History of Watermen on the Chesapeake

History of Watermen on the Chesapeake

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

Annapolis is known as a seafood hub on the East Coast, famous for its crabs and oysters. But how many people truly know where their seafood comes from and how it is caught? For generations, Annapolis has been at the heart of the Chesapeake Bay’s seafood industry, sustained by the hardworking watermen who have navigated ... Read more

Legends & Lore of the Annapolis Waterfront

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

Author and lifelong Chesapeake Bay sailor David Gendell brings aboard a boatload of stories of the Annapolis waterfront including the colorful personalities and events that make the waters off Annapolis one of the world’s most vibrant sailing grounds. History Monday Sunset Sails occur every Monday, May-September 21. Different topics and speakers vary throughout the season. ... Read more

The Battle of the Severn

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

Steve Carr was born and raised in Annapolis, attended the Naval Academy, and worked at the Grand Canyon for fifteen years. Steve is the author of seven books, including the very popular book about the Chesapeake, "Water Views”. He was a columnist for “Bay Weekly”. He is also a crowd-pleasing travel writer and performs on ... Read more

Father’s Day Brunch Sail

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

Sail Dad away!  Guests can raise the sails, steer the boat, or just sit back and relax with a cold beverage. We sail past the Naval Academy and into the Chesapeake Bay. Fun for the whole family. Departing Annapolis Waterfront Hotel Dock at 11:00am and returning at 1:00pm. Maximum 30 guests on each sail. Includes ... Read more

$102.07

Tunes & Tales of the Golden Age of Annapolis (1765-1783)

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

Tom plays 18th century fiddle tunes and shares social and political insights that made Annapolis the cultural center of the Chesapeake during the colonial era. History Monday Sunset Sails occur every Monday, May-September 21. Different topics and speakers vary throughout the season. Our bar includes a selection of Craft Beer, Wine & Bubbly available for ... Read more

Eastport and Its Importance to Maritime History

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

Eastport, across the Spa Creek bridge, is a peninsula rich in maritime history. It's importance during wartime involved boat building for the US and its allies. Dating back to the Civil War, it maintained a hospital for soldiers with small pox. Originally, residents were immigrants, the working class, and farmers. The community today is better ... Read more

History of Shipping in the Chesapeake Bay

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

Did you know that "ships" used to be about the size of the 70 foot Woodwind? Hard to imagine these days, join us as Mike Singer from the Baltimore and Chesapeake Bay Shipwatchers helps to weave a path from the small ships of yesteryear to the behemoths of today. History Monday Sunset Sails occur every ... Read more

July 4th Sailing Cruises

July 4th Sailing Cruises

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

Sail Away on the 4th of July for a daytime sail aboard The 74-foot schooner Woodwind, custom designed and built specifically for sailing on the Chesapeake Bay. Woodwind is a replica of the classic, fast wooden schooners that were built as yachts in the early 1900s. Her handsome mahogany brightwork, gleaming chrome, and roomy cockpit ... Read more

July 4th Sailing Cruises

July 4th Sailing Cruises

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

Sail Away on the 4th of July for a daytime sail aboard The 74-foot schooner Woodwind, custom designed and built specifically for sailing on the Chesapeake Bay. Woodwind is a replica of the classic, fast wooden schooners that were built as yachts in the early 1900s. Her handsome mahogany brightwork, gleaming chrome, and roomy cockpit ... Read more

July 4th Sailing Cruises

July 4th Sailing Cruises

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

Sail Away on the 4th of July for a daytime sail aboard The 74-foot schooner Woodwind, custom designed and built specifically for sailing on the Chesapeake Bay. Woodwind is a replica of the classic, fast wooden schooners that were built as yachts in the early 1900s. Her handsome mahogany brightwork, gleaming chrome, and roomy cockpit ... Read more