Photos from the Annapolis Sailboat Show, the largest in-water sailboat show in the country, held annually the second week in October.
Photo by Larry French
Annapolis Sailboat Show
Helly Hansen Sailing World Regatta Annapolis 2025 Party Photos by SpinSheet
Nothing beats a lively regatta party after a nice breezy day on the Chesapeake Bay... This was certainly true at the Helly Hansen Sailing World Regatta Series Annapolis over the weekend of May 2-4.
Mount Gay Rum Red Cap of the Week for Sailors 2025
Every week SpinSheet readers send fun photos of sailors wearing Mount Gay Rum Red Caps for our weekly contest, which we present at this gallery
SpinSheet Crew Party Photos 2025
SpinSheet hosts three signature crew parties per year to connect skippers (sailboat owners) and potential crew members in real life, a tradition we started 30 years ago
