
St. Petersburg, Florida, United States
Captain Stefan offers private sailing lessons for both beginners and experienced sailors. Based in St. Petersburg, Florida, he provides affordable day trips and overnight charters exploring the local waters and marinas around Tampa Bay and Egmont Key. His laid-back coaching style aims to boost confidence and sailing skills while keeping the experience enjoyable. Operating out of the Harborage Marina, which offers protection from Tampa Bay, Captain Stefan takes advantage of the consistent winds and predictable weather, with options to venture offshore when conditions allow. With over 30 years of experience in yacht delivery, racing, and cruising, he sails a versatile Beneteau Oceanis 373 equipped with many features that offer a comprehensive sailing experience.

Contact for pricing
Contact for pricing
Contact for pricing
Located in the heart of St Petersburg, Florida, our sailing school offers convenient access to Tampa Bay and the Gulf of Mexico. The Harborage Marina provides a protected setting ideal for beginner to advanced sailors to develop their skills. Students can expect to learn in a relaxed environment while gaining confidence on the water, with plenty of opportunities for both day sails and overnight trips. The area's reliable weather and steady winds create an excellent backdrop for practical sailing instruction.
Fly into Tampa International Airport (TPA), which is approximately a 30-minute drive from St. Petersburg. From the airport, you can rent a car or use ride-hailing services like Uber or Lyft to reach the school located at 1110 3rd S in downtown St. Petersburg. Once in the city, follow signs to the Harborage Marina, where Captain Stefan's sailing school is based. If you're arriving by train, Amtrak services the Tampa Bay area, and from the station, a short taxi or ride-share ride will get you to the marina. For those driving from other parts of Florida, major highways including I-275 lead directly to St. Petersburg, making it easy to reach by car.
The best time to sail in St. Petersburg, Florida, is from late fall through early spring, when the weather is comfortably warm and the winds are steady. Winter months, especially December through February, tend to offer ideal sailing conditions with less rain and calmer seas.
No reviews yet. Be the first to share your experience!
Have you sailed with Captain Stefan Yacht Charters & Sailing School?
Log in to leave a reviewSee something wrong or have a question? Message us at hello@sailingtree.com


St. Petersburg, Florida, United States
Intelligent Sailing offers one-on-one monohull sailing instruction on brand-new yachts ranging from 32 to 51 feet. Every student sails alongside a private ASA-certified captain and gets focused coaching tailored to their pace and goals. With courses spanning from single fun days to full bareboat cruising curricula, the emphasis is on learning comfortably and confidently on the water.


Pensacola Beach, Florida, United States
Emerald Coast Yachts offers live-aboard sailing classes with a team of professional and compassionate instructors. Located in Pensacola Beach, the school provides easy access to local restaurants, shops, and beaches right from the marina. Students have the opportunity to sail in the calm waters of Little Sabine Bay, explore the sounds and bays of the Intracoastal Waterway, and venture out into the Gulf of Mexico, building essential sailing skills along the way. The school specializes in private, small-group lessons for couples, families, and friends, allowing students to learn together in a relaxed environment. With flexible scheduling and extended class times, Emerald Coast Yachts ensures that each student gets plenty of hands-on experience and enjoyment on the water.


Fort Lauderdale, Flordia, United States
Blue Water Sailing School is dedicated exclusively to sailing education, with 100% of its efforts focused on training and instruction—not charter sales. Recognized by Practical Sailor as one of the top sailing schools in the country, it has earned multiple ASA Outstanding School awards and remains a leader in hands-on, live-aboard instruction. All instructors are USCG-licensed, ASA-certified, and experienced cruisers with thousands of miles under sail. Courses are taught aboard live-aboard boats, anchoring in new locations each night—unlike many schools that return to the same dock or rely on day sailing. Course routes are carefully matched to student level: beginners and intermediates sail the Florida Keys, while advanced students cross the Gulf Stream to Bimini, Bermuda, or the Caribbean. Class sizes are capped at four students for maximum personal attention, and private instruction is available. Tuition includes everything—boat, instructor, provisions, books, certification, and taxes—with no hidden fees. With more course dates and a broader range of ASA levels than most U.S. schools, including offshore and transatlantic passages, Blue Water Sailing School delivers unmatched value and depth of experience.