May Lighthouse Cruise

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

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 10:30am, return at 2:30pm, includes bagged lunch, soft drinks and snacks, $89 per person, $56 per child ... Read more

$89.00

Sunset Sail with Tony Lucca

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

An Intimate, Acoustic Show with TONY LUCCA aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including delicious light appetizers. Tony Lucca captured America’s hearts last year as the Team Adam finalist on NBC’s hit TV show “The Voice.” The fans of the Schooner Woodwind knew he would do well since his ... Read more

Mother’s Day Brunch – 10am departure

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

This event has sold out. Due to popular demand we have added a second event departing at 11am. Please see Mother's Day Brunch - 11am departure for more information.

Mother’s Day Brunch – 11am departure

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

Just added due to popular demand!  Our Mother’s Day Brunch Sail departs Annapolis for a three-hour Brunch cruise at 11:00am and returns at 2:00pm. Sailing cruise includes one free Bloody Mary or Mimosa and delicious food: homemade scones, quiche lorraine squares, baked citrus salmon with hearty bread, grilled flank steak, fresh fruit salad, orange juice ... Read more

$86.00

Lighthouse Cruise – May 21st

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

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 from Annapolis at 11:00am and return at 3:30pm. Advanced ticket purchase required, soda, and snacks; $79 per person, $51 ... Read more

Sunset Sail with Austin Ellis

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

Soulful, Engaging, Authentic. Austin Ellis captivates listeners with an enchanting voice and intimate acoustic style. Influenced by the smooth delivery of John Legend and laid back strumming of Jack Johnson, Ellis invites audiences to relax and enjoy the music. Known for his warm and charming live performances, he is well on his way to becoming ... Read more