Unique Sailing Experiences

Discover the ultimate in luxury sailing charters in St Augustine with St. Augustine Sailing! We are northeast Florida’s premier destination for unique sailing experiences, in-depth sailing lessons, diverse sailing membership options, and sailboat ownership expertise. We are your one-stop-shop for everything sailing from our boat tours to our luxury sailing charters in St Augustine!

St. Augustine Sailing’s Nights of Lights experience offers a magical way to view the city’s world-famous holiday light display from the water. Enjoy the stunning glow of millions of lights illuminating the historic skyline while you relax aboard a luxury yacht, creating unforgettable holiday memories.

We are St. Augustine’s sailing connection where you’ll find a friendly, supportive staff of fellow sailors! Have a look through the site for details, and call us anytime for more information at 904-829-0648. We look forward to seeing you dockside soon!

TAKE A VIDEO TOUR

Fun and Adventure Awaits

WHAT OUR SAILORS SAY

I’ve always seen friends going for a sunset cruise but We are glad we went with this one! The sailboat was beautiful. Once our party boarded, there was a champagne welcome for the party! The crew was top notch. We can’t wait to sail again with friends.

Attachment_1615487101
HARRY AND DIANNE BRUT

We have traveled a lot and been on many charters and sails all over the world, but never anything so great as this.

Mikesroadtrip.com – Professional Travel video blogger and publisher of the award-winning travel blog

Attachment_1618251146
MIKE SHUBIK
TRIP ADVISOR'S REVIEWS

Learn to Sail

Buy Your Own Sailboat

Celebrate 40 Years with Us!

40th Anniversary Celebration img

Join the fun with special events, giveaways, and 40% off select experiences.

LADYBUG EVENT
OPEN TO THE PUBLIC

Yachts in the harbor - Racing - Ladybug Race - Navigating the waves - Spring - Sailing - Sailing in St Augustine - Yachts

Join us for an exciting two-day celebration at St. Augustine Sailing!
May 3 explore our In-Water Boat Show featuring both new and pre-owned vessels, attend free marine workshops like Diesel 101, Medical Preparedness at Sea, Air Conditioning Maintenance, and more.

Enjoy a special Keynote Presentation by Tracy Edwards, renowned sailor and trailblazer.

On May 4th, don’t miss the One-Design Race – sign up to crew or hop aboard the spectator boat and cheer on the action!

Everyone is welcome – come be part of the fun!