Schooner Woodwind

Our 2026 Sailing Season Opens on April 11th! - Tickets on Sale Now!

Sunset Sail

Woodwind heading home on a Tuesday night sunset sail. Photo taken from my stand up paddle board. Photo by Mark Bandy of Annapolis, Maryland

Solar Powered Sailing

Sunset during the 2023 GCBSR. Beautiful sunset, Woodwind ghosting along leading the fleet. Photo by Patrick Smith of Baltimore, Maryland

Crossing The Bay

The Schooner Woodwinds head out into the Chesapeake on a windy evening. Photo by Mike Iserman of Annapolis, MD

Bone in her teeth!

I was sailing into Annapolis aboard my friend’s boat “Cricket”, and was able to snap this one of Capt. Jen and Woodwind heading out fully powered up. Power. Beauty. Grace. Bone in her teeth is an “ expression from the sailing days of old where ships under a full press of canvas would push the … Read more

410-263-7837