Latest Past Events

Annapolis Parade of Schooners & Sail

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

Come aboard the Woodwind for a beautiful sail that ends with a Parade of Schooners in Annapolis Harbor. Schooner Lynx, When and If, Adventurer, Sally B, both Woodwinds and the Adventure will hopefully be participating.  Local craft beers, wine & bubbly available for purchase aboard.  Depart Annapolis at 11:00am, return at 1:00pm.  Tickets are $65 ... Read more

$65.00

Cocktail Cruising

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

Sail away with great appetizers, cocktails, wine and beer as you enjoy the scenery of the Chesapeake Bay. Cruise includes appetizers, two drink vouchers and a sunset sail.  Depart Annapolis at 4:00pm, return at 6:00pm.  Tickets are $95 per adult with a maximum of 24 guests. Zoned Seating Pricing ~ Limited Capacity (24 person max): ... Read more

$95.00

October Lighthouse Cruise

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

Sail to as many as three different lighthouses on the Chesapeake Bay and learn about their history, importance, and present day condition by a guest lecturer from the Chesapeake Chapter of the U.S. Lighthouse Society. Depart Annapolis at 11:30am, return at 3:30pm, includes bagged lunch, soft drinks and snacks, $130 per adult. Maximum of 24 ... Read more

$130.00