Father’s Day Brunch Sail
Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MDSail 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
Fireworks Cruise
Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MDJoin us for a festive cruise celebrating the 4th of July. We will depart from the Annapolis Waterfront Hotel dock at 6:30 pm for a sunset sail. We will then anchor close to the fireworks barge for the 9:15 pm fireworks display and return to the dock after the show.

Wine in the Wind: Women in Wine
Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MDJoin us and sip on women-led wineries who have all broken ground in different ways and challenged the old guard of wine making. 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 ... Read more
Wine in the Wind: Coastal/Island Varietals
Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MDJoin 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
Acoustic Brunch with Ernie Halter
Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MDAn 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