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The Crew

Charleston’s Finest Boat Charter Crew

Meet Our Professional Team


Working Together. We take pride in providing our guests with the highest level of customer service in the industry. Our dedicated crew shows up hours before your charter to make sure our yachts are absolutely spotless inside and out. Your charter team will consist of one captain and one mate. Your captain will not only operate the vessel but also entertain you and make sure you are safe at all times. The mate helps with docking and sail handling, serves food and beverages, and caters to your every need. Your team works extremely hard to make sure your experience is one that you will remember for a lifetime.  Charleston Sailing Charters, where the sea meets serenity.

Captain Joey MedaloniJoey Medaloni
(Captain/Managing Partner)

Captain Joey Medaloni, has traveled the East Coast, Bahamas, Virgin Islands and Mexico over the past since 2000.  Joey’s licenses include 100 ton USCG Masters, Single, Multi, Instrument and Jet Commercial CE525/S pilot rating, Padi Dive Master, and STCW95 . Joey’s current projects include growing Medaloni Cellars and expanding Casual Excursions new Socata TBM 650 flight programs.

Captain Dustin Ryan Dustin Ryan
(Captain/Managing Partner/Photographer)

Captain Dustin Ryan, an accomplished sailor with extensive  sailing experience in waters from Hawaii to the Mediterranean Sea. An accomplished water man Dustin is an avid surfer and loves ocean sports. Sailing over 10,000 miles around the Charleston harbor since 2006.  Dustin holds a USCG 100 Ton Master license, STCW 95, and Firefighter 2 certifications.  With true entrepreneur spirit, Dustin has a background in real estate investment and holds a current SC Brokers license. He is passionate about photography as you can see from his fine art gallery.

Monique Askeland Mate Charleston Boat TourMonique Askeland
(First Mate/Customer Service Expert)

Monique is our customer service expert, with a background in fashion from NYC she combines her amazing talents and customer service skills with her newfound love of yachting to give our customers the best experience possible.

Madison Walker Charleston Boat Charter MateMadison 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!

Captain Quent Boat charter captain
Quent Myers

Quent runs our motoryacht Kismet, he holds a 100 ton Masters License with Towing Endorsement, Padi Dive Master, First Responder, Firefighter 2.  He got his start in the yachting industry on the Island of Maui where he captained the Pride of Maui for 10 years.  Quent has been with Charleston Sailing Charters since 2017.

captain scott depung boat charter charlestonScott Depung
(Captain/Fleet Manager)

Scott has worked on professional yachts since 2017,  he holds a 100 ton Masters License, an expert in engineering and making things work. A USN Submarine veteran, Scott is an invaluable part of our team!