In late July, the 2026 Helly Hansen Sailing World Regatta Series returns to Marblehead, hosted by the Corinthian Yacht Club.
The weekend of racing kicks off with first signals on Thursday for the IOD and Rhodes 19 classes. The other classes competing will begin racing on Friday. There will be three days of stacked starts, daily socials, dinners, and live music. Be sure to not miss this iconic event and keep an eye out for our S1D regatta recap and results breakdown.

The 2026 Helly Hansen Sailing World Regatta Series makes its summer stop in Chicago, hosted by Chicago Yacht Club.
This event brings lively competition to one of the most iconic sailing cities in the country and will also feature the Youth Keelboat Series.

In late May, the 2026 Helly Hansen Sailing World Regatta Series shifts to Detroit.
This stop will deliver competitive racing and a classic Midwest sailing atmosphere. The event will include:

• Ensign Region 5 Championship

• DRYA Series Championship Qualifier

• ORC Great Lakes Championship

• J/35 Great Lakes Championship

• Youth Keelboat Series

The 2026 Helly Hansen Sailing World Regatta Series heads to Annapolis this May!
Set on the historic waters of the Chesapeake Bay, this stop brings vibrant competition, strong fleets, and classic Annapolis sailing energy. This event will feature:

• 29er Nationals

• Alberg 30 Maple Leaf Trophy

• Youth Keelboat Series

Kick off the 2026 Helly Hansen Sailing World Regatta Series in sunny St. Petersburg, Florida!
This regatta brings together top one-design fleets for competitive racing on Tampa Bay, plus plenty of fun off the water. The event will also include:

• 29er Midwinters East

• J/22 Midwinter Championship

• L30 North American Championship

• Melges 24 Midwinter Championship

• ORC Midwinter Championship

• S2 7.9 Midwinter Championship

• Sonar Midwinter Championship

• Windmill Midwinter Championship

The 2025 MSI opens Friday with charters, a clinic, and practice races before registration. Racing takes place on Saturday and Sunday, with a regatta dinner Saturday night and awards on Sunday. Open to sailors under 31, the MSI welcomed thirty-six teams from eight countries in 2025. Spots are limited and charter applicants require acceptance. Coaching is provided for new and novice teams.