Lucky Lady

Alan Ham

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.

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’)

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

Ryan Woods

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 jetski.

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.

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′), SERENTIY NOW (116′)

Hobbies: Fishing, hunting, golf, free diving, surfing

Rachel Fry

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 relationship culminate to give guests the ultimate bespoke experience they’ll talk about well after their time on board. Rachel’s bubbly, warm and welcoming character help 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.

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

Previous Yachts: EXCELLENCE (153’), TIMOUT (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.

Kali Thomas

Hailing from the beautiful state of Virginia, Kali brings a passion for hospitality and adventure to her role as Chief Stewardess. She graduated from Christopher Newport University with a degree in Business Management, which laid the foundation for her career as a restaurant manager and VIP concierge. Her love for travel, hospitality, and the ocean inspired her to join the yachting industry, where she gets to combine all her passions into one incredible career.

A seasoned world traveler, Kali has explored more than 50 countries, trekked to Everest Base Camp, and loved scuba diving in some of the most stunning underwater destinations. When she’s not on the water, you can find her running, practicing yoga, or spending time with her two young nieces—her favorite people in the world.

Her goal is to ensure every guest experience is as unforgettable as the destinations they visit, blending personalized service with an unwavering commitment to excellence.

Certificates: STCW, Food and Hygiene Level 2, SSI Open Water Scuba Instructor, RYT (registered yoga teacher) 200 hour

Previous Yachts: PIPE DREAM (130′), INEVITABLE (118′), AUDREY II (104′), GODESS (58′), CENTENNIAL PRINCESS (86′)

Hobbies: Scuba diving, running, yoga, anything outdoors