St. Augustine Sailing to sponsor St. Augustine Race Week

Annual event, which runs April 17-24, has activities for adults and children


Rose Ann and Chuck Points, owners of St. Augustine Sailing Enterprises, Inc. and Yacht Sales by Rose Ann will sponsor St. Augustine Race Week from Saturday, April 17 until Saturday, April 24, with a variety of adult and children’s-themed races and activities. The sixth annual event will be held at the historic St. Augustine Yacht Club, 442 Ocean Vista Ave. in St. Augustine, and various locations in the area.

According to Rose Ann Points, she and husband Chuck, along with company team members and additional crew, will participate in and serve as a major sponsor in a myriad of activities along with participation from local sailing companies, clubs and businesses to orchestrate ocean, river and bayfront racing, a youth sailing regatta, skipper’s briefings, awards ceremonies, parties, live music and more. For information about schedules, activities, rules and fees to register, go to For health and safety protocols, go to The public is invited to attend specific activities and view the races free of charge.

“The ‘Big Boats’ will race off the coast of St. Augustine in the Atlantic Ocean and inshore racers will sail in the Tolomato River, just north of the Vilano Bridge,” Points said. “We’ll have great fun cheering on the youth sailors in the Matanzas Bay between the Castillo de San Marcos National Monument, the oldest masonry fort in the continental United States, and the renowned Bridge of Lions that spans the Intracoastal Waterway in St. Augustine.”

A highlight of Race Week includes the Pointses racing their Hunter 216s sailboats, the Enchantee luxury Jeanneau 410 Mono-Hull, along with Allons-Y, a Jeanneau 349, among other U.S. and Frenchmade, plus internationally manufactured vessels from 21-to-45 feet. Tours of the boats and more will be featured during Race Week at St. Augustine Sailing Enterprises, Inc., Camachee Cove Yacht Harbor, 3076 Harbor Drive in St. Augustine.

St. Augustine Sailing Enterprises serves the community as a certified American Sailing Association Training Facility with a well-maintained fleet of best-in-class sailboats from 21-to-45 feet at the harbor-front office located along the Intracoastal Waterway and Matanzas River, near historic downtown St. Augustine and Vilano Beach.

As company owners and St. Augustine residents, Rose Ann and Chuck Points have been boating and sailing most of their lives. Rose Ann began her boating life in the Northwest cruising on the Columbia River on board a 27-foot powerboat during weekends and vacations on the water with her family. In 1996, she moved to Florida to live aboard a Morgan Out-Island Ketch with her three children for 13 years. She has sailed along the East coast from Maryland to the Tortuga and up the west side of Florida, spent about nine months traveling throughout the Bahamas, and time in the Caribbean such as Puerto Rico’s Spanish Virgin Island and British Virgin Island as well as other Caribbean locations. Rose Ann has been associated with St Augustine Sailing for more than eight years in a variety of positions and purchased the company with her husband Chuck in 2017. She holds a 50 GT United States Coast Guard masters license with Aux Sail Endorsement.

Chuck Points has sailed Asia, Europe and a variety of different sailing environments from Lake Superior to the South China Sea. He has more than 22 years of sailing experience. In addition to holding a Masters 100 GT Captain License with an Aux Sailing Endorsement, he is a certified American Sailing Association Instructor.  In 2007, he was named an ASA Outstanding Instructor of the Year. He is also a dive instructor and oversees all sailing operations at the company and is the main Delivery Captain.

Rose Ann and Chuck also own the local SailTime franchise and support St. Augustine Yacht Club and the area’s youth sailing and scholarship programs.

For more information, call (904) 829-0648 or go to   


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