The benefits of training partners and racing competitive fleets go beyond the results, whether you're winning or not.

As the races pile up, the pressure mounts at the Helly Hansen Sailing World Regatta Series in Annapolis.

Moderate winds mean tighter racing—that’s the story from the 2025 Helly Hansen Regatta Series kickoff in Annapolis.

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.

The Chesapeake J/29s are gaining popularity as they join the fleet of legacy one-design classes, which change annually as ...

To celebrate Gill's 50th anniversary of providing sailing kit for dinghy and offshore sailors, our staff has selected a few ...

In sailing, there are two things we can all count on when we hit the water. The first is that you will encounter some amount of uncertainty, and the second is that everyone—you, your teammates ...

A one-design class fades away when either the ­building stops or the diehards and old-timers move on. Without sustained and creative efforts to replenish members, the outcome is always inevitable.

Given the dense and diverse concentration of performance-leaning sailboats in the Chesapeake, there is a deep heritage of racing that spans nearly a century. Over the years, practically every ...