I want to be able to operate a vessel I already own or intend to buy.
I intend on renting or chartering sailboats in the future.
I want to explore the art of sailing and am looking for a great experience.
I'm looking to learn at my own pace with personalized private instruction.
Sailing is an Experience to be Enjoyed Over a Lifetime
We provide a community at the Annapolis Sailing School for your ongoing growth and enjoyment. We offer day sailboat rentals, our Keelboat Club, KidShip Sailing, Annapolis Powerboat School, and events at our beautiful location on Bembe Beach.
What more could I say about Annapolis Sailing School? They have made my COVID summer of 2020 as fun as possible. Very courteous, eager to help, flexible and accommodating.
I especially want to call out KK, Brenda, John, Natalie and Ryan who all make the sailing experience easy and fun.
If you need a very fun getaway, go and rent a 24' Rainbow for a few hours and then sit on the beach in the shade and have a much-earned beer. You'll put your self in a happy place.
I never sailed a day in my life, so I had no idea what to expect, but the staff was really friendly and supportive, and they clearly enjoy what they're doing. After finishing the intro to sailing class, I took out a few friends and family, and the dock hands helped with the areas I struggled with during class. This was a great starting point, and I highly recommend you get into club if you like the class.
Great experience this week at the school earning my ASA 101 keel boat cert. All of the instructors were highly experienced and they took the time to answer every question that was asked. We had a great time on the water and everyone had a ton of hands on sailing time. The time spent in the classroom, rigging the boats and sailing has added tremendously to my knowledge and confidence.
My son and I took the Basic Sailor ASA 101 course here last weekend (early August), and we had a GREAT time. The instructors were all clearly experienced, expert, and engaging, and the mix of classroom time and boat time was perfect. We left feeling confident about the basics and about our skills, and we plan to go back and continue certification. I highly recommend this school!
Spectacular Sailing The Annapolis Sailing School is the best place in Annapolis to rent a keelboat from. The school is on Bembe Beach on Back Creek which provides easy access to the Bay. the staff is friendly and knowledgeable. The School runs from March through October which provides a lot of sailing opportunities. Sailing is always dependent on the wind which can be light at times.
The 2 day beginner class was a perfect blend of classroom and hands-on training. It was a perfect way to spend a weekend with my 2 teenager daughters. We all feel like we have a solid foundation in sailing. "Dan the Man" was our instructor and he was awesome -- patient, knowledgeable and full of corny "dad jokes". I highly recommend this school.
Just completed my ASA 103 course this week with Andrew as our instructor. Loved the course and Andrew was a great instructor - I thoroughly enjoyed this sailing + learning experience and am awaiting for the next ASA 104 courses to be offered! Easy school with good people - down to earth and no "sailing snobbery" often experienced with larger marinas.
The Complete Sailor with ASA 101 Certification Amazing location and a great group of people and boats. I had an excellent week during my ASA 101 Complete Sailor program. Thumbs up to Phil, Art, and Tom! I would recommend the Complete Sailor version over just the ASA 101 Certification - you get to sail on the larger boats for the last two days which gives you a great prep to 103/104.
A wonderful time learning to sail! I took 2 courses over 5 days with 3 instructors. It was not only a great learning experience but also a very fun time. I am looking forward to taking more courses from Annapolis Sailing School to increase my sailing knowledge and skills. I couldn't recommend the school any higher. Great people, great content and great boats.
Follow us on Instagram
Want to stay in the know about Annapolis Sailing School? Sign up for our new monthly newsletter here to receive information on classes, events, schedules and more!