Waypoints Yacht Charters

Waypoints offers boutique charter experiences in the world’s best cruising destinations.

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 five-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, Florida; and Annapolis, Maryland. Yachts available for charter are new or late-model sailing monohulls, catamarans, and motoryachts 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 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.

Featured Story

With bases in the heart of dream locations for easy access to all the best sights and activities.

At some charter companies, the fleets of boats can feel cookie-cutter and impersonal—stripped of any details that make clients feel like they’re aboard a true home away from home.

That’s why Waypoints Yacht Charter strives to provide a boutique-style, elevated charter experience aboard boats that have character and high-end amenities, with everything from the softest blankets to the best coffee machines ready for guests to enjoy.

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

Chantier Fountaine-Pajot, Astrea 42
waypoints charter people drinking
Fleewinter shoot of Yacht Lunous
Waypoints Charter boats on the water.

Charter Destinations

  • Annapolis, Maryland
  • British Virgin Islands
  • St. Petersburg, Florida
  • U.S. Virgin Islands

Contact Us

Waypoints Yacht Charters

312 Third Street

Suite 101

Annapolis, Maryland 21403

Phone: 443.225.4355

Email: sales@waypoints.com      

Website: waypoints.com    

Social Media: Facebook | Instagram