THE CREW

Born and raised on the coast of Georgia, just south of Savannah, Alan was immersed in a boating and fishing family that laid the groundwork for his future as a captain. After completing his studies at Abraham Baldwin Agricultural College, Alan's adventures catapulted him beyond the waters of Georgia when he accepted an invitation to sail across the Atlantic to Kinsale, Ireland—a journey that solidified his passion for life at sea. Realizing that yachting was his true calling, Alan pursued a career in the industry, a decision he'll tell you was the best he ever made. Known for his engaging conversation and love of sharing new experiences, Alan is a gracious host who delights in introducing guests to stunning locations and exciting activities. An accomplished fisherman, skillful engineer, and thoughtful captain with an infectious smile and can-do attitude, Alan ensures that every guest feels safe and well cared for—whether they’re reeling in the catch of the day, riding a Fliteboard e-foil, or snorkeling with a Sublue Vapor. 

 

CERTIFICATES: USCG 200 Ton Masters, Commercial Assistance Towing, FCC radio operator permit, PADI Open Water scuba, STCW

PREVIOUS YACHTS: BRAVO ZULU (112’), JOPAJU (112’), LADY LAURA (132’), I. LORRAINE (92’), LISA G (68’)

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HOBBIES: Fishing, scuba diving, free diving, golf, aerial photography

Originally from Pennsylvania, Rachel Fry’s love for the water led her to the Virgin Islands at the age of 20, where her passions for the open ocean, culinary arts, and human connection beautifully converge. Rachel’s bubbly, warm, and welcoming nature creates the perfect atmosphere for any vacation or special occasion, ensuring that guests leave with memories they’ll cherish long after their time on board. Growing up in an Italian family where life revolved around the kitchen, she learned the importance of quality ingredients from a young age. In the years that followed, she trained with top chefs between Philadelphia and the US Virgin Islands, opening her up to a diverse range of cuisines and allowing her to further hone her craft. Today, Rachel continues to evolve her artistry, skillfully catering to every unique palate and dietary requirement with a creative flair that has guests both reaching for their cameras and begging for seconds. She’s also wonderful with children and loves sharing her culinary knowledge through fun, interactive techniques. When Rachel isn’t cooking up a storm on board, you’ll find her fire dancing (a talent she shares with guests), free diving, scuba diving, skydiving, or driving anything she can get her hands on—boats, motorcycles, four-wheelers, and dirt bikes.

CERTIFICATES: USCG 100 Ton Masters; Molecular Gastronomy Certificate; 200 HR Rasamaya Yoga Teacher, PADI Open Water; Food Safety in Catering (HABC Level 2); STCW; ENG1; Vessel Personnel with Designated Security Duties, First Aid and CPR; Assisted Towing

 

PREVIOS YACHTS: EXCELLENCE (153’), TIMEOUT (109’), SOGNO (109’), S/Y SEA ESTA (58'), S/Y AMAZING GRACE (53’)

HOBBIES: Rachel enjoys lazy days off at the beach and yoga, as well as riding her several motorcycles, four-wheelers and dirt bikes. She has taught fire dancing for the past 8+ years while traveling and loves to perform for guests! She also has her captain's license and loves to get behind the wheel when time allows.

Born on the Space Coast of Florida in Titusville, Ryan grew up cruising the waterways and local rivers with his dad, developing a passion for the ocean and honing his fishing skills from an early age. Encouraged by a family friend to explore the yachting industry, he moved to Fort Lauderdale at 21 and never looked back. With nearly a decade of experience in the industry, Ryan has built an impressive career on both yachts and sportfish boats that have carried him along the Eastern Seaboard and throughout the Bahamas and Caribbean. A licensed captain and skilled boat handler, Ryan loves to guide guests through tender excursions around the islands—exploring local spots, snorkeling, fishing, picnicking on hidden sandbars, and hiking. He's also quite the watersports enthusiast with a strong surfing background, making him the perfect guy to guide guests through any watersport adventure—whether it’s mastering the Fliteboard, riding a SeaBob, or having fun on a jetski.

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In his spare time, Ryan enjoys fishing wherever he can—be it in the Everglades or offshore—hunting, golfing, or freediving. Friendly and approachable, he has a natural ability to make everyone feel comfortable while on board LUCKY LADY, ensuring every guest's adventure is both safe and unforgettable.

CERTIFICATES: USCG 100 Ton Master license, Towing endorsement, STCW, First Aid and CPR

PREVIOUS YACHTS: THREE SONS (130'), LEGACY (112'), OHANA (52'), HOT ROD (66'), SINGULARIS (90'), SERENITY NOW (116')

HOBBIES: Fishing, hunting, golf, free diving, and surfing

Brianna was raised in the Pacific Northwest, where her love for the water began early—spending summers wakeboarding and tubing with her family along the Columbia River. That lifelong connection to the outdoors made her eventual leap to a career the ocean feel natural. After high school, she left Washington to compete as a collegiate softball player at the University of Nevada, Reno, before eventually earning her degree in Human and Environmental Science from the University of Alabama.

Prior to joining the yachting industry, Brianna built a strong foundation in luxury hospitality, working in catering and event management for high-end resorts and wedding venues. There, she discovered her passion for creating memorable, seamless guest experiences. Since stepping into yachting, her career has taken her across North America, Central America, the Mediterranean, the Red Sea, and Asia. Known for her warmth, attention to detail, and calm presence, Brianna brings a steady hand and a thoughtful touch to every charter aboard LUCKY LADY.

 

When she’s not delivering five-star service, Brianna enjoys outdoor adventures like scuba diving, hiking, snowboarding, and yoga—as well as quiet moments spent reading or with her family and two young nieces.

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CERTIFICATES: WSET L2, PDSD, ENG1, STCW, PYA Yacht Rating, Food and Hygiene Level 2, SDI Advanced Open Water Scuba

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PREVIOUS YACHTS: AVALON (150’), PURPOSE (180’), NEXT CHAPTER (180’), LE MONTRACHET (126’)

HOBBIES: Scuba diving, hiking, snowboarding, wakeboarding, yoga, reading

Whether in the ocean or the pool, Casey has spent her life in the water—surfing, snorkeling, and scuba diving her way through countless summers around the globe. After completing her studies in Motion Picture, she built a successful career in the camera department on A-list feature films, traveling the world from Los Angeles to Cape Town. It was during an underwater film shoot  in Mauritius that she was inspired to pursue further dive training, ultimately becoming a certified Scuba Instructor and Ocean Conservationist.

That path led her to the Cayman Islands, where she eventually discovered her passion for yachting. Casey now brings her love of the ocean to charter guests, leading excursions and sharing the magic of the underwater world. With a  natural flair for creativity and a charismatic personality, she brings both professionalism and adventure to every trip. Outside of yachting, she enjoys practicing and teaching yoga, capturing life’s moments through the lens, and diving deep into new places—both on land and under the sea.
 

CERTIFICATES: PADI Scuba Instructor, STCW, Emergency First Responder Instructor, 200HR Bikram Teacher, ENG1, Small Powerboat & Rib Master, Vessel Personnel with Designated Security Duties, FAA107

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PREVIOUS YACHTS: SURINA (147’), RYLAX (119’), ANDIAMO (150’), Z (60’), LAST LIGHT (57’), S/Y DUFOUR (37–56’)

HOBBIES: Cinematography and photography, yoga, scuba diving, exploration, and reading