Ladybug Race Event

Second Annual Ladybug Sailing Race

Calling All Sailboat Racing Enthusiasts!

Join us from April 18-20, 2025, for the Second Annual Ladybug Race Event, hosted by St. Augustine Sailing—an exhilarating celebration of our local sailing community and a must-attend event for racing aficionados. Whether you’re a seasoned sailor or a newcomer eager to learn the ropes, this weekend promises to deliver thrilling competition, immersive workshops, and a chance to be part of a vibrant sailing culture.

We believe that sailing is for everyone, and we’re passionate about making it accessible to all! Proceeds from the Ladybug Race will benefit the Women on the Water (WOW) program, which offers women of all ages and sailing abilities the opportunity to gain essential sailing skills. Through hands-on training and practical experience, WOW helps build confidence on the water, empowering women to pursue their sailing dreams and connect with a supportive community. Whether you’re a beginner or have some experience, the WOW program is designed to nurture and grow your love for sailing in a fun and encouraging environment.

Race Highlights

Over the course of three days, captains and crew will compete in a series of class races along the Tolomato River, showcasing their sailing skills and vying for the championship title. The weekend kicks off with the small vessel race (under 30 feet) on Friday, April 18, 2025, at 12:30 PM. On Saturday, April 19, 2025, at 1:30 PM, the cruising class will take to the water, followed by the performance class on Sunday, April 20, 2025, at 2:30 PM. Each race will challenge participants to navigate wind and tides with precision and teamwork.

Open to All - No Boat Necessary!

Don’t own a boat? No problem! You can still get in on the action by joining one of St. Augustine Sailing’s popular membership programs. Whether it’s our Crew Program or WOW! (Women on the Water) program, you’ll have the opportunity to crew on one of our vessels and experience the thrill of racing firsthand.

VIP Spectator and On-the-Water Viewing

For those who prefer to spectate, we’re offering exclusive VIP spectator views, with prime seating aboard the committee boat, as well as on-the-water viewing packages for an even closer look at the races. This is a unique chance to watch the action unfold from the best vantage points.

Ladybug Race
Ladybug Race
Ladybug Race

Workshops & Demonstrations

Expand your sailing knowledge with our lineup of workshops, demonstrations, and an Introduction to Sailing course. Learn from experienced sailors, refine your skills, or gain confidence if you’re just starting out. There’s something for every sailor, regardless of experience level.

Ladybug Race

Yacht Display and Membership Opportunities

Whether you’re a seasoned sailor looking to expand your fleet or a first-time buyer considering yacht ownership, All Points Yacht Sales is here to make your journey seamless. At our exclusive yacht display, you’ll have the opportunity to tour a stunning selection of Jeanneau and Lagoon yachts, known for their luxury, performance, and craftsmanship. Take in the sleek designs, modern amenities, and innovative features of these world-class vessels, and envision yourself at the helm.

Our knowledgeable representatives will be on-site to guide you through every step of yacht ownership. They’ll be available to answer any questions you may have about the features, maintenance, and performance of these remarkable yachts, ensuring that you have all the information you need to make an informed decision. Additionally, they can provide insights into yacht financing, insurance, and registration, streamlining the buying process for you.

For those who are passionate about sailing but not yet ready for full ownership, our team will also be discussing SailTime membership opportunities. This flexible program allows members to experience the thrill of yachting without the long-term commitment of ownership. With SailTime, you can enjoy the freedom of skippering a top-tier Jeanneau or Lagoon yacht at your convenience—without the costs and responsibilities of maintenance, docking, or repairs. It’s an ideal option for those who want to immerse themselves in the yachting lifestyle without the hassle.

Whether you’re looking to buy or simply enjoy time on the water through a membership, this event is the perfect opportunity to explore your options and find the best fit for your sailing goals. Come by and take the first step toward your next sailing adventure!

Ladybug Race
Ladybug Race
Ladybug Race

Awards Dinner

The weekend culminates with an elegant awards dinner on Sunday evening, a highlight of the event that brings together participants, spectators, and organizers to celebrate the thrilling races. The atmosphere is filled with excitement as awards are presented to recognize outstanding performances on the water. Beyond the accolades, the dinner provides a warm and welcoming setting for everyone to share stories of their sailing adventures, reflecting on both challenges and triumphs. It’s also an ideal opportunity for forging new friendships and deepening connections within the sailing community, as like-minded individuals come together over good food, laughter, and a shared passion for the sport. The evening is not only a celebration of competition but a gathering that fosters camaraderie, encouraging lasting bonds and ensuring that the spirit of the weekend lingers long after the races have ended.

Ladybug Race
Ladybug Race
Check out our Ladybug and St Augustine Sailing collection of branded merchandise which offer a fun and stylish way to showcase your love for sailing. Named after our annual Ladybug Event, these exclusive items include hats, shirts, bags, and other nautical accessories perfect for your next sailing adventure. Each piece features our distinctive Ladybug logo, symbolizing the joy and adventure of life on the water. Whether you’re a seasoned sailor or a new enthusiast, our St Augustine Sailing swag allows you to carry a piece of the experience with you, on and off the boat.
Ladybug Race
Ladybug Race

The day wraps up with an awards dinner sponsored by Outer Banks Boil Company, to celebrate the race and recognize winners. Racers, sponsors, and guests are all invited to participate in the celebration.

Meet Our Sponsors

Sponsorship Opportunities

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Shared Nights of Lights Tour