Top 30 Best Chartered sailing in Maryland

Sail Alyosha is a premier travel agency located at 12817 Harbor Road in Ocean City, Maryland.

Sundance Sailing Charters is a premier travel agency located at 78 George Street in Georgetown, Maryland, United States.

Sea Baltimore Sailboat Charters is a premier travel agency located at 951 Fell Street in Baltimore, Maryland. We offer unforgettable sailing experiences on the beautiful waters of the Chesapeake Bay.

Located at 951 Fell Street in Baltimore, Maryland, Bay Dream Sailing is a premier tourist attraction and travel agency that offers unforgettable boat tours along the stunning waters of the Chesapeake Bay.

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.

Boat Baltimore offers exclusive private boat charters in the heart of Baltimore, Maryland. Located at 321 East Cromwell Street, our travel agency provides intimate sailing yacht cruises, large group charters, and fishing adventures.

Kent Island Boat Charters is a premier travel agency located at 134 Bay Drive in Stevensville, Maryland. We offer a wide range of boat charter services for individuals and groups looking to explore the beautiful waters surrounding Kent Island.

Shardana Sailing Charters is a premier travel agency located at 20786 Rock Hall Avenue in Rock Hall, Maryland, United States. Specializing in sailing charters, they offer unforgettable experiences on the open water for individuals and groups alike.

Chesapeake Bay Charters offers an unforgettable family sailing adventure at their location in Solomons, Maryland.

American Sailing Tours is a premier travel agency located at 400 Key Highway in Baltimore, Maryland. We offer unforgettable sailing experiences along the beautiful waters of the United States.

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.

Cool Breeze Sailing Charters LLC is a premier travel agency located at 1900 Thames Street in Baltimore, Maryland. Specializing in sailing charters, they offer unforgettable experiences on the water for individuals, couples, and groups.

Blue Crab Chesapeake Sailing Charters is a premier travel agency located in Rock Hall, Maryland, United States.

Chesapeake Bay Charter Services is a premier travel agency located at 910 Kentmorr Road in Stevensville, Maryland, United States.

The Sailing Academy is a premier institution located at 411 Deale Road in Tracys Landing, Maryland, United States.

Watermark Tours, Charters, Cruises is a premier tourist attraction and travel agency located at 1 Dock Street in the charming city of Annapolis, Maryland, United States.

Schooner Woodwind Sailing Cruises offers an unforgettable experience for visitors looking to explore the waters of Annapolis, Maryland.

Severn Sailing Association, located at 311 First Street in Annapolis, Maryland, is a premier sailing institution that hosts over a dozen fleets and a vibrant junior program.

Darling Charters is a premier travel agency located at 1 Dock Street in Annapolis, Maryland.

Seas the Bay Private Sailing Charters is a premier travel agency located in Annapolis, Maryland, United States. Specializing in private sailing charters, they offer unforgettable experiences on the beautiful Chesapeake Bay.

Ohana Charters is a travel agency located at 500 Piney Narrows Road in Chester, Maryland, United States.

Reflections DC - Private Sailing Cruises offers unforgettable experiences on the water, allowing guests to explore the stunning waters of the Chesapeake Bay.

Das Boot Sailing Charters is a premier travel agency located at 4883 Church Lane in Galesville, Maryland, United States.

My Girl Charters is a premier travel agency located at 1048 Turkey Point Road in Edgewater, Maryland, United States. Specializing in luxury yacht charters, we offer unforgettable experiences on the water for our clients.

Island Dog Charters is a premier charter boat company located at 7742 South Cove Road in Sparrows Point, Maryland.

Picture Perfect Sailing is a premier sailing institution located at 980 Awald Road in Annapolis, Maryland, United States. Escape the hustle and bustle of everyday life and enjoy quality time with family and friends on the beautiful Chesapeake Bay.

Classic Sail Charters is a premier sailing school located in Annapolis, Maryland, offering private sailing adventures for up to six passengers.

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.

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.

Experience Sail, LLC is a sailing charter institution located at 20786 Rock Hall Avenue in Rock Hall, Maryland, United States. The institution operates a 2011 Beneteau Oceanis 50 yacht that is well equipped and comfortable for sailing charters.