When you set out for the finest cruising destinations in the world, you deserve an elevated charter experience managed by the best charter experts in the industry. Our team has the knowledge you need to have the experience of a lifetime including secret anchorages, quiet spots, and not-to-miss experiences in each location.
Annapolis, Maryland
Known as the sailing capital of the U.S., Annapolis is the perfect gateway to explore the Chesapeake Bay.
British Virgin Islands
The BVIs are known for their white sand beaches, marine life, and unspoiled islands and cays.
U.S. Virgin Islands
Take in the culture and natural beauty of our unique Caribbean destinations with an unforgettable charter experience in the U.S. Virgin Islands
Bahamas
The Bahamas, with its turquoise waters, powdery white-sand beaches, and vibrant marine life, is a tropical paradise that beckons travelers to experience its stunning natural beauty and laid-back island culture.
Belize
Waypoints Belize is the perfect all-inclusive vacation for family and friends, a romantic getaway, or a honeymoon. Our sailing charter expertise offers variety and flexibility in choosing activities tailored to your special interest. Rendezvous diving or fishing expeditions can be arranged, while others in your party may prefer snorkeling, kayaking, beachcombing, or even a day at the spa.
San Diego, California
Known for its boutique sailing experiences in the world’s most beautiful destinations, Waypoints® is now bringing its signature blend of adventure and sophistication to San Diego.
Other Destinations
Looking to explore outside of our four great bases? Our charter specialists can help you find the charter of your dreams through our affiliate bases around the globe.