Featured Sailings

At St. Augustine Sailing, we take pride in offering a range of featured sailing experiences that cater to all kinds of sailing enthusiasts. Our Brunch Sail has quickly become a favorite among guests, combining a serene morning on the water with a delicious, freshly prepared brunch. The experience offers a perfect blend of relaxation and indulgence, making it an ideal way to start the day while enjoying the peaceful beauty of St. Augustine’s coastline. Whether you’re sipping mimosas or enjoying the views, it’s easy to see why this featured sailing is so popular.

Experience the Ultimate Romantic Date Night or Fun Girls’ Night Out aboard our Sunset Tasting Cruise, where breathtaking St Augustine views meet exquisite wine pairing.  A certified sommelier will guide you through the curate selection of fine wines, perfectly paired with gourmet tapas crafted to enhance every sip.  As the sun sets over the water, relax in luxury, savor the flavors, and create unforgettable memories on this elevated sailing experience. 

Another one of our standout featured sailing experiences is our Nights of Lights cruise, a seasonal event that attracts visitors from near and far. This holiday tradition gives guests a front-row seat to the stunning display of millions of sparkling lights that illuminate St. Augustine’s historic downtown. As the city transforms into a twinkling wonderland, guests are drawn back year after year to experience the magic from the water, where the reflections of the lights create an enchanting ambiance.

All  of these featured sailing  experiences highlight the unique experiences that make St. Augustine Sailing stand out, offering something special for both locals and visitors looking for unforgettable memories on the water.

St-Augustine-Sailing-brunch-

Brunch on the High Seas

What better way to celebrate the 2024 sailing season than by climbing aboard one of St. Augustine’s best experiences! Our fantastic Brunch Sail in St Augustine offers a relaxing yet exhilarating culinary cruise aboard a luxury yacht along the beautiful St. Augustine waterways. It’s smooth sailing for your whole group, with a variety of brunch and beverage selections, to suit everyone in the family and make the experience extra special!

Mimosas
Shared Brunch

Special Sailings Available Include:

  • Shared Brunch Experience
  • $179 per person includes a 2-Hour cruise on a 34′ luxury sailing yacht with a mimosa and brunch items in a custom takeaway St. Augustine Sailing epicurean box
  • Like minded sailors will share this beautiful yacht and each sailor will have their own brunch items to enjoy as you explore the waterways together
  • For an additional $30.00pp you can upgrade to one of our larger luxury sailing yachts.

Sunset Tasting Cruise

 

Our Sunset Tasting Cruise redefines dining with a seasonal tasting menu that showcases the finest flavors of the region.  Prepared fresh by our onboard chef, each of the five single-serving dishes are crafted to delight your palate and elevate your evening.  These gourmet creations are perfectly paired with three ounces of premium wine for each course, hand selected by our own sommelier, Alayna Brewer, to complement and enhance the intricate flavors of every bite.  

Whether you are a wine enthusiast, a foodie, or someone who appreciates the finer things in life, this Sunset Tasting Cruise experience is designed to impress.  Served on a spacious and elegant catamaran, it is dining at its finest – on the water, under the glow of a breathtaking St. Augustine, Florida sunset.