Private Sailing Cruises

Enjoy the beautiful views of the Chesapeake Bay as part of your corporate teambuilding event.Corporate Private Cruises

Show your staff or clients how much you appreciate them with a relaxing afternoon or evening on the Bay. Or perhaps, have them learn how to sail a 74-foot schooner as a team with one of our four interactive team building programs.

Enjoy the historic skyline on the Chesapeake Bay while celebrating your special event or occasion!

 Social Private Cruises

Celebrate your special occasion with a memorable sailing experience. Enjoy the historic skyline while sailing the Chesapeake on your private, 74-foot wooden schooner. We specialize in making your birthday, anniversary, reunion or wedding special while under full sail.

Raise your glasses and toast to your special occasion on a private charter.Fun Ideas

Have fun with your private sailing adventure…cruise to a local crab house for a crabfeast, raise your glasses for a fun beer or wine tasting, or learn about the history of the lighthouses on the Chesapeake as you set sail from Annapolis.

Delicious gourment catering menus, gluten-free and vegetarian choices available!

Catering Menus

Enjoy delicious food on your private event while sailing on the 74-foot schooners, Woodwind and Woodwind II. Choose from mouth-watering brunch menus, heavy appetizers or full dinners, all while under sail on the Chesapeake Bay. We also have a wide selection of gourmet bagged lunches including menu items that are vegetarian and gluten-free.

To reach the sales staff and arrange the trip of a lifetime aboard Woodwind, please call 410-263-1981 or email us.

© Copyright 2017. Running Free, Inc. DBA Annapolis Sailing Cruises: Schooner Woodwind. Annapolis MD. All right reserved. Privacy Policy.

Site Designed by: Green Mountain Marketing & Advertising, Inc.