Private Sailing Charter

Private VS Shared Sailing Charter : Which is Right for You?

When it comes to exploring the scenic waters around St. Augustine, choosing between private and shared sailing charters can make all the difference in your experience. At St. Augustine Sailing, we offer both options, each with its own distinctive perks and considerations. Understanding these options is key to planning an unforgettable sailing excursion. Below, we’ll break down the differences between private and shared charters, so you can decide which one best suits your desires.

Private Charters

Private sailing charters offer an exclusive and personalized sailing experience tailored to the preferences of you and your group. Here’s everything you need to know about the private charter options available with St. Augustine Sailing:

Couple or Family sailing along St. Augustine Historic bayfront on a private charter on a sunset cruise on luxury boat

Private Day Sail: Starting at $595.00, the Private Day Sail is perfect for those looking to embark on a two-hour adventure with friends and family. Enjoy the luxury of having the entire boat to yourselves as you glide down the Tolomato River, taking in the sights of wildlife and historic landmarks along the way.

 Private Sunset Sail: Also starting at $595.00, the Private Sunset Sail offers a romantic and picturesque journey as you watch the sun dip below the horizon against the backdrop of St. Augustine’s bayfront. With professional crew members ensuring your comfort, it’s an ideal way to create lasting memories with loved ones.

Private Luxury Brunch Sail: For a more indulgent experience, consider the Private Luxury Brunch Sail starting at $1,500 for up to four people. Additional guests can join for $149 each, up to a maximum of 10 people. Indulge in a delectable brunch spread while soaking up the sun and sea aboard our luxury yacht, with attentive crew members catering to your every need.

Private Sunset Dinner Cruise: Starting at $1,995 for two people (with additional guests available at extra cost), the Private Sunset Dinner Cruise offers an unparalleled dining experience against the stunning backdrop of St. Augustine’s bayfront. Enjoy a chef-prepared four-course dinner paired with your choice of beverages as you sail into the sunset.

Private sunset sail along historic St Augustine Florida Bayfront aboard St Augustine Sailing's luxury sailing yacht Wind Dancer

With each of these private charter options, you have the flexibility to customize your itinerary and make the most of your time on the water. Whether you’re celebrating a special occasion or simply seeking a relaxing getaway, our private charters provide the perfect opportunity to unwind and enjoy the beauty of St. Augustine from a unique perspective.

The intimate nature of private charters allows for closer interaction with our knowledgeable crew, who are passionate about providing an exceptional sailing experience tailored to your preferences. From spotting dolphins and sea turtles to learning about the area’s rich history, our crew members are dedicated to ensuring that every moment of your private charter is memorable and enjoyable.

Shared Sailing Charters

Shared Brunch Sailing Charter

Shared Day Sailing Charter: Starting at just $129 per person, the Shared Day Sailing Charter provides an excellent opportunity to explore the waters of St. Augustine in the company of fellow travelers. Take in iconic landmarks such as the Castillo de San Marco and the St. Augustine Lighthouse while enjoying the refreshing sea breeze aboard our cozy sailboat.

Shared Sunset Sailing Charter: For those who prefer a romantic evening sail, the Shared Sunset Sailing Charter starts at $179 per person. Witness the breathtaking beauty of the sunset as it paints the sky with vibrant hues while sailing past historic landmarks along the bayfront of St. Augustine.

Sip & Sail: Starting at $149 per person, our Sip & Sail experience is perfect for adults looking to relax and unwind while enjoying scenic views of St. Augustine from the sea. Choose from morning, afternoon, or sunset sails, each offering a unique opportunity to sip on your favorite beverages and savor the sights.

  • Morning Sails: Start your day off right with mimosas and panoramic views of St. Augustine’s waterfront.
  • Afternoon & Sunset Sails: Indulge in a sampling of seasonal wines while soaking in the golden hues of the setting sun.
Sailing with Historic St Augustine Bayfront

Shared Brunch Sail Experience: Starting at $179 per person, the Shared Brunch Sail Experience is a delightful way to start your day on the water. Enjoy a delicious brunch spread served in a keepsake St. Augustine Sailing epicurean box while cruising along the scenic coastline.

Intro To Sailing: For those interested in learning the ropes of sailing, our Intro To Sailing experience offers a hands-on lesson starting at $149 per person. With a maximum of four participants per session, you’ll receive personalized instruction from our experienced captains, gaining valuable skills and insights into the art of sailing.

Learn The Ropes: Starting at $199 per person, the Learn The Ropes experience is designed for beginners or those in need of a refresher course. Enjoy a two-hour sail on one of our modern vessels while honing your sailing skills under the guidance of our knowledgeable instructors.

Our shared charters offer flexibility in departure, ensuring that even if you book as a smaller group, you’ll still have the opportunity to set sail and make new friends along the way. Plus, with the option to enhance your experience with beverages and snacks, our shared charters guarantee a memorable and enjoyable sailing adventure for all.

Bareboat Sailboat Charters

Be your own skipper

For experienced sailors seeking the ultimate freedom and flexibility, we offer a bareboat option where individuals can captain the boat themselves. With the bareboat option, you have the freedom to chart your own course and explore the waters of St. Augustine at your own pace. Whether you’re planning a day of leisurely sailing or an overnight adventure, the choice is yours.

 To qualify for the bareboat option, individuals must hold a captain license with a sailing endorsement and meet our drug policy requirements. This ensures the safety and security of all passengers on board.

We provide a list of approved skippers for those who want to sit back and relax or require additional assistance navigating the vessel. This ensures that you have access to experienced professionals who can enhance your sailing experience.

Our bareboat option is available on vessels that can accommodate up to 13 people, providing ample space for larger groups or special occasions. Whether you’re celebrating a birthday, hosting a corporate event, or planning a family reunion, our bareboat option offers the perfect solution for your sailing needs.

Our Fleet

We take pride in our impressive fleet of well-maintained sailboats, ranging from 21 to 45 feet in length. Each vessel boasts modern amenities and adds its own unique flair to the sailing experience.

Lagoon 40 Wind Dancer

Among our fleet, you’ll find renowned models such as the Jeanneau Sun Odyssey series, including the 349, 380, and 410, known for their sleek design and superior performance on the water. Additionally, we offer the spacious and luxurious Lagoon 40′ Catamaran, ideal for larger groups or special occasions.

For those seeking smaller vessels, we have options like the Hunter 216 and Hunter 22, ideal for intimate outings or introductory sailing lessons. Our Pearson Ensign 22 and Puffin models offer versatility and maneuverability, making them popular choices for both novice and experienced sailors alike.

Whether you’re a seasoned sailor or a novice adventurer, our fleet offers something for everyone. With St. Augustine Sailing, you can rest assured that you’ll embark on your sailing journey aboard a top-quality vessel, guided by experienced professionals who are dedicated to providing an exceptional experience from start to finish.

Frequently Asked Questions

To help you decide what’s best for your needs, here are a few common questions we receive. 

When you book a private sailing charter, there are no other guests on the boat.  It is just you, your guests, the captain and any additional crew required for the sailing adventure you selected.

We have several vessels that range in capacity from 6 guests up to 12 guests.  If you have more than 12 in your party, we can do several vessels and sail close together. 

A private sailing charter provides a more intimate experience than a share sailing charter generally for just a small price increase.  We think it is worth it? 

A shared sailing charter experience is when you are paired up with other guests outside your group.  

It is our goal to try to make each experience the best possible and as such we never have more than 6 total guests on the same vessel.  

Menus, Beer and Wine lists are available on our website.   Feel free to give us a call and we can also email you the menus. 

Call us at (904) 829-0648, email us at [email protected], or contact us online via our web chat. 

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