St. Augustine Sailing yacht charters

St. Augustine Sailing Yacht Charters – Your Gateway to Luxury Yachting Experiences

BOOK ST. Augustine SAILING CHARTERS September 1, 2024 to January 15, 2025.

Welcome to SummerWind Adventures, your premier choice for St. Augustine charter boats. We provide an unmatched boating experience in the picturesque waters of St. Augustine, Florida. Our expert crew, advanced yacht technology, and luxury amenities combine to create an unforgettable maritime journey. If you’re seeking an exceptional boating experience in St. Augustine during the months of September through mid-January, we have your ticket waiting.

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Why Choose SummerWind for St. Augustine Sailing Yacht Charters?

SummerWind Adventures stands out from the crowd of St. Augustine charter boats. Our unique offering goes beyond just the experience of being on a boat. We provide a rare private yachting experience that you would typically find only if you owned your own yacht. Here are some reasons why SummerWind is your best choice for charter boats in St. Augustine:

Unrivaled Luxury: Onboard SummerWind, we offer luxury that typically is found only in the most extravagant international hotels. Plush robes await you and your guests, and we cater our meals to your specific dietary needs. If gourmet dining is what you crave, we can arrange for an executive chef to serve you onboard. As an additional amenity, we can provide a masseuse for your pleasure.

Unique Adventures: With SummerWind, every trip is more than just a journey; it’s an adventure. Our expeditions offer majestic sunset views and up-close encounters with sea life. Whether you want to share a romantic dinner, surf the waves, or enjoy a relaxing massage, we provide a unique experience like no other.

Personalized Service: At SummerWind, we believe in going the extra mile to make your adventure perfect. Our crew dedicates themselves to cleanliness and attention to detail. Whether you’re planning a special occasion or a spontaneous getaway, we ensure that your charter boat experience in St. Augustine is impeccable from start to finish.

Advanced Technology: Our elegant Jeanneau, DS 50-foot sailing yacht is fully equipped with amenities like electric flush bathrooms, two private showers, a full kitchen, a BBQ grill, televisions, a diesel generator, and air conditioning. With SummerWind, you’re guaranteed a remarkable experience for any length of stay.

Convenient Bookings: Got a sudden urge to escape the daily grind for the thrill of the ocean and a private yacht experience? SummerWind has the answer. With advanced 48-hour bookings available, the sights of beautiful St. Augustine and the serene tranquility of sailing are just a few clicks or a phone call away.

Book your St. Augustine charter September through mid-January

The SummerWind Yacht: A Closer Look

The SummerWind yacht is an elegant Jeanneau, DS 50-foot sailing yacht, one of the largest private sailing yachts available for charter in St. Augustine. Its advanced features and amenities ensure you and your guests have a comfortable and enjoyable time onboard.

Engine and Navigation: SummerWind is powered by a 75-hp Yanmar Turbo diesel engine and equipped with all Garmin navigation and electronics, including two chart plotters, AIS, Radar, Autopilot, and stereo installed in 2022.

Comfort and Entertainment: The yacht boasts 3 staterooms, including a spacious owner’s stateroom and two additional VIP staterooms. The salon is roomy enough to accommodate six in total comfort. For entertainment, we offer YouTube TV for streaming and surround sound stereo for music throughout the yacht.

Galley and Dining: Our fully equipped galley includes a refrigerator, freezer, coffee station, and microwave. The cockpit can fit 10 guests, providing ample room for lounging under the stars. We also have a BBQ grill for hosting a wonderful cookout onboard.

Bathroom Facilities: The yacht has two electric flush bathroom facilities and private showers for your convenience.

Safety Measures: For safety, SummerWind carries an eight-man Winslow auto-inflate life-raft, two EPIRBS, two medical kits, four fire extinguishers, strobes, flares, and two-VHF radios.

Book your St. Augustine charter September through mid-January.

St. Augustine Charter Boats

Explore St. Augustine with Our Sailing Yacht Charters

St. Augustine is a city rich in history and natural beauty. By choosing SummerWind’s charter boats, you get to experience this firsthand. From the stunning beaches to the captivating historic landmarks, there’s so much to see and do.

Book your St. Augustine charter September through mid-January.

Frequently Asked Questions


When do you provide sailing services and how early should I make a booking for St. Augustine Sailing yacht charter with Summerwind Sailing Adventures?

Our sailing yacht charters are available from May through October. We recommend booking at least a few weeks in advance to secure your preferred date and ensure availability. However, for your convenience, we also provide advanced 48-hour bookings for those spontaneous trips!  

How many guests can I bring?

You can bring up to 10 guests.

Can I customize my itinerary in St. Augustine?

Yes, absolutely! We understand that every group has unique preferences and interests. That's why we offer customizable sailing yacht charter itineraries. Whether you want to explore secluded coves, visit historic landmarks, or simply relax and enjoy the beauty of the ocean, we can tailor the itinerary to suit your needs.

What is included in my St. Augustine Charter Trip?

  • Luxurious amenities for your comfort and entertainment.
  • Five-course meal and fully-stocked ship bar.
  • Water toys for various activities, such as kayaking, paddleboarding, fishing, or chilling by the beach.
  • Snorkel gear is provided for underwater exploration and discovery.
  • Experienced crew that brings a depth of knowledge of historic landmarks to keep you informed throughout.

What safety measures are in place during the sail?

Safety is our top priority at Summerwind Sailing Adventures. Our yacht is equipped with an eight-man Winslow auto-inflate life raft, two medical kits, two EPIRBS, two VHF radios, four fire extinguishers, flames, and strobes. We also adhere to strict safety protocols, including regular vessel maintenance, safety briefings before departure, and the presence of experienced and certified captains.

Are there any age restrictions for passengers on the yacht?

While there are no strict age restrictions for passengers on our yacht, we recommend that children be at least 5 years old to ensure their safety and enjoyment. However, younger children are welcome aboard under the supervision of a parent or guardian. Please contact us if you have any specific concerns or questions regarding age requirements.

Book Your St. Augustine Sailing Yacht Charter Adventure Today

Ready to embark on your St. Augustine adventure with SummerWind? Contact us today to book your charter boat during the months of May through October. We can’t wait to welcome you aboard!


3219 Harbor Dr. St. Augustine, FL 32084

5316 Yacht Haven Grande Suite N-104 Unit 1137 Charlotte Amalie, St. Thomas 00802

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Contact Us

Looking to book a sailing charter on Summerwind?
Get in touch, either via the form below or calling us directly at (404) 229-0507. Someone from our team will address your needs and answer any questions you may have. We are happy to help and look forward to getting to know you!