Light House Cruise
Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MDSail to as many as three different lighthouses on the Chesapeake Bay and learn about their history, importance, and present day condition by guest lecturer David Gendell, author of "Thomas Point Shoal Lighthouse: A Chesapeake Bay Icon". Departs Annapolis at 10:30 am and returns to Annapolis at 2:30pm. Includes bagged lunch, soft drinks and bottled ... Read more
Acoustic Brunch Sail with Tony Lucca
Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MDAn Intimate, Acoustic Show with, TONY LUCCA aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a light delicious brunch.
Sailor’s Delight Cocktail Cruise
Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MDSail away on one of our first sunset sails of the season. Enjoy 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 5:30 pm, return at 7:30 pm. Great Assortment of Craft Beers from the Local ... Read more
Mother’s Day Brunch
Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MDSail Mom away! Guests can raise the sails, steer the boat, or just sit back and relax with a cold beverage.
Blue Angels Performance Cruise
Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MDWatch the Blue Angels perform their aero-acrobatics during this special cruise. Depart from Annapolis at 11:30 am and return at 3:30 pm. Typically, we sail for a 2 hour cruise and then we anchor up front in the "spectator zone" for the best view of the performance, which usually happens around 2:00 pm.
Acoustic Brunch Sail with Gareth Asher
Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MDAn Intimate, Acoustic Show with Memorial Day favorite, GARETH ASHER aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a light delicious brunch.
Pride Bubbly Brunch Sail
Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MDGrab your friends and join us in celebration of Pride Month aboard our beautiful, 74-foot sailing schooners for a Bubbly Brunch on the Bay. Enjoy a rainbow of bubbly and a delicious brunch!
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.
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.
