CAPTAIN ALAN
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 SeaBob.
CHEF RACHEL
Rachel is a Pennsylvania native who, at age 20, followed her love of the water to the Virgin Islands. Her passion for the open ocean, culinary arts, and human relationships culminates in giving guests the ultimate bespoke experience they’ll talk about well after their time on board. Rachel’s bubbly, warm, and welcoming character helps create the perfect environment for any vacation or special event.
Growing up in an Italian family with life centering around the kitchen, Rachel was taught the importance of quality ingredients from a young age. In the years that followed, she trained with some of the 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 as she expertly navigates every unique palette and dietary requirement with a creative flair that has guests both reaching for their cameras and begging for seconds. She is wonderful with children and embraces the opportunity to share her passion and experience through creative culinary techniques with her guests. When Rachel is not cooking up a storm and working on board, she’s typically found fire dancing, sharing her passion for flow arts with anyone who asks (she does this for guests too!), free diving, scuba diving, skydiving or driving anything she can get her hands on– boats, motorcycles, four wheelers and dirt bikes.
FIRST MATE RYAN
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 sportfishing 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 jet ski.
In his spare time, Ryan enjoys fishing wherever he can—be it in the Everglades or offshore—hunting, golfing, or free diving. 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.
CHIEF STEWARDESS BRIANNA
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 in 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.
Before 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.
STEWARDESS CASEY
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.
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Location: Bahamas
