Cruise Annapolis
Annapolis, Maryland (443) 949-9481

Start your Sailing adventure today with Cruise Annapolis, located in the Historic maritime district of Annapolis, MD on the Chesapeake Bay. You will sail past Americas Sailing Capitol favorite landmarks in the Severn River including the US Naval Academy, historic Thomas Point Lighthouse, and under the Chesapeake Bay Bridge during your training.

We are here to develop your confidence and experience. You will work hard while having fun on the water. Our dedicated team of ASA certified instructors is committed to a high standard of training to achieve your ASA certification to safely charter a yacht on the Chesapeake – or anywhere in the world.

We offer private, group and women’s courses on 37’ – 41’, 2013 – 2015 Jeanneau, Monohulls and Fountaine Pajot, Catamarans. With our US Coast Guard licensed Captains training you to crew and skipper these yachts. We will make your Sailing Dreams a reality.
Come Sail with us, Start your Sailing adventure today.

ASA Sailing Certification Courses Offered

ASA 101, Basic Keelboat Sailing
ASA 101, Basic Keelboat Sailing
Learn to skipper a 20' - 27' sloop-rigged keelboat by day, in light to moderate winds and sea conditions. Learn basic sailing terminology, parts and functions, helm commands, basic sail trim, points of sail, buoyage, seamanship and safety including basic navigation rules to avoid collisions and hazards.
ASA 103, Basic Coastal Cruising
ASA 103, Basic Coastal Cruising
Learn to skipper a sloop-rigged auxiliary powered 25'-35' keelboat by day in moderate winds and sea conditions. Learn cruising sailboat terminology, basic boat systems, auxiliary engine operation, docking procedures, intermediate sail trim, navigation rules, basic coastal navigation, anchoring, weather, safety and seamanship.
ASA 104, Bareboat Cruising
ASA 104, Bareboat Cruising
Learn how to sail a sloop-rigged, auxiliary powered 30'-45' sailboat during a multi-day cruise upon inland/coastal waters in moderate/heavy winds and sea conditions. Learn about provisioning, boat systems, auxiliary engines, advanced sail trim, coastal navigation, anchoring / mooring, docking, emergency operations, weather, and more.
ASA 114, Cruising Catamaran
ASA 114, Cruising Catamaran
Learn to skipper an auxiliary-powered sailing cruising catamaran of approximately 30-45' feet in length during a multi-day liveaboard cruise upon inland or coastal waters in moderate to heavy winds (up to 30 knots) and sea conditions.

Other Services Offered

  • Women Only Courses
  • Couples Courses
  • Private Courses
  • Weekday Courses
  • Weekend Courses
  • Corporate Team Building Courses
  • ASA 'Challenges'
  • Day Sail Charters (public)
  • Vacation Charters
  • Sunset Cruises

Sailing School Reviews / Testimonials

  • I've had the pleasure of learning under Captain Vickers' tutelage in two quite different circumstances. In 2011, my wife and I contracted with her for several days of training aboard our new Jeanneau 50DS. More recently, Camille joined me on a week-l

    Michael Heavener, Bryn Mawr, Pennsylvania - ASA 104, Bareboat Cruising

  • I am writing to provide my recommendation of Camille Vickers as an ASA Sailing Instructor and boat captain. Camille recently sailed with my family on a charter and ASA program.

    Jay Panzarella - ASA 114, Cruising Catamaran

  • Great guy, great teacher! I wanted to highly recommend Chris Nally as both a skipper and teacher. He was awesome. His teaching style is one where you don't even feel like he's giving you a lesson.

    Frederick Riefkohl - ASA 104, Bareboat Cruising

Contact Information

Cruise Annapolis

Address 222 Severn AveBuilding 15 Suite 36AnnapolisMD21403United States
Phone (443) 949-9481
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