Rapscallion
Crew profile

Captain: Richard Darling (USA)
Chef/First Mate: Leala McClung (USA)

Captain Richard hails from a small town in upstate New York near the Lake Ontario shoreline where he learned absolutely nothing about sailing! That is until he spent some college years in Daytona, then went back to NY and was fortunate enough to enter the racing scene where he purchased his own sailboat and hasn’t stopped sailing since. In 2003, Richard moved to the Virgin Islands and acquired his USCG Master’s License. Since then, he has worked in the charter industry as Captain or Engineer on various sailing and motor yachts up to 160 feet.

Calling St. Thomas home for more than 15 years. Richard has sailed thousands of miles through the islands and beyond, and he loves sharing some of the best kept secret anchorages and dive locations along the way along with his knowledge of the stars under the beautiful Caribbean night skies. “I can’t imagine living any other lifestyle. Living on the water and so close to nature fills me with gratitude. I love the opportunities to meet new friends and keep myself challenged. And maybe, one day, I’ll finally learn to salsa dance!”… enter Leala 😉

Due to a bit of empty nest syndrome (her kids are 19 & 23), Leala left her longtime career as a Hollywood hairstylist to sail the eastern seaboard from Nantucket through to the Bahamas, Dominican Republic, Puerto Rico and on to the USVI and BVI working as a chef/mate on a 50ft yacht.

Leala’s approach to good cooking is quality local ingredients, play, cook with love, and mix it up a little, and make it pretty! She has had experience with just about every diet restriction, and can accommodate, vegan, paleo, keto, gluten/wheat free. “Living and cooking on the boat has been a wonderful experience. Hosting new people, introducing them to the waters and life style has been so fun! I just can’t get enough. I am addicted to life on the water – what can I say? Maybe I should start singing a song from Moana”.

While in St Thomas, Capt Richard and Leala became instant fast friends. Having very similar outlooks on life, sailing, and how to run fabulous charters, they decided to team up. Together, they are passionate about providing the best charter vacation experience for their guests. Their motto: “Let’s keep it light and fun!”. With over 20 years between them of service industry experience you are sure to have a fabulous time. “Whether you’re looking for lots of activity or just a break from your hectic lifestyle, let us take you away on the vacation of a lifetime and show you the beautiful Caribbean in all its glory!”