Sailing Season is Here. Join Us for a Sail!

Full Moonshine Sail

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Sail with us on the Chesapeake Bay while the full moon rises on the horizon plus we have added a moonshine tasting from Pathfinder Farm and Distillery. Sample three, 2-oz cocktails made with their moonshine while sailing on a classic, 74-foot schooner. When finished with the sampling you may purchase your favorite cocktails (or beer ... Read more

$79.65

Sail Sip and Shuck – The Oyster Cruise

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Set sail on the 74-foot, Schooner Woodwind for an unforgettable afternoon of oyster education and scenic beauty. Learn about oyster restoration efforts in Annapolis Harbor with our friends at Live Water Foundation, witness a live oyster cage seeding and drop demonstration, a quick lesson on how to shuck oysters and then cruise the Chesapeake Bay ... Read more

Schooner Race Watch

Schooner Woodwind at the Annapolis City Marina Dock 410 Severn Ave, Annapolis, MD

The Annual Great Chesapeake Bay Schooner Race Start Watch aboard the 74-foot, Schooner Woodwind II. Join in the excitement and watch the start of the 130-mile race from Annapolis to Norfolk. There could be as many as 25 schooners at the starting line (maybe more!). Some of them are 100+ feet. This is going to ... Read more

$142.60

Thomas Point Shoal Lighthouse Cruise

Schooner Woodwind at the Annapolis City Marina Dock 410 Severn Ave, Annapolis, MD

Sail to Thomas Point Shoal Lighthouse and learn about its history, importance, and present day condition by guest lecturer David Gendell, author of “Thomas Point Shoal Lighthouse: A Chesapeake Bay Icon” & "The Last Days of the Schooner America: A Lost Icon at the Annapolis Warship Factory" Departs Annapolis at 10:00 am and returns to ... Read more

$126.50
Schooner Woodwind
410-263-7837