St. Augustine Sailing

Founded in 1985 by Doug Crane, St. Augustine Sailing celebrates 40 years in business in 2025. True to the founder's vision, co-owners Rose Ann Points and Chuck Parent continue combining yacht sales with hands-on sailing education.

St. Augustine Sailing's Captained Charters

St. Augustine Sailing Charters leave from Camachee Cove Yacht Harbor, a premier marina on the inland side of the Vilano Bridge. The charters offer unique sailing experiences perfect for small groups, private parties, intimate events, or a getaway for two. There are charters suitable for sweethearts, families, groups of friends, and colleagues. Sail during the day or late in the afternoon for a sunset cruise. 

St. Augustine Sailing's premium charters offer from two hours on the water to full-day or even overnight charters. Sail on the local rivers, the Intracoastal Waterway, or the Atlantic Ocean.

Every charter is captained by an experienced and knowledgeable U.S. Coast Guard-licensed captain.

An Introduction to Sailing

St. Augustine Sailing is owned by the widely known and highly acclaimed A.S.A. Sailing Instructor, Rose Ann Points. Points and her team enjoy turning adventurers into sailors. St. Augustine Sailing offers several affordable charters that provide an introduction to sailing—and that make great gifts. Some are fully hands-on, others let the guests relax in affordable luxury, and all trips whet your appetite for more time on the water in a sailboat.

• Intro to Sailing offers two to four people the opportunity to learn (or brush up on) the basics. They use 21 or 22-foot Hunter sailboats, sturdy sloops that offer a comfortable cockpit and the chance to handle the two most common sails.
• Learn the Ropes sets out in a larger boat, and the crew/instructors provide more detailed instruction. 

Weddings and Celebrations

• Start your life together with a wedding aboard a luxury sailboat. Get married with a few guests as the boat sails along the river, or on the boat tied to the dock, where more friends and family can witness your nuptials.
• Celebrate important events with a Tea Service. Choose from several tea service options: Cream Tea, Celebration Tea, or High Tea, and your guests will be presented with a gift box with a porcelain teacup and saucer, an embroidered cloth napkin, and a teapot stirrer.

Yacht Sales

All Points Yacht Sales, the sales division of St. Augustine Sailing, brokers high-quality sail and powerboats in Northeast and Central Florida. Their office at Camachee Yacht Harbor is at 3074 Harbor Drive, next to the Vilano Bridge.

St. Augustine Sailing also offers yacht brokerage services for people who want to buy or sell a boat.