Skipper Kevin Holmberg and his teammates on Fawkes won the Sonar Midwinter Championship at the 2026 Helly Hansen Sailing World Regatta Series in St. Petersburg, earning them a Caribbean Championship Challenger berth in the BVIs, a regatta raced in November with Sunsail charterboats.

The long awaited southerly finally kicked in for the final races of the 2026 Helly Hansen Sailing World Regatta Series in St. Petersburg delivering high-speed sailing for a spectacular finish to the weekend. Here's the highlightrs from videographer Paul Todd.

With the postponement put away the fleets hit Tampa Bay for the second day of racing.

After a morning postponements, the sailors of the Helly Hansen Sailing World Regatta Series in St. Petersburg, nearly 200 boats across 14 classes raced on Tampa Bay. Videographer Paul Todd captures the fleets.

The hardcore winter sailors of Newport Yacht Club (Rhode Islands) hit the harbor for the first day of racing for its 2026. Sailing World's Dave Reed captures a few B and C fleet races on a glorious winter day.

The Saffier 24 Lite, from Denmark's Saffier Yachts, is simple but racy daysailer judged in Sailing World Magazine's 2025 Boat of the Year Awards as the year's best Club Racer. US dealer Anton Webre shares the concept and performance traits of the 24-footer.

Following on the success of its award-winning Dragonfly 40, @Quorningboats delivers another sensational performance trimaran with the Dragonfly 36. Creator Jens Quorning takes us on full tour of the boat ahead of its sailing trials and selection as Sailing World's Best Multihull for Boat of the Year 2025.

The Melges 19, a three-person sailing dinghy from @MelgesPerformanceSailboats, delivers a high-performance sailing experience in an easy-to-handle platform that will appeal to newer and experienced sailing teams. Melges' Eddie Cox explains the concept of the boat and the Boat of the Year judges put it to the test.

Emerging from a field of 17 new performance raceboats, Nautor Swan's ClubSwan 28 is selected as the 2025 Boat of the Year. Hear from Nautor Swan's Federico Michetti about the boat, and see it under sail in Annapolis with Boat of the Year judges Mike Ingham, Monica Morgan and Dobbs Davis.

Once in the Bight at Norman Island in the @BVITouristBoard , competitors in the @hellyhansen1877 @sailingworld Caribbean Championship have one final hurdle: buoy racing in the shifty stadium of The Bight. Moorings, boats, flamingo floaters and shifts make thirsty work for the winning "Team Never Alone" a band of Detroit area sailors representing the Cal 25 class.

After leaving sweat and rum on the dance floor of @foxysbvi3243 the Caribbean Championship competitors take on Great Thatch Cut at the West End of Tortola for the final distance race of the regatta. For this adventure we go onboard with @quantumsails all-star George Szabo and his siblings-in-law to see how the pros handle the @SunsailHolidays 42.

After a pit stop at the @scrubislandresortbvi , our @hellyhansen1877 @sailingworld Caribbean Championship competitors take on a long downwinder along pristine north coast of Tortola in the BVI. With a finish off stunning Sandy Cay and quick trip to the @soggydollar9508 for a Painkiller. A race to the beach with @SunsailHolidays

For the @hellyhansen1877 @sailingworld Caribbean Championship with @SunsailHolidays we send the fleet from Bitter End YC on Virgin Gorda to @scrubislandbvi. This time, we share the onboard experience with our Texas friends from the J/105 TnT.

The @hellyhansen1877 @sailingworld Regatta Series Caribbean Championship fleet races from the BVI's iconic landmark of The Baths on Virgin Gorda to the luxury of the @bitterendyachtclub5788 onboard the @SunsailHolidays 42 footers.

HH Cataman's Chris Bailet gives us a detailed walkthrough of the HH52 performance sailing catamaran, revealing the yacht's innovation and state of the art sailing systems.

The 1962 America's Cup winning 12 Metre Weatherly has enjoyed a long and storied history as it is passed between owners and stewards preserving this most iconic and beloved Cup class. After its new owner, Steve Eddleston, completed an extensive two-year refit, we join the team on board for a rare view of its first race at the 2025 12 Metre North American Championship in Newport, Rhode Island.

When two boats meet on opposite tacks and the port boat hails, "Tack or Cross?" it's the starboard boat's opportunity to control the race. Sailing World Racing Editor Mike Ingham and Editor in Chief, Dave Reed, discuss the nuances of this common scenario.

Sarah Olivieri's team on the J/80 "Pi" traveled from from their home waters on the Hudson River to the Helly Hansen Sailing World Regatta Series in Annapolis. A team that races PHRF exclusively gets their first taste of J/80 class racing.

Following a collision shortly after the start of The Ocean Race Europe, skippers share their reactions. Content provided by Ocean Race Europe.

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