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Sailing Schools / Instruction: Annapolis & the Eastern Shore

389 Deale Road
Tracey's Landing, MD 20779
United States

7149 Lake Shore Drive
North Beach, MD 20714
United States

P.O. Box 3067
Annapolis, MD 21403
United States

119 Dudley Avenue
Queenstown, MD 21658
United States

213 Eastern Avenue
Annapolis, MD 21403
United States

7040 Bembe Beach Road
Annapolis, MD 21403
United States

23002 McKinleyville Road
Rock Hall, MD 21661
United States

Learn how to sail with our full list of Sailing Schools / Instruction companies ready to help you. 

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Atlantic Maritime Services, LLC. provides: Onboard Vessel Instruction, Yacht Delivery, and Charter Services for both power and sailing vessels.

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P.O. Box 3067 Annapolis, Maryland, 21403

We’re a professional organization for Coast Guard-licensed captains, operating a free online clearinghouse for captain’s jobs, from private delivery captains to skippers of charter boats, tour boat

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On-The-Water Training For All Levels- improve your boat handling in a safe and relaxed learning environment.

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213 Eastern Avenue Annapolis, Maryland, 21403

Embark on the thrill of boating without the high cost of ownership. Our annual memberships cater to every boater's needs—whether sail, power, or a mix of both.

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Chesapeake Nautical Cruises is a mobile service for the Chesapeake Bay region, offering more than just luxury yacht charters.

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7040 Bembe Beach Road Annapolis, Maryland, 21403

CRAB provides unrestricted access to the Chesapeake Bay for people with disabilities, recovering warriors, and local children from underserved communities for 34 years.

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389 Deale Road Tracey's Landing, Maryland, 20779

Consistently named Best Marina Resort and Best Overall Marina on the Chesapeake Bay, Herrington Harbour North offers the perfect blend of relaxation and full-service convenience.

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7149 Lake Shore Drive North Beach, Maryland, 20714

Herrington Harbour South is centrally located on the Bay, with a multitude of exciting destinations within easy reach.

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119 Dudley Avenue Queenstown, Maryland, 21658

We provide US Coast Guard-approved CPR, AED (automated external defibrillator), and first aid certification training, along with sales and maintenance for all major AED brands.

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23002 McKinleyville Road Rock Hall, Maryland, 21661

A full-service marina with a 40-ton lift, located just off the Chester River on Langford Creek, specializing in wooden boat restoration, yacht rigging, gas and diesel engines, electrical, and compo

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