With facilities in St. Petersburg and Ruskin, Florida, Flagship Sailing offers sailing instruction that is personal, enjoyable, and affordable. Our classes take place aboard sailboats that are responsive, easy to control, and matched to your skill level. At Flagship Sailing you will learn to sail safely and enjoyably without being intimidated in the process

To start your "On the water" sailing lessons today, visit ASA Certification Courses or Flagship Sailing Courses. Group discounts are available!

Keel & Rudder Club membership is open to any sailor holding, or interested in obtaining, sailing school certification from the Flagship Sailing School and the American Sailing Association as well as to sailors who may not hold such certification, but who can demonstrate commensurate sailing skills, knowledge, and experience.

Enjoy the tranquility of a Sunset Cruise in Tampa Bay onboard a sailboat that is “yours” for the evening — only the captain, and perhaps a few dolphins, will be nearby.

Leaving from either St. Petersburg or Ruskin, Florida, our sunset sailing charters are perfect for couples, families, and small groups looking to see Florida’s immaculate coastline from a whole new perspective.

If you’ve been looking for sailing instruction in the Tampa Bay area that is private and perfect for couples and families — that is relaxed and non-competitive, where patience is a virtue — then come to us! Our sailing classes are family-friendly and geared towards people of all ages.

Flagship Sailing School has been around since 1998 and offers one of the most comprehensive ASA certification programs in Tampa Bay, and in the state of Florida.

Flagship Sailing School instructors are professionals and experienced educators. Two are Instructor Examiners (they can certify new ASA students and ASA Instructors). One is a member of ASA's National Standards Committee, and two have received the ASA Instructor of the Year award. No other sailing school in the Tampa Bay area offers instructors with these types of credentials.

Please visit our Florida ASA Instructors page to meet our captains.