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Stranded sailing vessel sinks off Barkers

A 60-foot cruising yacht that ran aground off Barkers has now completely sunk and is washing ashore in pieces.

Mirikama sweeps 2026 Easter Regatta with back-to-back victories

The 2026 Cayman Islands Sailing Club Easter Regatta provided a weekend of classic offshore racing and intense competition for participants.

Sailing Club marks 60th anniversary with Easter Regatta

The Cayman Islands Sailing Club is set to mark a historic milestone this year as it hosts the 60th anniversary of its annual Easter Regatta.

Couple rescued after sailboat runs aground

An elderly couple were rescued by the Cayman Islands Coast Guard after their sailing boat ran aground on the reef off Barkers this week. The...

50 years ago: Marooned sailors found, CUC blackouts and Cayman Trough project

The top article in the 29 Jan. 1976 issue of the Caymanian Compass reported ‘Marooned Sailors Reach Cayman" and described the anchoring at the Holiday Inn of the 52-foot ketch called 'Poco Loco', which arrived from Swan Islands where the crew members spent 11 days having the rudder repaired and refuelling for the trip to Cayman.
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Twenty-six sailors take on Compass Marine Youth National Championships

This past weekend, 26 competitors hit the waves for the 2025 Compass Marine Youth National Championships at the Cayman Islands Sailing Club in Red Bay.

Cayman Sailing Club sets record ILCA Nationals fleet

The Mark Clarke 2025 ILCA Nationals concluded this past weekend, 6-7 Dec. at the Cayman Islands Sailing Club.
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Cayman athletes named for Youth Sailing World Championships

The Cayman Islands Sailing Club has named the two athletes who will compete at the 54th edition of the Youth Sailing World Championships in Vilamoura, Portugal.
cayman islands island games swimming

Medal count rises for Cayman at Island Games

Cayman continues its impressive showing at the Island Games, racking up 30 medals across swimming, gymnastics and sailing.
peter cunningham cayman sailing

8 decades and still sailing: Peter Cunningham’s enduring legacy

At 84 years young, Peter Cunningham is a living legend whose passion for sailing has spanned five decades and countless nautical miles.
round the island race 2025 peter cunningham charlotte webster

Charlotte Webster sails in ‘dream’ Isle of Wight race

Cayman sailor Peter Cunningham, 84, and Caymanian Olympian Charlotte Webster, 21, were part of a crew that achieved line honours – crossing the finish...

Dominic Davies making waves on the sailing scene

Cayman sailor Dominic Davies, who was aboard a 100-foot yacht that set a new race record in the monohull division in 2022, had a busy schedule this year and looks to keep things sailing into early 2025.

Caymanian sailor making sacrifices to be ‘the best in the world’

At just 18 years of age, Caymanian Jasper Nielsen has set sail on a four-year pilgrimage to achieve his lifelong goal of being an Olympic medalist.

Capasso qualifies to sail at ICSA national championships

Cayman sailor Matheo Capasso has secured a spot at the ICSA Singlehanded National Championships later this year after winning the Southeastern Intercollegiate Sailing Association (SEISA) Open Singlehanded title at his conference regatta.
Sperm Whale, Cayman Islands

Sperm whale encounter surprises Cayman tour boat

Native Caymanians, Captain Orneil Galbraith, and First Mate, Nino Dilbert were out cruising on Sunday on the 47-foot sailboat, ‘Splendour in the Wind’ when they had an amazing encounter with Sperm whales.

Charlotte Webster sets sail on giving back

Charlotte Webster is back home enjoying family and friends after achieving her dream of competing at the Olympics earlier this month.

California dreaming: Cayman’s early contenders for 2028 Olympics

The talent pool for sports within the Cayman Islands is deep and wide, with many, across several disciplines, having the potential to compete on the world stage and, by extension, the Olympic Games in four years’ time, set for Los Angeles in 2028.

Capasso among top 10 at US sailing nationals

Cayman sailor Matheo Capasso finished strong at the ILCA US National Championship, held in Newport Beach, California, from 9-11 Aug.

Webster ready to set her final sail on at Olympic Games

After a valiant effort over four days, Charlotte Webster will sail her final two races  to conclude team Cayman's competition at the global spectacle.

Charlotte Webster ready to set sail at Olympics

Charlotte Webster, who is fewer than 24 hours away from making her Olympic sailing debut in the Bay of Marseille, France, is not lacking confidence as she prepares for that big moment.

Sprinter, sailor and swimming siblings confirmed as Cayman’s Olympic team

Cayman will send four of its brightest young talents to the Olympics with swimming super star Jordan Crooks representing the island’s best hope for a medal in a generation.

Caymanian sailor aims to defy the odds at first Olympics

On a path to reaching the pinnacle in the sport of sailing for the Cayman Islands; Charlotte Webster has her sail and eyes set on the biggest opportunity of her life – the Paris Olympics.

Capasso and Kelly sail to top placement at World Junior

Cayman sailor Matheo Capasso and partner Holthus Kelly, of San Diego, USA, turned in a top 10 finish during the World Junior (U22) Snipe Championships, held in Miami Florida, from 2-7 Jan.

New water-sports club looks to promote Caymanian athletes

The newly formed Dragon Bay Club is starting to take shape since launching 11 months ago off the North Sound, opposite the golf club. Led...

Hastings, Webster close out Pan American Games

Justin Hastings and Charlotte Webster concluded Cayman's Pan American Games campaign this week, with the golfer making history as the first Caymanian to compete in his sport, and the sailor marking "an incredible journey".

Athletes set for PanAm Games in Chile

A team of seven Cayman Islands’ athletes across four different sports is preparing to impress at the 2023 Pan American Games in Santiago, Chile. The...

Sailor Charlotte Webster to take on world’s best

Caymanian sailor Charlotte Webster is getting ready for two international competitions, the World Championships and Pan American Games.

Island Games Day 5: Tennis players team up for bronze

Cayman tennis players Abigail Anderson and Ricardo Solon claimed a bronze medal in the mixed doubles at the Island Games.

Capasso helps Tulane advance to nationals

Cayman sailor Matheo Capasso sailed for Tulane University this past weekend at the SEISA Open Team Race Championship. Capasso and teammates from host Tulane...

Caymanian sailor Webster takes silver at Cyprus championships

Caymanian sailor Charlotte Webster won silver at the Cyprus National Championships in the Women's Open Laser sailing class over the Easter weekend.

Sailor Ciara Murphy takes first at UK qualifier

Caymanian sailor Ciara Murphy competed at the UK National Qualifier Series in Weymouth, where she won first Girl Overall.

Cayman sailing siblings shine at Nacra15 championships

Siblings Matheo and Allie Capasso hit the water last month at the Nacra 15 Sailing World Championships in Fort Lauderdale, Florida.

Cayman secures sailing spot at Pan Am Games

Sailor Charlotte Webster qualified the Cayman Islands for the 2023 Pan American Games, which will take place in Santiago, Chile later this year.
The Cayman Islands Sailing Club secured two podium places during the 33rd annual Jammin regatta in Montego Bay, Jamaica. Photo: Supplied

Cayman take 1st and 2nd at Mo Bay regatta

The Cayman Islands Sailing Club secured two podium places during the 33rd annual Jammin regatta in Montego Bay, Jamaica.

Webster closes out her 2022 sailing season

Caymanian sailor Charlotte Webster competed in her final regatta for the 2022 sailing season late last month.

Webster sails to victory at British nationals

Charlotte Webster sailed her way to a gold medal at the UKLA British Open and Nationals, held last week in Hayling Island, England.

National sailors to compete at the ILCA North American Championships

Top Cayman sailors Charlotte Webster and Matheo Capasso will compete during the 2022 ILCA North American Championships, being held in Kingston, Ontario from 30 June-4 July.

Sailor Matheo Capasso heads to Tulane University

Matheo Capasso will be taking his sailing and academics to the next level when he begins his freshman year at Tulane University in New Orleans, Louisiana, this August.

PowerPlay sets record in sailing around Grand Cayman

Cayman sailor Peter Cunningham and his internationally recognised 70-foot trimaran, PowerPlay, circumnavigated Grand Cayman in record time on Good Friday, 15 April, in  a sailing time of four hours and 27 minutes.

Caymanian sailor’s boat in record-breaking trans-Atlantic win

Caymanian Dom Davies and 21 other crew members aboard the 100-foot monohull called Maxi Comanche set a new race record in a winning performance during the 2022 Royal Ocean Racing Club’s Transatlantic race.

Cayman sailors close in on world records

Two Cayman Islands sailors are closing in on potential world records as they chase glory in a race across the Atlantic from the Canary...

Webster places second at British sailing nationals

Charlotte Webster sailed her way to a second-place finish at the British Nationals Laser Championships, held 14-18 Aug. in Weymouth, England.

Cayman sailors continue to impress during tour

Cayman’s sailor Matheo Capasso sailed to victory at the Laser North American Championships, marking his third first place finish of Cayman’s Sailing 345 squad US tour, which runs until the end of August.

Capasso sails to a pair of first-place finishes

Matheo Capasso sailed his way to two victories in the Laser 4.7 class, the first at the US Laser Nationals in Norfolk, Virginia, on 17-20 June, followed by the Laser Midwinters West Regatta in Long Beach, California, on 25-27 June.

Ava Hider sets sail on three-month competition tour

Cayman’s national sailor Ava Hider will be spending the summer competing in international events in Europe, the UK and the US.

Just Leaving wins sailing national championship

Just Leaving claimed the Cayman Islands Sailing Club J22 Tim Ridley National Championship title after winning three straight races on the final day of...

Jackson ends sailing season on high note

The hard work on high seas is finally paying off for Jesse Jackson. Jackson, who represented Cayman in sailing in the Pan American Games earlier this summer, took a victory at Abanca Sailing Week in Spain last week in the Laser Standard category.

Cayman sailor’s debut Pan Am races postponed

Cayman’s Jesse Jackson waited for two and a half days to compete in his first sailing race at the Pan Am Games.

Sailors improve World Championship showing

Four of Cayman’s young sailors spent 10 days tacking and gybing through the waters off Antigua as they competed in the Optimist World Championships, 6‑16 July.

Young sailors win trophies in Bahamas regatta

With the older Cayman Optimist sailors preparing for the Optimist World Championships taking place in Antigua in July, it was left to a young team to compete in the Bahamas National Championships at the Royal Nassau Sailing Club 22-23 June.

Cayman sailors return from European events

Several of Cayman’s youth sailors spent their Easter break competing in regattas in the Netherlands and Italy.

Exciting sailing at J22 National Championships

Last weekend provided challenging conditions for the J22 National Championships.

Renowned sailor visits Cayman, encourages diversity in sport

Dawn Riley remembers being desperate to race sailboats in 1977 when she was 13, growing up on the shores of Lake St. Clair near Detroit, Michigan. She did anything she could to get on a crew.

Cayman sailors take top awards

Matheo Capasso swept his seven races at the Bahamas Opti National Championships Oct. 12-13 to beat 41 competitors and take first place in the championship fleet event. Jasper Nielsen took second.
Cayman Compass is the Cayman Islands' most trusted news website. We provide you with the latest breaking news from the Cayman Islands, as well as other parts of the Caribbean.

Bart’s Bash: A chance to be part of a Guinness World Record

This weekend sees the fifth edition of Bart’s Bash, a global sailing race taking place at hundreds of venues, with thousands of sailors racing hundreds of different classes of boats.

Cayman finds some success at CAC Games

The Central American and Caribbean Games continued Tuesday in Barranquilla, Columbia.

Cayman athletes have mixed fortunes at ongoing CAC Games in Colombia

Cayman’s athletes continue to see mixed results at the Central American and Caribbean Games in Barranquilla, Columbia.

Sailors, squash players face tough competition at CAC Games

Cayman athletes are taking part in the 23rd annual Central American and Caribbean Games, which got under way with an opening ceremony at the Estadio Metropolitan in Barranquilla, Colombia on Thursday, July 19.
Cayman Compass is the Cayman Islands' most trusted news website. We provide you with the latest breaking news from the Cayman Islands, as well as other parts of the Caribbean.

Cayman sailors take on Lake Travis, Texas

Seven young optimist sailors from the Cayman Islands Sailing Club traveled to Texas last weekend with the sailing club’s Coach Meagan Woodman to race in the Road Runner Regatta, held at the scenic Austin Yacht Club on Lake Travis.

In the heart of the sea: Challenges and triumphs for Cayman sailor

Lashed by hurricane-force winds, racing yacht Liverpool 2018 plummeted down the face of a 45-foot wave. Rain and salt spray lashed the boat’s crew as they struggled to hold their footing on the slippery deck.

Caymanian to sail around the world

From sailing tiny Pico Laser boats along South Sound, to traveling around the world in a 75-foot racing yacht, it has been a long journey for Caymanian accountant James Macfee.

Boaters take to the water for Round the Island Race

The 53rd Easter Round the Island Sailing Regatta, sponsored by Harbour House Marina, featured 10 boats racing out of the North Sound’s main channel in a clockwise direction for 42 miles to Sunset House in George Town.

Tomeaka McTaggart wins J22 national sailing competition

Tomeaka McTaggart sailed consistently throughout a series of races and on Sunday finished off with a win, edging out Mike Farrington to become the Cayman Islands J22 National Champion for 2017. McTaggart won by one point. Six teams competed for the title over the weekend

Sailing Club invites public to Commodore’s cocktail party

The Cayman Islands Sailing Club invites the public to the Commodore’s cocktail party at 6 p.m. Friday, Jan. 13, the club’s first official social event of the year. “The Commodore’s cocktail party is the perfect occasion to reunite with old friends and to make new ones.”

Ladies Helm features Cayman club sailors

A J22 Ladies Helm was held on Oct. 16, in mixed conditions. Three races had been scheduled for the afternoon; the last race was called off due to lightning. Eva Hider and Allena Rankine were two of the Cayman Islands Sailing Club youth women who participated.

Cayman’s youngest Olympian battled winds in Rio

After five days of battling the winds in Rio’s harbor, Cayman’s Olympic sailor Florence Allan finished the week in 36th place. Allan said she enjoyed competing against the best in the world even though the weather got the better of her.

Rest day for Cayman sailor

Thursday was a rest day for Cayman’s Olympic sailor Florence Allan, who has been battling through this week’s preliminary Laser Radial races.

Strong winds, high seas lead to DNF for Allan

Florence Allan did not complete finish either of her two Laser Radial races Wednesday in the allowed time, leading to a DNF or “Did Not Finish” rating.

Cayman sailor completes second day

Teenage sailor Florence Allan moved to 35th in the overall standings at the Rio Olympics after an improved day on the water Tuesday.

Cayman’s Olympians ready for world spotlight

Cayman’s Olympic athletes, led by flag-bearer Ronald Forbes, will don traditional thatch hats as they join the parade of nations through Brazil’s famous Maracana Stadium Friday night for the opening ceremony of the Rio Games.

Teen Olympic sailor checks out Rio

For 18-year-old Florence Allan, the dream of competing at the Olympics is two weeks away from becoming a reality.

Single-handed sailor completes journey

Single-handed sailor Keith White, who sat off from Grand Cayman in late April, arrived in Dartmouth, England last week, becoming the first disabled person ever to sail non-stop across the Atlantic Ocean from the Cayman Islands to England.

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