ENTREPRENEUR Yacht Charter

Captain: Michael Small

Captain | Michael Small | American
BIO: Captain Michael Small brings nearly 20 years of professional yachting experience, specializing in delivering premium charter programs with exceptional guest service, seamless operations, and memorable, custom-tailored experiences. Known for his calm leadership and warm guest-focused approach, he maintains a professional yet relaxed atmosphere that allows guests to feel comfortable, cared for, and well-looked after throughout their time onboard.

Michael has cruised extensively throughout South Florida, the U.S. East Coast, The Bahamas, The Caribbean, and the Mediterranean, enabling him to design personalized itineraries, hidden-gem excursions, and flexible schedules that suit any guest preference — from luxury relaxation to adventure-driven, family-focused, or celebration-style charters.

With strong expertise in hospitality, destination and trip planning, water-toy operations, crew coordination, and safety management, he is committed to delivering unforgettable charter experiences with smooth logistics, proactive service, and five-star standards from start to finish.


Chef | Stephen Carrera |
BIO: With a proven track record for delivering premium seafood, Stephen brings expertise in safe food handling and marine safety protocols. Known for resilience and team collaboration, he excels in challenging environments. Stephen's journey includes enhancing culinary skills across prestigious yachts, driven by a passion for the sea and culinary excellence.


Chief Stewardess | Alexis Carpenter | American
BIO: Alexis serves as Chief Stewardess aboard Entrepreneur, bringing over six years of industry experience, including two years on this vessel. Originally from Cleveland, she played collegiate soccer while earning her business degree at Miami University of Ohio. Time spent living and traveling abroad with her family broadened her perspective and set the foundation for her career on the water.

After a couple of years in the corporate world, Alexis moved to Fort Lauderdale and quickly established herself in yachting. Her work is defined by high service standards, guest-focused creativity, and meticulous attention to detail. She values a welcoming environment and takes pride in enhancing each guest experience with thoughtful service and polished presentation.

Off the water, she enjoys reading, yoga, painting, and pickleball. She can’t wait to welcome you aboard and help create an unforgettable trip!

First Mate | Michael Kiraly | American
BIO: Mike serves as First Mate aboard Entrepreneur, bringing extensive experience in seamanship and guest service. A Jersey Shore native, he grew up in Toms River, New Jersey, riding the waves and embracing the coastal lifestyle. At 21, Mike joined the U.S. Coast Guard, serving in Galveston, Texas, Kodiak, Alaska, and Charleston, South Carolina, gaining hands-on experience in search and rescue, hurricane response, and federal law enforcement missions.

After six years of service, Mike transitioned into the yachting world, bringing his leadership, technical expertise, and love of the sea to luxury yachts across the Hamptons, Caribbean, and the Bahamas. He thrives on driving the tender, curating the perfect playlist for every excursion, and ensuring every guest experience is seamless and enjoyable.

Off duty, Mike enjoys surfing, fishing, and exploring new destinations. He is excited to welcome you aboard and help create memories on the water.


Note: This is the Owner’s chosen crew. Under the USCG Bareboat terms, the Charterer has the option to hire the same crew or other crew pending approval by flag and insurance.