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Providing a fleet of fine boats for a perfect and dreamy sailing experience.


After acquiring an as-new, 2007 Beneteau 49, two new friends, Captain Joey Medaloni and Captain Dustin Ryan, spent nearly a year sailing from Charleston, South Carolina, to the British Virgin Islands, and then on to Puerto Rico, Bahamas, and Mexico. On arriving back in South Carolina in late 2009, the two captains realized that Charleston was missing a professional, luxury sailing and yacht charter company. Their year abroad made them confident in the boats' seaworthiness, and their abilities as captains, and they began chartering around Charleston Harbor as the newly founded Charleston Yacht Charters. With each year more successful than the last, the business became a mainstay for the city. Now in 2022, with three boats, Sailing Yacht Fate, Sailing Yacht Mystique, Motor Yacht Kismet, and a full staff of Captains and Mates, Charleston Yacht Charters strives to provide excellence in every aspect of services to you.

Meet our Professional Crew

With over 6 decades of combined experience.

Dustin Member
Monique Askeland

Mate / Customer Service Representative

Dustin Member
Scott Depung

Captain / Fleet Manager

Dustin Member
George Werfelman


Dustin Member
Madi Walker

Mate / Office Manager

Madi has extensive sailing experience and working towards her captains license. With a background in accounting she is the office wizard helping keep the business rolling. A true pleasure to sail and race with, you are lucky to have her as your crew member!

Dustin Member
Dustin Ryan

Captain / Managing Partner

Captain Dustin Ryan, an accomplished yachtsman with long voyages over many oceans under his belt. Dustin has spent the past 20 years sailing in waters from Hawaii to the Mediterranean Sea, including a transpacific sail in a 40ft sloop. An accomplished waterman Dustin is an avid surfer and loves ocean sports. License includes 100 ton OUPV, STCW95, Padi Diver, Firefighter 2 and First Responder.

Dustin Member
Joey Medaloni

Captain / Managing Partner

Captain Joey Medaloni, has traveled the East Coast, Bahamas, Virgin Islands and Mexico over the past 15 years. Joey's licenses include 100 ton USCG Masters, Single, Multi, Instrument and Jet Commercial CE525/S pilot rating, Padi Dive Master, and STCW95. Proprietor of Medaloni Cellars and Vineyards in Yadkin Valley North Carolina.