Sip & Sail - Girls night - Date night - Unique experiences - Excursions in St Augustine - Champagne on a yacht - St Augustine Sailing - Charcuterie - luxury sailing dinner cruise



Are you looking for something much more than the standard dinner cruise found in so many harbors? Our luxury yacht excursions offer more than just breathtaking views and relaxing sails — they provide a feast for the senses. Whether you’re looking to enjoy a refined High Tea, a delightful brunch, or an elegant dinner cruise, our offerings cater to all tastes and occasions. Each experience is meticulously crafted by our expert chefs to ensure that your time on the water is both memorable and delicious.

St. Augustine Sailing takes pride in creating unforgettable culinary adventures that blend the tranquility of sailing with the sophistication of gourmet dining. Our commitment to excellence is evident in every detail, from the selection of the finest ingredients to the impeccable service provided by our dedicated crew. As you sail along the beautiful waterways of St. Augustine, you’ll be treated to dining that rivals the best on land. Whether you’re celebrating a special occasion, spending quality time with loved ones, or simply indulging in a well-deserved treat, our culinary cruises promise to deliver moments of pure joy and satisfaction.

Our three signature experiences — the High Tea Adventure, Brunch Sailing, and Luxurious Dinner Cruises — each offer a distinct flavor of maritime luxury. Let our skilled chefs and attentive crew take you on a voyage of culinary delight, where every bite is a celebration of the art of fine dining. Savor the experience on our dinner cruise or other daytime respites.


Step aboard an enchanting journey with our High Tea Adventure, where elegance meets adventure against the stunning backdrop of historic St. Augustine. This unique sailing excursion is designed any celebration from mother-daughter bonding,  bridal shower, baby showers, bachelorette parties or any other celebration offering an unforgettable two-hour voyage filled with laughter, love, and the cherished tradition of Afternoon Tea. As you set sail, you’ll be welcomed into a world of refined luxury and timeless charm, creating memories that will last a lifetime.

The High Tea Adventure begins the moment you step onto our exquisite yacht, adorned with vintage flair. Guests are encouraged to come dressed in hats, gloves, and whimsical costume jewelry to set the stage for a truly magical time. As you glide along the serene waters, you’ll be treated to the delights of Afternoon Tea, served with impeccable style and sophistication. Indulge in freshly baked scones, delicate finger sandwiches, and decadent pastries, each meticulously crafted to tantalize your taste buds. Paired with a selection of premium loose leaf teas, every sip becomes a moment of pure bliss, shared with those you hold dear.

St Augustine Sailing - All Little Cute Things - Tea Party - Mothers Day - Things to do with mom - girls day - girly - little girls - porcelain
St Augustine Sailing - All Little Cute Things - Tea Party - Mothers Day - Things to do with mom - girls day - girly - little girls - porcelain
Celebration Tea with St Augustine Sailing
Mother, daughter, Love, Sailing and High Tea - St Augustine Sailing

Our High Tea Adventure offers a variety of tea choices to suit every preference. From the simple pleasures of Cream Tea, with freshly baked scones and clotted cream, to the more elaborate Royal Tea, which includes a glass of sparkling wine, an elegant selection of finger sandwiches, and a luxurious assortment of pastries and sweets. The Celebration Tea adds a festive touch with additional savory options like chicken salad with cranberries and celebratory cupcakes, ensuring that every palate is catered to with the utmost care.

Each guest on the High Tea Adventure will receive a commemorative gift box, a special keepsake to remember the day. The box contains a porcelain teacup and saucer, an embroidered cloth napkin, and a teapot stirrer — items to use during the sailing excursion and to cherish as mementos of this enchanting outing. The combination of exquisite food, fine teas, and thoughtful details makes the High Tea Adventure an extraordinary way to celebrate special moments and create lasting bonds.

The High Tea Adventure price starts at $2,149 plus sales tax and gratuity for up to six guests, with each additional person costing $149, up to a total of ten individuals. This all-inclusive price covers the two-hour sailing trip, the sumptuous Afternoon Tea, and one gift box for each guest.


Perfect for families, friends, and groups, our brunch sailings provide a memorable way to start your day, with an array of delectable brunch items and refreshing beverages. Our brunch sailing experience comes in two distinct options to cater to different preferences. 

Indulge in the ultimate culinary delight with a brunch sailing experience in St Augustine. Join us aboard for an unforgettable journey where gourmet cuisine meets the open sea. Book your adventure today at 904-829-0648


The Shared Brunch Sailing Experience, priced at $179 per person, includes a two-hour cruise on a 34-foot luxury sailing yacht. Each guest is treated to a mimosa and a selection of brunch items served in a custom takeaway St. Augustine Sailing epicurean box. Shared Brunch allows like-minded sailors to explore the waterways together, enjoying individual brunch items while taking in the stunning views. For those seeking a more spacious setting, an upgrade to one of our larger luxury sailing yachts is available for an additional $30 per person.

Family Style

For a more exclusive vibe, our Private Brunch Sailing Experience offers the ultimate in luxury and personalization. Priced at $1,500 for up to four people, this private two-hour charter includes an upscale brunch prepared by our onboard private chef, along with bottomless mimosas. The intimate setting of a private yacht allows you to enjoy a family-style brunch with your loved ones, creating a perfect atmosphere for special celebrations or simply a luxurious treat. Additional sailors can be added for $179 per person, up to a maximum of 10 guests. (The captain fee, gratuity, and sales tax are not included.)

The culinary offerings on our brunch sailings are thoughtfully curated to please every taste. Whether you’re indulging in a classic mimosa or exploring the gourmet selections in your epicurean box, each bite is designed to enhance your sailing experience. From fresh pastries and seasonal fruits to savory quiches and delectable sandwiches, our brunch menu is both diverse and delicious. 

If our standard brunch options don’t quite meet your needs, we invite you to contact our team to customize your private charter. Our dedicated staff is happy to work with you to create a personalized outing that fulfills your dreams, whether that means adjusting the sailing times or tailoring the meal options to suit your specific preferences.


Indulge in an unparalleled culinary experience with St. Augustine Sailing’s luxurious dinner cruise. As you set sail aboard our opulent yacht, you’ll be treated to a four-course meal curated by our talented private chefs. This exquisite dining cruise adventure is enhanced by the breathtaking backdrop of a sunset sail along the historic St. Augustine Bayfront, ensuring that every moment aboard becomes a cherished memory.

Our dinner cruise offers a seamless blend of gourmet dining and stunning views. Each dish is meticulously prepared to delight your taste buds, and our attentive servers cater to your every need, ensuring a flawless event from start to finish. The dining experience includes a carefully crafted four-course meal, showcasing the finest ingredients and culinary techniques. Guests can choose from a selection of house wines or elevate their meal with premium wines and cocktails, perfectly paired to complement each course.

Scallops - luxury private dinner cruise with St Augustine Sailing
Salmon Dinner Cruise - St Augustine Sailing

The sample menu highlights the sophistication and variety you can expect on our dinner cruise. For the main course, selections may include Seared Scallops with Local Southern Succotash, Rosemary-Sage Pork Tenderloin with Roasted Cauliflower and Green Olives, Seasonal Fresh Catch with Potato Fennel Puree, or Lamb and Vegetable Skewers with Orzo, Artichoke Hearts, and Pine Nuts. Desserts are equally exquisite, featuring options like a chef’s specialty seasonal dessert, Chocolate Lava Cake, Strawberry Cheesecake, or an Apricot Pistachio Tart.

Chef Wes

Chef Wesley Nogueira, born in Sao Paulo, Brazil, and raised in Philadelphia, combines his Filipino and Brazilian roots to create modern-eclectic inspired cuisine.

Chef Jay

Chef James W. Phelan’s journey took him from the acclaimed Tuscan restaurant, Lo Spiedo di Noble, to the French Culinary Institute in New York City. He specializes in healthy, organic, fresh fitness meals.

Chef Rose Ann

Chef Rose Ann  brings a global culinary repertoire, influenced by her father’s Azorean heritage and her extensive travels, incorporating international flavors into every dish.

(Brunch & Afternoon Tea)

We are dedicated to providing a dining experience on the water tailored to your preferences. Whether you’re celebrating a special occasion or simply looking to enjoy a gourmet meal on the water, our team can customize your dinner cruise to meet your needs. From special dietary requirements to personalized menu selections, we strive to make your evening unforgettable.

Set sail with St. Augustine Sailing Enterprises, where luxury sailing adventures and experiences await enthusiasts of all levels. From private charters to sailing lessons and membership options, they offer tailor-made experiences to suit every occasion and budget. For more information and to stay updated, visit and follow us on social media @StAugustineSailing.