Waypoints Yacht Charters

About Waypoints

The finest fleet of new model yachts, the most knowledgeable charter experts in the industry, and personalized, boutique-level service come together for a uniquely elevated charter experience. Our boats are held to the highest standards, giving you the feeling of a 5-star hotel when you step aboard. Our team has the knowledge you need to have the experience of a lifetime including secret anchorages, must-see attractions, and unforgettable experiences at each of our bases.

Waypoints offers bareboat, skippered, all-inclusive, and instructional charters in the world’s best destinations including the BVI, USVI, St. Petersburg, FL, and Annapolis, MD. Yachts available for charter are new or late model sailing monohulls and catamarans and powerboats, from world-class manufacturers such as Fountaine Pajot and Dufour. Each yacht is privately-owned, meticulously maintained, and outfitted for comfort and performance with generators, air conditioning, watermakers, high-quality linens, galley equipment, and more.

Interested in owning your own yacht? Experience best-in-class maintenance with the ability to dramatically offset costs with business income, special financing, and potential tax advantages. Business Yacht Ownership®, in partnership with Atlantic Cruising Yachts, offers a prudent approach to yacht ownership, combined with maximum flexibility and enjoyment.

Boats & Rates

Boat Lengths:   

37’-67’ Feet

Boat Types:  

Sailing Monohulls and Catamarans and Powerboats

Charter Types:   

Bareboat, Captained, All-Inclusive, and ASA Sailing Instruction