Meet your sailing community at the first annual premier sailing event in St Augustine.

Sailing is an adventurous, beautiful way to experience the outdoors and life on the water. And for the family behind St. Augustine Sailing, it can be a lifestyle and skill for anyone and everyone. This spring, the St. Augustine Sailing family invite you to celebrate all things sailing at the inaugural Ladybug Race! On Sunday, April 28, 2024, the sailing community from near and far will come together for a sailing race, educational workshops, yacht tours and sales and an awards dinner to celebrate the winners. The Ladybug Race is so much more than a competition on the water — it’s for every boater, whether you’re a seasoned Captain or admirer from the shore.

Let’s come together to not only compete in the race but also to share the thrill of sailing with a community that values the freedom and adventure found on the water. It’s not just about winning; it’s about fostering a spirit of camaraderie, encouraging each other, and creating memories that will last a lifetime. See you on Sunday, April 28, 2024, for a day filled with the beauty of sailing and the empowerment it brings to all who embrace it.



Race day begins by setting sail from Camachee Cove Marina, at the foot of the Vilano Bridge in St. Augustine, Florida. The racecourse will take boaters north up the Tolomato River, where captains and their crew will compete in Cruising and Performance classes. And everyone is equal in this race! No handicaps will be given based on gender, however there will be a race within the race for an all-female crew to win the beloved Ladybug Trophy.

For Rose Ann Points, owner, Captain and broker at St. Augustine Sailing, inspiring and supporting women is a crucial component to her mission in this race and in her business. “Sailing is for everyone!” Points shares enthusiastically. “When we purchased St. Augustine Sailing, we knew we wanted to be more than boats. We wanted to foster a really active, supportive and fun sailing community.” And the Ladybug Race will do exactly that. Proceeds from this race will benefit the Women on the Water (WOW!) program, which provides sailing skills, practical experience and confidence to women of all ages and sailing abilities.


The full day of activities also includes educational workshops and seminars, from line handling, marine weather forecasting and diesel 101 to teaching you how to make your boat a comfortable home, how to plan the perfect provisions for any journey and mastering the art of dinghy and outboard management (and so many more). Ladybug guests can also tour or purchase their dream boats! All Points Yacht Sales will be on hand to showcase top-of-the-line yachts from Jeanneau and Lagoon. Brokers are invited to display their current commissions as well. To end the day, everyone is invited to celebrate the race and winners at a fabulous dinner, where captains, crew, vendors, instructors and sponsors can relax together and bask in their day of happy sailing and camaraderie.

Sample Line


“I’ve been thrilled to see our community grow,” Points shares. “And we expect the Ladybug Race to attract an even more diverse crowd. For our business partners, we’re excited to offer robust sponsorship packages. It’s a great opportunity for them to reach an active and engaged audience.” St. Augustine Sailing has such a unique reach and appeal. Located in the Best Small Town in the South, according to Southern Living Magazine, St. Augustine is a top travel destination that welcomes over 3 million visitors a year.

The local and highly esteemed PR outfit, Old City Public Relations, expertly handles all communication and a multimodal marketing platform that provides sponsors with maximum brand exposure – including activations, displays, e-blasts, social media, press releases, live-streaming video and dedicated media exposure. Social channels reach over 35,000, with generational reach, including over 5,000 on Facebook; 8,000 on Instagram; and over 20,000 on TikTok.

Expert speakers at the event include Jennifer Mouhalis, Behan Gifford, Deborah Malor, Cecelia Potts, Marianne Davis, and Kim Walther. Sponsors include Ullman Sails Florida, Outer Banks Broil Company, Northeast Florida Marlin Association, Bestbet and Windward Marina Group.


Jennifer Mouhalis
Jennifer Mouhalis
Behan Gifford
Deb Marlor
Deborah Malor
Ceal Potts
Cecilia Potts
Marianne Davis
Marianne Davis
St Augustine Sailing Kim Walther Ladybug Race Dinghy Outboard Instructor
Kim Walther


Sponsorship packages range from $500 to $5,000, each including their own detailed and unique benefits. Click here for all the information. The family behind the luxury sailing operation at St. Augustine Sailing is unparalleled in the industry, and welcomes you to join them in this exciting opportunity of bringing together a sailing community like no other.  We hope to see you set sail at the Ladybug Race.