At Charleston Sailing School, we believe that sailing is more than a skill—it’s a lifestyle. Whether you’re dreaming of island-hopping in the British Virgin Islands, preparing for retirement aboard your own boat, or just looking to dip your toes into the world of sailing, we have a course for you.

Families Preparing for a BVI Adventure
Planning that bucket-list trip to the British Virgin Islands? Let us help you get there with confidence. Our courses prepare you for the unique challenges of sailing in tropical waters, ensuring that you and your family can make the most of your island-hopping adventure.

Retiring on a Boat
If retirement means trading your house for a floating home, we’re here to guide you every step of the way. Our comprehensive training program covers everything from navigation to boat maintenance, so you can transition to life on the water with ease.

101-Level Sailors
Just want to learn the basics and enjoy weekend sails? Our beginner-level courses give you all the tools you need for a fun, safe sailing experience, without the long-term commitment.

Boat Sabbaticals
Taking a year off to sail the world? We’ll prepare you for the journey of a lifetime, offering hands-on training and expert advice on charting your course and mastering long-distance cruising.
More Than Just Sailing Lessons
For those with bigger dreams, we do more than teach—we guide you through the entire process of becoming a boat owner. From learning to sail to helping you purchase your first catamaran and beyond, Charleston Sailing School is here to support your journey to living the life of your dreams.
No matter your goals, we’ll be with you every step of the way.
Let your sailing adventure begin with us!