Charter Specials

Experience Autumn on the Bay

Book a 4-Day Charter, Receive the 5th for FREE!


Healthcare Hero Special:
10% Off Charters for Healthcare Personnel


Support Our Charter Base by Purchasing a Gift Certificate!

– Save $50 on a $500 Gift Certificate
– Save $100 on a $1,000 Gift Certificate


*Offers available on charters departing in September and October 2020 out of Annapolis. New​ and direct bookings only. Cannot be combined with any other offers. Not valid for day sails.
Contact Waypoints Annapolis® for more information and to book your charter.

Reserve Your Charter