Sailing Schools in the United States
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Intelligent Sailing School
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.
Saipan Sailing School
Saipan, Northern Mariana Islands, United States
Saipan Sailing School is a nonprofit under the Western Pacific Maritime Academy offering hands-on sailing instruction rooted in the American Sailing Association curriculum. Since 1978, certified instructors with real-world nearshore and offshore experience have guided local cadets and visiting learners through courses from Basic Keelboat (ASA 101) to Bareboat Cruising (ASA 104), combining classroom sessions near Smiling Cove Marina with practical time on the water
Emerald Coast Yachts
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.
R&R Charters and Sail School
Grasonville, Maryland, United States
R&R Charters and Sail School is a Chesapeake Bay-based ASA-certified sailing school, proudly named the 2010 ASA Sailing School of the Year. Owned and operated by David and Penelope Renoll—both USCG-licensed captains with over 35 years of sailing experience on the Chesapeake Bay—the school brings together a deep love of sailing and a passion for teaching. The Renolls have also sailed internationally in Greece, Italy, the British Virgin Islands, St. Martin, and Bermuda, infusing their instruction with real-world experience and a spirit of adventure. With a strong foundation in professional education, R&R offers a highly personalized learning environment. Students can choose to learn individually or in small groups of up to four per boat, ensuring maximum hands-on time at the helm. Whether you're a complete beginner or looking to sharpen your skills, the focus is on building confidence and competence in a fun, supportive setting.
Blue Water Sailing School
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.
Miami Sailing School
Miami, Florida, United States
Miami Sailing School is based in Coconut Grove, a laid-back neighborhood with a deep sailing history and easy access to Biscayne Bay. The bay itself is a great place to learn—reliable wind, warm water, and plenty of room to explore. Classes are small and hands-on, usually just one to four people, so you get plenty of time at the helm. You’ll sail on either a 40-foot monohull or catamaran, logging serious hours on the water each day. Whether you're just starting out or brushing up your skills, the goal is the same: help you get comfortable and confident on a boat.
Seas the Day Sailing School
Honolulu, Hawaii, United States
Seas the Day Sailing School is an ASA-certified school based on the south shore of Oahu. We offer hands-on sailing courses for all levels, with experienced instructors and a flexible schedule. Classes can start any day of the week, so it’s easy to fit sailing into your plans. Courses are open to individuals, families, and kids 10 and up. Military discounts are available.
Florida Yachts Charters - Key West
Key West, Florida, United States
Located in Key West, Florida, this sailing school has been helping aspiring sailors since 1983. They offer a range of classes based on ASA training courses, which can be tailored to fit individual needs. Whether you're a beginner or aiming to become a certified bareboat skipper, their programs are designed to help you develop practical sailing skills, often combined with a vacation experience. With a fleet that includes ASA-certified day sailors, modern monos, and catamarans, the school provides a relaxed environment for learning on vessels ranging from 22 to over 54 feet. Their experienced instructors, many of whom are USCG licensed captains and award-winning ASA instructors, are passionate about teaching and guiding students through every step of their sailing journey.
Florida Sailing and Powerboating School and Charters
Sarasota, Florida, United States
Florida Sailing and Powerboating School and Charters is an ASA-certified school and charter service based in Sarasota, Florida. They offer a range of sailing and boating courses, with experienced instructors guiding students through everything from basic skills to advanced certifications. Located in a family-friendly area close to popular attractions, the school provides year-round on-the-water training in the beautiful waters of Tampa Bay and the Gulf of Mexico, making it a great spot for both learning and enjoying a relaxing vacation on the water.
Koa Sailing School
St. Petersburg, Florida, United States
Koa Sailing School is located in the vibrant downtown area of St. Petersburg, Florida, with a slip nestled in a protected corner of Boca Ciega Bay. Their classroom is within walking distance of numerous restaurants and entertainment options, just a few blocks from Tampa Bay. The school operates aboard a beautiful 51-foot Jeanneau sailing yacht, offering a unique hands-on learning environment. Whether on land or at sea, the school emphasizes building skills like teamwork, self-reliance, and critical thinking through engaging courses tailored to a variety of backgrounds and interests.
American Sailing Academy in Key Largo
Key Largo, Florida, United States
American Sailing Academy in Key Largo is situated within the grounds of the Key Lime Sailing Club and cottages resort on Buttonwood Sound. This peaceful location at the start of the Florida Keys offers a perfect setting for learning to sail while enjoying a relaxed vacation atmosphere. Guests have the option to stay in one of the resort's cottages and attend classes without the hassle of commuting, all while sharing stories with fellow sailors from around the world. The school provides comprehensive courses, as well as crewed and bareboat charters on vessels up to 50 feet, and a sailing club called the Skippers Society for those who want to sail without owning a boat.
Koru Expeditions
Gig Harbor, Washington, United States
Koru Expeditions offers sailing courses and expedition experiences aboard a 50′ performance catamaran throughout the Puget Sound, San Juan Islands, and into British Columbia. Entry-level instruction is also available on a modern Jeanneau 349. With an inclusive and adaptive teaching style, Koru supports a wide range of learners, ensuring a practical, hands-on experience for every participant. As a small, nimble operation, Koru Expeditions is able to provide customized programs and frequently accommodate last-minute class requests. Whether certification is needed for an upcoming charter or a more casual experience is desired, the team is committed to meeting individual goals. Additional offerings include docking workshops, sunset cruises, introductory sailing courses (2- and 4-hour options), and hosted corporate or community events. Every experience with Koru Expeditions is designed to inspire adventure, foster learning, and create meaningful connections on the water.
Northwest Sailing Center - Seattle
Seattle, Washington, United States
Northwest Sailing Centers in Seattle offers a welcoming environment with highly experienced instructors, all of whom hold full USCG Captains Licenses and bring many years of sailing expertise. The school provides access to the largest fleet in the Pacific Northwest, including performance boats like J/80s and Beneteau First 36.7s, allowing students to learn and enjoy sailing in a variety of settings. From the peaceful waters of Lake Union to the expansive views of Elliott Bay, the location offers diverse sailing experiences for both beginners and seasoned sailors alike.
Chronic Sailing
Annapolis, Maryland, United States
Chronic Sailing is a well-regarded Annapolis-based sailing school, charter company, and yacht management service that specializes in catamaran sailing, cruising, and offshore passage-making. Located on Bembe Beach Road, the school offers a hands-on learning experience through ASA-certified courses designed for both beginners and experienced sailors. With a focus on seamanship, safety, and offshore readiness, students gain the skills and confidence needed for coastal cruising and long-distance voyages. Led by Shawn Owen, whose offshore experience includes an Atlantic crossing with the Clipper Race, the school provides personalized instruction on liveaboard multihulls, covering essential skills like twin-engine maneuvering, reefing, anchoring, and passagemaking. In addition to training, Chronic Sailing offers private charters on Chesapeake Bay, blending adventure and comfort for day sails, sunset cruises, and overnight trips on fully equipped catamarans.
Sail Solomons
Solomons, Maryland, United States
Sail Solomons is a well-established sailing school located in the charming town of Solomons, Maryland. Known for its friendly atmosphere and top-notch instruction, the school offers a range of courses and training programs suitable for all levels, from beginners to experienced sailors. With a focus on personalized attention and quality sailing experiences, Sail Solomons provides students with the skills and confidence needed to enjoy the water safely and comfortably.
New England Sailing Center
Jamestown, Rhode Island, United States
The New England Sailing Center is located in Jamestown, Rhode Island, offering a range of sailing courses from beginner to advanced levels. They provide ASA certification training on various vessels, including keelboats, cruising yachts, and passage-making boats, with courses designed to suit both new sailors and experienced mariners. The school’s location in Newport-Jamestown allows students to enjoy scenic sailing on Narragansett Bay, exploring islands like Block Island, Martha's Vineyard, and Nantucket, as well as charming mainland harbors. Courses are taught on different boats tailored to specific training needs, providing a relaxed environment for learning and enjoying the beautiful New England coastline.
Blue Pacific Yachting
Marina del Rey, California, United States
Blue Pacific Yachting offers a relaxed and welcoming environment for those interested in learning to sail. Located in Marina del Rey, their experienced instructors guide students through hands-on lessons on modern, fully-equipped yachts. With a focus on safety and enjoyment, students gain confidence and skills while exploring the beautiful Southern California coastline and its rich marine life.
U-SAIL of Central Florida
Sanford, Florida, United States
U-SAIL is a welcoming spot for learning the basics of sailing. Located on the protected waters of Lake Monroe, part of the scenic St. Johns River, it’s just a short drive from Orlando. The school's fleet includes fully rigged keelboats ranging from 18 to 30 feet, all Coast Guard compliant. With instructors who bring over 30 years of racing and cruising experience, U-SAIL offers a relaxed environment for students to gain confidence on the water. The school also provides courses for ASA certifications, coastal cruising, and navigation, as well as introductory sailing experiences with a captain or instructor for those new to the sport.
Port of Call Charters School
Ft Myers, Florida, United States
Port of Call Charters School is located in the beautiful waters of Fort Myers Beach and Sanibel Island, offering a relaxed and scenic setting for sailing education. The school uses the calm, jade-blue waters of the intercoastal waterway and nearby gulf to provide hands-on training on a variety of vessels, from small keelboats to larger cruising yachts. Whether students are looking to build confidence, learn new skills, or pursue certifications, the small class sizes and personalized approach ensure a comfortable and effective learning experience in an inviting environment.
Spinnaker Crew Sailing
Chicago, Illinois, United States
Spinnaker Crew Sailing is dedicated to helping individuals explore their passion for adventure on the water. Located on Lake Michigan in Chicago, their team of experienced, ASA-certified instructors offers a range of sailing courses designed to build confidence and skills, whether you’re just starting out or looking to advance your knowledge. The school’s relaxed, friendly atmosphere makes learning fun and accessible, with beautiful views of the city skyline and lakefront serving as the perfect backdrop for your sailing journey.