Couple on monohull

Explore Additional Charter Types

Waypoints Yacht Charters offers elevated charter experiences aboard new model sailing monohulls and catamarans and powerboats. In addition to our multi-day charter excursions, we offer sunset cruises, corporate team building events, and inshore fishing charters.

Sunset Cruises

Enjoy the best views in St. Petersburg, FL during a sunset cruise with Waypoints Florida, or watch the sunset over Historic Annapolis and the Naval Academy with Waypoints Annapolis! Whether a bachelorette party, romantic getaway, family sail, or an outing with friends, we have the charter you desire with private accommodations for up to 12 people. Inquire for more details about our sunset cruises.

Corporate Team Building

Treat your team to a unique adventure. With boats of all sizes, we can cater to the needs of any group to ensure a successful day at sea. Your crew will have the unique chance to bond while learning the fundamentals of sailing. It will truly be an outing they will be talking about for months to come! Contact us for more information.