And we’re sailing! Our season started in April.

Greenbury Point – Towers To The Past

Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MD

Over the course of two world wars and well beyond, the people of Annapolis played golf next to and boated past America’s most top-secret military communication facility and didn’t have a clue they were living near our nation’s first line of defense. On our sunset sail, we will unravel the guarded government secrets that have ... Read more

Tunes & Tales of the Golden Age of Annapolis, 1750-1783

Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MD

Join us on the Woodwind for a lively set of tunes & tales about life during the heyday of Annapolis (1750-1783), the social life and events that created the American Revolution. History Monday Sunset Sails occur every Monday, May-September 24. Different topics and speakers vary throughout the season. Our bar includes a selection of Craft ... Read more

Wine in the Wind: Coastal/Island Varietals

Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MD

Join us and discover new lesser know grape varietals from the coast and islands in the Mediterranean We invite you to raise the sails, steer the boat or sit back and relax. Wine Samples paired with "Magnificent Morsels" There will be representatives aboard to talk about the food and the wines. Wine and food pairings... ... Read more

$101.20

History of oysters on the Bay and how water quality affects them

Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MD

Learn more about oysters, from growing habitats to different types of oysters and how water quality affect them. Learn about the Severn River Association’s water quality monitoring, its history, and how it impacts the health of our water in general. Learn how this monitoring gives us the scientific facts to know where to ‘plant’ new ... Read more

History of Shipping in the Chesapeake Bay

Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MD

Ever since the colonists arrived here, IN SHIPS, there has been shipping. Come discuss with us, the fascinating history and differences of early local maritime shipments and how drastically different things look today. History Monday Sunset Sails occur every Monday, May-September 24. Different topics and speakers vary throughout the season. Our bar includes a selection ... Read more

Legends and Lore of the Annapolis Waterfront

Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MD

Annapolis sailor and author David Gendell brings aboard stories of Annapolis, the Naval Academy, sailing, and the people who make the Chesapeake Bay one of the world's most vibrant sailing grounds. History Monday Sunset Sails occur every Monday, May-September 24. Different topics and speakers vary throughout the season. Our bar includes a selection of Craft ... Read more

History of oysters on the Bay and how water quality affects them

Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MD

Learn more about oysters, from growing habitats to different types of oysters and how water quality affect them. Learn about the Severn River Association’s water quality monitoring, its history, and how it impacts the health of our water in general. Learn how this monitoring gives us the scientific facts to know where to ‘plant’ new ... Read more

Bay Ridge—“Queen” Resort of the Chesapeake

Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MD

An account of the turn-of-the century decades when Bay Ridge flourished as a grand Victorian resort served by steamship and train. History Monday Sunset Sails occur every Monday, May-September 24. Different topics and speakers vary throughout the season. Our bar includes a selection of Craft Beer, Wine & Bubbly available for purchase! Tickets go on ... Read more

Acoustic Brunch with Ernie Halter

Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MD

An Intimate, Acoustic Show with, ERNIE HALTER aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a light delicious brunch. We will only sell 30 tickets to this really special event! We do sail rain or shine. If the musicians cannot play due to the weather, but we can still sail- we ... Read more

$129.95
Schooner Woodwind
410-263-7837