleet is at sea for 18-21 days.

Cost: AUD$2,480.

South Island Rally

Start: North Island, New Zealand, December 2022

Route: A cruise between New Zealand’s North and South islands, returning in March.

About: Island Cruising New Zealand has six rallies planned for 2022, in the hope that border restrictions will be relaxed sufficiently to allow a Pacific circuit. Besides the South Island rally and Oz to NZ (see left), there are also plans to run rallies to New Caledonia, Fiji and French Polynesia. The circuit finishes with a Pacific to New Zealand rally in October, with international cruisers welcome to sail the return leg to New Zealand (entry restrictions permitting).

Cost: NZL$60o (South Island Rally).

Info: islandcruising.nz

Swedish islands Hallberg-Rassy Rally

Sailing rallies in Europe

Hallberg-rassy rally.

Start: Ellös, Sweden, June 2022.

Route: A loop around Swedish islands.

About: Starts and finishes at Hallberg-Rassy HQ, and usually attracts around 40 boats from 24ft upwards. A short weekend rally that is a fun starting point for people new to cruising in company. The rally has no time keeper but every boat taking part wins a prize, for categories such as friendliest crew to oldest boat.

Cost: £65 per boat and £60 per person.

Info: hallberg-rassy.com/news/rally-2022

ARC Portugal

Start: Plymouth, UK, June 2022.

Route: Crossing the Bay of Biscay from Plymouth to Bayona, then sailing the coast of Portugal to Marina de Lagos.

About: A 550-mile Biscay crossing followed by three weeks of day/overnight cruising in company, with onshore excursions and socials.

Cost: £850 per 45ft yacht, £525 per adult.

Info: worldcruising.com/arc_portugal

Start: Rostock, Germany, July 2022.

Route: Includes Gotland, Tallinn, St Petersburg, Helsinki, Mariehamn and the Swedish archipelago.

About: A six-week, 1,800-mile cruise around Europe’s historic eastern seas and cities. Some overnight sailing and challenging navigation to be expected, fleet numbers are kept small.

Cost: £1,980 per 45ft yacht, £975 per adult.

Info: worldcruising.com/arc_baltic

First run in 1964, the Aegean Rally is for both leisure cruisers and those wishing to race. Photo: HORC/Nikos Alevromytis

Aegean Rally

Start: Piraeus (Athens), July 2022.

Route: To be confirmed.

About: The longest running rally in our guide, first run in 1964. The Aegean Rally route varies each year but takes in many of the most beautiful cruising waters in the Aegean and allows you to see some of the lesser known areas of Greece. Typical route is 350-500 miles long, and there’s a racing option.

Cost: Joining fee €60.

Info: aegeanrally.gr

Dodecanese Rally

Start: Kos, Greece, September 2022.

Route: From Kos, around the Dodecanese Islands.

About: A two-week rally exploring Leros, Patmos, Symi, and many of the area’s lesser known anchorages and ports, with an optional crossing to Turkey. One- and two-week itineraries.

Info: royalthames.com/Sailing/Cruising-Events/Dodecanese_Rally

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Oyster World Rally

Clean Regatta & Green Boating Efforts

Sailors for the Sea is working with Oyster Yachts to make their upcoming Oyster World Rally 2022-2023 as low-impact on the environment as possible. Sailors can pledge their commitment to the environment by joining our growing Green Boating community. Take note of our Green Boating Goals below. The event will be certified as a Clean Regatta, and race organizers are working hard to coordinate efforts at each stopover. Oyster Yachts have earned Clean Regatta certifications in the past: Bronze for their Oyster Regatta Palma in 2018, Bronze for their Antigua Regatta and Gold for their Oyster Regatta Palma, both in 2019.

Rally Sailors, Join Here!

What is the Oyster World Rally?

The Oyster World Rally is a fully supported sailing circumnavigation for owners of Oyster Yachts. Together the fleet will sail across three oceans, covering 27,000 miles over 16 months, and will visit some of the world’s most spectacular cruising grounds. The route is timed precisely to make the most of global weather patterns so participants can experience the best of each location, with plenty of cruising time at the end of each passage. The event is capped at 30 yachts to ensure Oyster’s world class team can support the fleet every step of the way, with technical and logistics teams present at each stopover. After the success of the 2013-14 and 2017-19 events, the 2022-23 Oyster World Rally is set to deliver yet another breath-taking experience for 30 Oyster owners.

Click here to learn more about Clean Regattas.

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On 09 January 2022, a fleet of 25 British-built yachts, ranging in size from 54-73 feet, will set sail on a circumnavigation of the world as the third edition Oyster World Rally begins from Nelson’s Dockyard, Antigua.   When Governor General of Antigua and Barbuda, His Excellency Sir Rodney Williams fires the start cannon, the intrepid crews – many of whom have only just achieved their first ocean crossing to the Caribbean – will be heading south on the first leg of this 16-month epic adventure to transit the Panama Canal enroute to the Galapagos Islands. The 25 yachts taking part in the Oyster World Rally are crewed by families, couples and individuals, all brought together by the lure of a global adventure of a lifetime.    The Oyster World Rally provides a fully supported experience for any Oyster owner who has always dreamt of sailing around the world. A dedicated Oyster support team works with entrants from the moment of sign up, providing technical training, advice on boat preparation and service, logistics, customs procedures, provisioning and is even able to help to provide professional crew through Oyster Yachts Crew Finder service. The Oyster team travels ahead of the rally and is on hand at every stopover to offer an extraordinary depth of technical expertise and local knowledge.

“We help and support our Oyster owners through every step of their circumnavigation'” says Allie Smith, Head of Group Events at Oyster Yachts, “From finding crew, to helping set up systems to run their businesses on-board, to destination guides, technical training, understanding weather, navigation, right through to being a welcoming face on arrival and organizing some amazing social events.  It’s a 27,000-mile support service enabling our owners to have the experience of a lifetime without all the worry and hassle. By having a limited number of yachts we create a real family feel and people make friends for life during their 16-month sailing adventure.”

The Oyster World Rally 2022-23 will leave Antigua on 09 January 2022 and head south to the Panama Canal, before arriving at the Galapagos Islands, and then onto French Polynesia and into the South Pacific. After visiting the Whitsunday Islands in Australia, the fleet then head to Indonesia and the islands of Cocos (Keeling), Mauritius and Reunion. Christmas will be spent in the amazing city of Cape Town, South Africa before setting off into the Atlantic to the remote islands of St Helena, Ascension, Fernando de Noronha en-route back to the Caribbean in April 2023.  

• Oyster World Rally

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The top superyacht regattas to add to your 2024 calendar

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From the South of France to St Barths, the superyacht regatta calendar is packed with opportunities for owners to race their boats in stunning settings. Whether you are looking for keen competition or are more interested in the après scene, we are here to help you pick the perfect contest.

Oyster World Rally, Antigua

From 14 january, 2024 .

By the finish of the 22/23 rally, more than 100 Oysters had circumnavigated over the decade that the British builder has been running these rallies. Dozens more will have their chance at the next one, which heads west from Antigua and makes 15 stopovers on the 16-month route.

New Zealand Millennium Cup, Auckland

February 23-26, 2024.

Postponed from 2023, the Millennium Cup 2024 takes place in a new location – Auckland, aka the City of Sails, which eases logistics for international owners. There is also a new multihull division as well. What isn’t changing is the fun racing with a Kiwi flavour.

Superyacht Challenge, Antigua

March 11-17, 2024.

Defining superyachts as vessels over 24.4 metres, this regatta offers four days of lively racing from the entrance to English Harbour as well as relaxed parties brimming with camaraderie in historic Nelson’s Dockyard.

The race is held annually in Nelson’s Dockyard and comprises daily pursuit races, and an optional race around the island, with the start and finish line just off English Harbour. Entrants are divided into three classes — buccaneers, corsairs and privateers — and all compete under the ORC Superyacht Rule.

Rather than a traditional trophy, winners receive barrels of rum, suitably filled in true Caribbean style. Additional awards include best-dressed crew, loudest Caribbean shirt, and a cook-off between crews. In fact, the only trophy awarded is the Gosnell Trophy, which is given to the crew that has "competed in the Spirit of the Regatta" both on the water and ashore.

St Barths Bucket Regatta

March 21-24, 2024.

The St Barths Bucket Regatta attracts some of the finest sailors and sailing yachts from across the world and is always a highlight on the racing calendar. This invitation-only event welcomes around 40 superyachts (usually upwards of 30 metres in length) to the sandy shores of St Barths each year.

The racing has traditionally been on three courses but organisers have said they now have 30 options to choose from.

Off the water, owners have their choice of countless invitations, from private gatherings to the Bucket-affiliated soiree at Tamarin as well as the final awards ceremony party, which is traditionally held at the five-star Eden Rock hotel. At the yacht hop, some owners have been known to fly in thousands of oysters and host aerial silk performers, which proves that the old Bucket spirit of winning the party — if not the day on the water — is still prevalent.

The 2024 fleet is already shaping up nicely with regatta regulars such as the 56-metre Malek , 51-metre Red Dragon and 35-metre Whisper all making a return, with the new 59-metre Maximus also anticipated to join. 

Les Voiles de St Barths Richard Mille

April 14-20, 2024.

A relative newcomer to the racing scene, Les Voiles de St Barths may not be steeped in history like many long-timers on this list, but it has swiftly become a calendar staple since its inception in 2010. It welcomes a serious fleet of modified racers and mini maxis - think TP52s and JV72s - among smaller racing boats and a multihull fleet.

Now in its 13th year, the event will see the fleet return to the red-roofed town of Gustavia in St Barths. Like the bucket, the regatta is powered by reliable trade winds that arrive from the east, which means very few days are lost due to unfavourable weather conditions. Racecourses make use of the landscape with clusters of rocks punching out of the water that serve as marks. Some more competitive teams even send divers down to see how close they can get before having to tack off.

Racing is close and competitive but things are much more laid back ashore. The lay day usually consists of a long lunch at Nikki Beach followed by tug of war and diving for bottles of Barons de Rothschild champagne.

Giorgio Armani Superyacht Regatta

June 4-8, 2024.

The Sardinian superyacht regatta is back as the Yacht Club Costa Smeralda welcomes Giorgio Armani as its title sponsor for the second year.

Where other regattas may have a T-shirts and flip-flops feel, Sardinia is about glamour in the playground of the Italian elite. It’s not all focused on the nightlife, though; any serious sailor knows racing here is not for the faint-hearted.

“Sardinia is, in my eyes, the most exceptional regatta area in the world,” says the owner of  WinWin . And he's not wrong. Competitors can expect stronger winds from the northwest and have to navigate rocks jutting out of the water in Bomb Alley — the passage between Sardinia and La Maddalena archipelago.

The regatta is always capped off with an evening at Phi Beach —  WinWin ’s owner says it’s the best party of any regatta. It’s a quintessentially Italian summer scene, with guests treated to glorious sunset views and music from top DJs piped through bars and dance floors interspersed among the rocks right on the water.

Entry is open to superyachts with a minimum length of 27.43 metres and the event will also encompass the Southern Wind Rendezvous.

Superyacht Cup, Palma

June 19-22, 2024.

This annual event for yachts over 24 metres is the longest-running superyacht regatta in Europe, and now incorporates a Corinthian Spirit Class

A laid-back southern Mediterranean vibe prevails at the Superyacht Cup in Palma, Europe’s longest-running superyacht regatta. Leave your jackets and ties at home; this is a shorts and T-shirt event. Uniquely, this regatta is contained within a fenced-in event village, proving that relaxed and informal can also mean ultra-exclusive.

While racing in the Bay of Palma may not offer the same dramatic scenery as the Caribbean, it is ideal for newcomers who may find rounding inflatable marks less daunting than a rocky outcrop, and its more sheltered position means there are no boat-breaking big seas. The race committee has the ability to set courses in the bay to suit the fleet and to really give every yacht a better chance to sail to its rating.

Last year's fixture welcomes a quartet of J Class entries, Svea , Topaz , Ranger and Velsheda .

Maxi Yacht Rolex Cup

September 8-14,  2024.

The Maxi Yacht Rolex Cup is the highlight of many a Maxi racing calendar and is back for its 34th edition in 2024. Staged off Sardinia’s Costa Smeralda - known for its rocky scenery and turquoise waters – it continues to attract dedicated owners, highly skilled crews and exceptional yachts. 

This year's Cup follows a hugely successful event last year. Racing is open to yachts of at least 18.29 metres and, for the first time this year, multihulls can join its ranks.

Oyster Palma Regatta, Palma

September 21–25, 2024 .

Taking place at the new venue of Port Adriano, this special edition celebrates 50 years of Oyster Yachts. In addition to the friendly competition over four days of racing, there will be an owners’ dinner to commemorate its half-century of building bluewater cruising yachts.

Ibiza JoySail, Balearic Islands

September 19-22, 2024.

Now in its fourth edition and growing exponentially each year, this laid-back regatta welcomes maxis and superyachts for offshore and coastal racing in the Balearic Islands, along with plenty of onshore socialising hosted by STP Palma and Marina Ibiza.

Les Voiles de St Tropez

September 26 – 6 october, 2024.

The Mediterranean big-boat racing season winds down with Les Voiles de Saint-Tropez. But don't be fooled, this is no small soirée. The event is the largest gathering of Maxis yachts in the world as owners and crew come together and toast to the last of the summer sun with a week of good old-fashioned racing. 

Swan Med Regatta-Tuscany Challenge, Marina di Scarlino, Italy

October 2024 .

New to the calendar last year, the inaugural Tuscany Challenge gathered Med-based Swan owners for a first ever Med-based end-of-season regatta set against the stunning backdrop of the Tuscan archipelago. This Nautor Swan Experience gathering celebrates the entire Swan world across a three-day competition. Hosted by the Yacht Club Isole di Toscana, it determines the world champions in the ClubSwan 50, ClubSwan 42 and ClubSwan 36.

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