Upcoming Events


Annapolis Sailboat Show

Annapolis, Maryland
October 10-14, 2024

Join the Waypoints® Team this fall at the largest sailboat show in the world, the 2024 Annapolis Sailboat Show. Step aboard our fleet of luxury yachts available for boutique charters in Annapolis, British Virgin Islands, Bahamas, Florida, and USVI.

More details coming soon! Check back later.