TOP 30 Learn to sail in Maryland

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BaySail School of Sailing, located at 100 Bourbon Street in Havre de Grace, Maryland, is an accredited American Sailing Association (ASA) school. Our institution offers professional instruction ranging from Introduction to Sailing to Advanced Sailing Classes. Conveniently situated just off I-95, we are only an hour away from Philadelphia and 45 minutes from Baltimore. Join us at BaySail School of Sailing to embark on a journey of learning and mastering the art of sailing.

Annapolis Sailing Adventures is a premier travel agency located in Annapolis, Maryland, United States. We offer a variety of sailing experiences, including private charters, sunset cruises, and sailing lessons. Our experienced captains will take you on a memorable journey on the beautiful Chesapeake Bay. Whether you are a seasoned sailor or a beginner looking to learn the ropes, Annapolis Sailing Adventures has something for everyone. Come aboard and experience the thrill of sailing in one of the most scenic locations in the United States.

elax on a Chesapeake Bay sailing tour with Sail Selina II in St. Michaels, Maryland. Located at 101 North Harbor Road, this tourist attraction and travel agency offers relaxing sailboat rides and sightseeing boat trips. Join the friendly crew on a comfortable, well-maintained historic sailboat as you learn about St. Michaels and enjoy the outdoor scenery. Experience a romantic sunset cruise with Champagne or wine, or a moonlight cruise with free Champagne. For those looking to learn about wine tasting, Sail Selina II offers a wine cruise with Captain Iris and her crew. Enjoy a fun and refreshing beer tasting experience with Maryland Craft breweries aboard the sailboat. Embark on a sailing adventure with the experienced team to learn new skills and build confidence on the water.

Granmar Sailing is a premier travel agency located at #8 Randall Street in Annapolis, Maryland, United States. Specializing in sailing adventures, Granmar Sailing offers a variety of packages for individuals and groups looking to explore the open waters. Whether you are a seasoned sailor or a beginner looking to learn the ropes, Granmar Sailing has something for everyone. With experienced captains and top-of-the-line equipment, you can trust that your sailing experience with Granmar Sailing will be safe, enjoyable, and unforgettable. Book your next sailing adventure with Granmar Sailing and set sail for an experience of a lifetime.

Classic Sail Charters is a premier sailing school located in Annapolis, Maryland, offering private sailing adventures for up to six passengers. With world-class sailing yachts, experienced captains, and top-notch service, we ensure that your charter experience is truly unforgettable. Our charters are exclusively for private parties, allowing you to customize your adventure. Join us at 980 Awald Road for a unique and luxurious sailing experience on the beautiful Siena yacht. With Captain Nate, Payton, and Tony at the helm, you can relax, learn some sailing skills, and enjoy the stunning views of the West River. Whether you're looking for a romantic engagement shoot, a family outing, or a relaxing day on the water, Classic Sail Charters has something for everyone. Book your trip today and set sail for an unforgettable experience on the Chesapeake Bay.

Chronic Sailing is a premier sailing school located at 7082 Bembe Beach Road in Annapolis, Maryland, United States. Our institution offers top-notch sailing instruction for all skill levels, from beginners to advanced sailors. Whether you're looking to learn the basics of sailing or improve your racing techniques, our experienced instructors are here to help you achieve your goals on the water. Join us at Chronic Sailing and experience the thrill of sailing in one of the most beautiful locations on the East Coast.

Chesapeake Skipjack Sailing is a school located in the charming town of Saint Michaels, Maryland. Situated at 930 Calvert Avenue, this institution offers hands-on training and education in the art of sailing traditional Chesapeake Bay skipjacks. Students can learn the history and techniques of skipjack sailing from experienced instructors while enjoying the picturesque views of the bay. Whether you are a beginner looking to learn the ropes or an experienced sailor wanting to hone your skills, Chesapeake Skipjack Sailing provides a unique and unforgettable learning experience on the water.

Deep Creek Sailing School is a premier institution located at 204 Yacht Club Road in Swanton, Maryland, United States. As a school specializing in sailing education, we offer a wide range of courses for all skill levels, from beginners to advanced sailors. Our experienced instructors provide hands-on training in a safe and supportive environment, ensuring that students develop the skills and confidence needed to navigate the open waters. Whether you are looking to learn the basics of sailing or improve your racing techniques, Deep Creek Sailing School is the perfect place to embark on your sailing journey. Join us and discover the thrill of sailing on the beautiful waters of Deep Creek Lake.

Delmarva Sailing School, located at 21144 Green Lane in Rock Hall, Maryland, is a premier institution for those looking to learn the art of sailing. With a team of experienced instructors and state-of-the-art equipment, students can expect top-notch instruction in a safe and supportive environment. Whether you're a beginner looking to master the basics or an experienced sailor looking to refine your skills, Delmarva Sailing School offers courses for all levels. Come experience the thrill of sailing on the beautiful waters of the Chesapeake Bay with Delmarva Sailing School.

Maryland School of Sailing is a renowned institution located at 22978 McKinleyville Road in Rock Hall, Maryland, United States. Offering a wide range of sailing courses and certifications, the school provides expert instruction and hands-on experience for sailors of all levels. With a beautiful waterfront location on the Chesapeake Bay, students can enjoy the scenic surroundings while honing their sailing skills. Whether you are a beginner looking to learn the basics or an experienced sailor seeking advanced training, Maryland School of Sailing is the perfect place to expand your nautical knowledge and expertise.

RHYC Sailing School is a premier institution located at 22759 McKinleyville Road, Rock Hall, Maryland, United States. Our school offers top-notch sailing courses for all skill levels, from beginners to advanced sailors. With experienced instructors and state-of-the-art equipment, we provide a safe and enjoyable learning environment for all our students. Whether you're looking to learn the basics of sailing or improve your racing skills, RHYC Sailing School has a program for you. Come join us and experience the thrill of sailing on the beautiful waters of Maryland's Chesapeake Bay.

Blown Away Sailing LLC is a premier sailing institution located at 20880 Rock Hall Avenue in Rock Hall, Maryland, United States. We offer a range of sailing experiences, from beginner lessons to advanced courses, all taught by experienced and certified instructors. Our fleet of sailboats is well-maintained and equipped with the latest safety features, ensuring a smooth and enjoyable sailing experience for all participants. Whether you're looking to learn the basics of sailing or hone your skills on the open water, Blown Away Sailing LLC has something for everyone. Come join us for an unforgettable sailing adventure!

R&R Charters and Sail School, located in Chester, Maryland, United States, is a professional institution dedicated to sharing the joy of sailing with students. Our experienced educators provide personalized instruction to help students master the knowledge and skills needed to feel confident on the water. Whether you prefer individual instruction or learning in a small group setting with friends and family, our maximum of four students per boat ensures that each student receives ample hands-on experience. Captain Penny encourages students to "Learn to sail; you might want to go somewhere."

Jobson Sailing Associates is a renowned sailing school located at 3 Church Circle in Annapolis, Maryland, United States. With a strong focus on providing top-quality sailing education, Jobson Sailing Associates offers a range of courses for sailors of all levels. Whether you are a beginner looking to learn the basics or an experienced sailor seeking to improve your skills, the instructors at Jobson Sailing Associates are dedicated to helping you achieve your sailing goals. Join us at Jobson Sailing Associates and embark on an exciting journey towards mastering the art of sailing.

Annapolis Sailing School is a premier sailing institution located at 7001 Bembe Beach Road in Annapolis, Maryland, United States. With a rich history and a reputation for excellence, the school offers a wide range of sailing courses for sailors of all levels. Whether you are a beginner looking to learn the basics or an experienced sailor looking to refine your skills, Annapolis Sailing School has a program for you. Their experienced instructors provide top-notch training in a safe and supportive environment, ensuring that students have a fun and rewarding experience on the water. Come sail with Annapolis Sailing School and discover the joy of sailing in one of the most beautiful locations in the United States.

The Sailing Academy is a premier institution located at 411 Deale Road in Tracys Landing, Maryland, United States. Our academy offers top-notch sailing education and training programs for individuals of all skill levels, from beginners to experienced sailors. Our experienced instructors provide hands-on instruction in a safe and supportive environment, ensuring that students receive the highest quality education. Whether you are looking to learn the basics of sailing or improve your skills, The Sailing Academy is the perfect place to embark on your sailing journey. Join us and discover the thrill of sailing on the beautiful waters of Maryland.

Sail Solomons is a premier sailing school located at 245 C Street in Solomons, Maryland, United States. Our institution offers a range of sailing courses for all skill levels, from beginners to advanced sailors. Our experienced instructors provide hands-on training in a safe and supportive environment, ensuring that students gain the knowledge and confidence needed to navigate the waters with ease. Whether you're looking to learn the basics of sailing or improve your existing skills, Sail Solomons is the perfect place to embark on your sailing journey. Join us and discover the thrill of sailing on the beautiful waters of Solomons!

Sail Solomons is a renowned sailing school located at 255 Alexander Lane in Solomons, Maryland, United States. Offering a range of courses for beginners to advanced sailors, Sail Solomons provides top-notch instruction in a picturesque waterfront setting. Whether you're looking to learn the basics of sailing or improve your skills, our experienced instructors are dedicated to helping you achieve your sailing goals. Join us at Sail Solomons and embark on an unforgettable journey on the open water.

Sailing Center Chesapeake is a premier sailing institution located in Lexington Park, Maryland, United States. Offering a wide range of sailing programs and courses for all skill levels, from beginners to advanced sailors, the center provides a unique opportunity to learn and improve sailing skills on the beautiful waters of Chesapeake Bay. With experienced instructors, top-of-the-line equipment, and a welcoming atmosphere, Sailing Center Chesapeake is the perfect place to embark on your sailing journey. So come and experience the thrill of sailing with us at Sailing Center Chesapeake!

The Sail Cloth Factory is a historic institution located at 121 South Fremont Avenue in Baltimore, Maryland, United States. This iconic building has been a cornerstone of the city's maritime industry for over a century, producing high-quality sailcloth for ships and boats of all sizes. Today, the Sail Cloth Factory is a popular destination for history buffs, maritime enthusiasts, and anyone interested in learning more about Baltimore's rich industrial heritage. Visitors can explore the factory's exhibits, learn about the production process, and even purchase authentic sailcloth souvenirs to take home. Don't miss the chance to step back in time and experience the legacy of this important institution.

The USS Constellation is a historic naval vessel located at 301 Light Street in Baltimore, Maryland. This tourist attraction offers visitors the opportunity to step back in time and explore the decks of a fully restored 19th-century warship. The USS Constellation played a vital role in American naval history, serving in the Civil War and beyond. Visitors can experience life aboard a sailing ship, learn about naval warfare, and discover the stories of the sailors who called the USS Constellation home. Don't miss the chance to visit this fascinating piece of maritime history in the heart of Baltimore's Inner Harbor.

Marauder Charters is a premier school and travel agency located at 255 Alexander Lane in Solomons, Maryland, United States. Our institution specializes in providing top-notch education and hands-on training in the field of maritime travel and adventure. Whether you are looking to learn how to navigate the open seas or book an unforgettable sailing experience, Marauder Charters has you covered. Join us for an exciting journey into the world of boating and exploration.

Maryland Dove is a historic replica ship located on Old State House Road in Lexington Park, Maryland. This museum and tourist attraction offers visitors the opportunity to step back in time and experience what life was like on a 17th-century sailing vessel. The Maryland Dove provides a unique and immersive experience for visitors of all ages, showcasing the rich maritime history of the region. With knowledgeable staff and engaging exhibits, visitors can learn about the ship's role in early American history and explore its intricate design. Whether you're a history enthusiast or just looking for a fun and educational outing, Maryland Dove is a must-visit destination in Maryland.

The Seven Foot Knoll Lighthouse is a historic maritime landmark located at Pier 5 in Baltimore, Maryland, United States. This charming lighthouse, standing at seven feet tall, dates back to 1855 and has served as a beacon for sailors navigating the waters of the Chesapeake Bay for over a century. Today, it is a popular tourist attraction where visitors can learn about the rich maritime history of the region and enjoy stunning views of the harbor. The Seven Foot Knoll Lighthouse is a must-visit destination for history buffs and maritime enthusiasts alike.

SailTime Annapolis is a premier sailing school and store located at 105 Eastern Avenue in Annapolis, Maryland, United States. Offering a range of sailing courses for all skill levels, SailTime Annapolis provides hands-on instruction and certification for aspiring sailors. Additionally, the store offers a wide selection of sailing gear, equipment, and accessories for enthusiasts looking to enhance their sailing experience. With a knowledgeable staff and top-notch facilities, SailTime Annapolis is the perfect destination for anyone looking to learn how to sail or improve their skills on the water.

1st Mate Marine Services llc is a premier school located at 1402 Colony Road in Pasadena, Maryland, United States. Our institution offers top-notch training and education in all aspects of marine services, including navigation, safety procedures, and boat maintenance. Our experienced instructors are dedicated to providing hands-on learning experiences to prepare students for successful careers in the marine industry. Join us at 1st Mate Marine Services llc and set sail towards a promising future on the water.

The Annapolis School of Seamanship is a renowned institution located at 410 Severn Avenue in Annapolis, Maryland, United States. As a leading school specializing in seamanship, the institution offers a wide range of courses and programs designed to educate and train individuals in the art of sailing and boating. With experienced instructors, state-of-the-art facilities, and a hands-on approach to learning, students can expect to receive top-notch education and practical skills that will prepare them for a successful career in the maritime industry. Whether you are a beginner looking to learn the basics or an experienced sailor seeking to enhance your skills, the Annapolis School of Seamanship is the perfect place to achieve your goals.

Mathias Marine Services is a school located at 21426 Wharf Road, Tilghman Island, Maryland, United States. Our institution offers the skill and knowledge from a lifetime at sea to the discerning yacht owner. Whether you have a power or sail vessel, local or long distance, our Master Captains will ensure your vessel reaches its destination safely and on schedule. Situated on the Eastern Shore of the Mid-Chesapeake Bay, we provide scheduled and emergency dive services such as underwater boat maintenance and lost object recovery in Talbot, Dorchester, and Kent Counties of Maryland. Additionally, we inspect and service all types of boat moorings in the Mid-Bay region. As the exclusive installer of Helix Mooring Systems in the Mid-Bay Region, we guarantee top-notch service for all your mooring needs.

J World Annapolis is a premier sailing school located in the heart of Annapolis, Maryland. Our experienced instructors offer a wide range of sailing courses for all skill levels, from beginners to advanced sailors. Whether you are looking to learn the basics of sailing or improve your racing techniques, our team is dedicated to helping you achieve your goals on the water. Situated at 213 Eastern Avenue, our facility is equipped with state-of-the-art sailboats and top-notch training equipment to ensure a safe and enjoyable learning experience. With a focus on hands-on instruction and personalized coaching, J World Annapolis is the perfect place to hone your sailing skills and build confidence on the water.