Little Boat Wins the Big Title in Annapolis
The 2026 edition of the Helly Hansen Sailing World Regatta Series in Annapolis delivered an outstanding experience for 217 teams, from which one overall winner emerged.
2027 SEASON — FIVE LEGS, ONE CHAMPIONSHIP
The Regatta Series That Is
American Sailboat Racing
One-design and handicap fleets race a five-stop national circuit each season, from the Gulf and East Coasts to the Great Lakes, culminating in a Caribbean Championship.
EVENT 02 OF 05 — 2027 SEASON
Annapolis
April 30 – May 2
Hosted by Annapolis Yacht Club
Host Hotel
Located in the heart of downtown St. Petersburg, this intuitively designed AC Hotel reflects all the sparkle of St. Petersburg within a carefully crafted space defined by timeless appeal and true authenticity.
Book before January 15 for Discounted Rate
Regatta Party Passes
Get your passes here for VMG access to the best post-race parties of the season. To: Purchase individual and discounted crew packs for fast and easy entry to the best post-race parties of the season. Cuisine, cocktails and good times guaranteed.
Mount Gay Rum
Cocktail Contest
Grab your mixers and whip up a thirst-quenching winner. Limited spots available.
Scan this QR Code using the Whatsapp Camera to join the Annapolis Regatta Series Group
Regatta News: Annapolis
The 2026 edition of the Helly Hansen Sailing World Regatta Series in Annapolis delivered an outstanding experience for 217 teams, from which one overall winner emerged.
Racing the family J/80 exclusively in PHRF for years, and then finally checking in at a big one-design regatta, reveals the benefits of both.
Proving once again that every point is worth fighting for, the Helly Hansen Sailing World Regatta Series Annapolis winner takes the overall title on a tiebreaker.
As the races pile up, the pressure mounts at the Helly Hansen Sailing World Regatta Series in Annapolis.
When the winds are moderate the racing’s always closer, and that’s the takeaway from the opening races of the 2025 Helly Hansen Sailing World Regatta Series in Annapolis.
Legacy one-design classes come and go every year as boats migrate and owners move on, but often one fleets loss is another’s gain, and that’s how the J/29s of the Chesapeake are adding to their ranks.
