Gatsby Charters Charleston
Timeless Luxury, Reimagined
GATSBY
A Classic With a Story
Gatsby is a beautifully restored 1965 wooden motorboat, maintained with care and intention. Her warm teak finishes, smooth ride, and elegant proportions create a setting that feels timeless rather than themed.
Designed for comfort and conversation, Gatsby is equally suited for quiet reflection or celebreatory moments as Charleston’s historic backdrop drifts by.
An Evening Worth Remembering
Custom Signature Experience
Designed for guests seeking something truly memorable:
Charcuterie Board, Catered Lunches & Sunset Dinners
Caviar Bumps On Board
Champagne & Cocktail Cruises
Proposals & Milestone Celebrations
Corporate Hosting & Executive Entertainment
Pricing varies based on duration & experience. Don’t hesitate to ask us for customized catered lunch and dinner packages.
Feature Charters
Private Charters
Two-Hour Private Charter - $1,200
An ideal introduction to Gatsby, perfect for sunset cruises and relaxed afternoons on the harbor.
Three-Hour Private Charter - $1,500
Our most immersive experience - unhurried, conversational and ideal for entertaining.
Signature Custom Experiences
Extended charters, catered lunches or dinner, proposals, celebrations, and bespoke occasions designed entirely around your vision
Gatsby Host - Andy King
Andy King is a globally recognized event producer with over 30 years of experience designing elevated, unforgettable experiences. Known to many from Netflix’s FYRE, Andy’s authenticity and commitment to excellence sparked a cultural moment—and helped raise over $300,000 for disaster relief in the Bahamas.
From catering his first wedding at 16 to producing high-profile events for brands such as Disney, Vogue, JPMorgan Chase, and The Rolling Stones, Andy’s career spans hospitality, media, and sustainable event design. Featured by The Wall Street Journal as America’s first “Corporate Concierge,” he is also a television host, author, and former boutique hotel owner.
Now based between Charleston and the Hudson Valley, Andy brings his signature approach to Gatsby Charters, blending refined entertaining, thoughtful details, and effortless luxury on the water.
The Enhanced Experience
The Caviar Experience
An Elevated expression of luxury at sea, our boat cruise caviar experiences are curated for discerning hosts and guests alike. Featuring exceptional caviar and refined presentation, each offering transforms time on the water into something truly memorable.
Bumps On Board Package - $1,300
Caviar Club Package - $2,100
The Charcuterie Experience
Elevate your time on the water with our curated artisan charcuterie boards, thoughtfully designed to compliment a luxury Charleston harbor cruise. Each board features a seasonal selection of premium cheeses, cured meats, fresh and dried fruits, nuts, olives, and artisan accompaniments, beautifully arranged and ready to enjoy onboard.
Boards begin at $100 for intimate groups and can be customized up to $250 for larger parties or elevated selections, with optional enhancements available upon request. Perfect for sunset cruises, celebrations, or a relaxed afternoon on the harbor.
The Sushi Experience
Indulge in a beautifully presented sushi board, crafted fresh and designed for sharing while cruising Charleston Harbor. Each board features an artful assortment of premium sushi rolls, nigiri, and seasonal accompaniments, prepared with high-quality seafood and presented for effortless enjoyment onboard.
Sushi boards begin at $125 and can be elevated up to $250, allowing for expanded selections and enhanced presentation for larger groups or special occasions. Ideal for sunset cruises, celebrations, or guests seeking a refined culinary experience on the water.
The Gatsby Experience
Andy Brings a lifetime of hospitality, storytelling and attention to detail to every Gatsby Charter. This is not a scripted tour - its an intimate experience by conversation, history, and the rhythm of the Charleston Harbor.
An Icon On The Water - GATSBY
Departing from Charleston Maritime Center, Gatsby offers private cruises for up to six guests aboard a beautifully restored 1965 Wooden motorboat. Designed for comfort, conversation, and quiet luxury, every detail is intentional - from the teak decks to the pace of each journey
Gatsby Team
Andy King
Andy King is a globally recognized event producer and hospitality entrepreneur with over 30 years of experience creating luxury experiences for elite clients worldwide. Known for his work in FYRE and his leadership in sustainable event production, Andy now brings his passion for exceptional entertaining to Charleston’s premier experiential yacht charters.
A passionate advocate for sustainability, Andy has spent the last 15 years pioneering low- and zero-waste event production. His work includes launching Mark Ruffalo’s The Solutions Project and producing a major climate fundraising event for Leonardo DiCaprio that raised over $8 million.
Beyond events, Andy is a cookbook author, television host, and producer, with appearances on The Food Network, Animal Planet, and Fine Living Network. His most recent series, The Anonymous, aired on USA Network and was produced by Lambert Studios in London. He has also owned and operated a boutique hotel and restaurant in Hudson, New York.
Owner & Host
Holly Hillman
Captain Holly is a USCG 100-Ton Master Licensed captain, US Navy veteran, and yoga teacher. Known for her laid-back, humor-filled personality, Holly prioritizes safety and comfort, offering a relaxed, fun, and memorable experience for all guests.
Holly has spent years intimately connecting with the ocean in many different forms. From SCUBA diving, surfing, kayaking, to restoring oyster reefs and saltwater marshes. As a former marine biologist and naturalist, Holly has dedicated her life to preserving and loving the waters in which she finds peace. Her passion for environmental and marine conservation is infectious, and she loves sharing her knowledge with others.
Holly holds a U.S. Coast Guard 100 Ton Master Captain License and can be found working on a variety of vessels in and around the Charleston Harbor. Additionally she is certified in CPR and First Aid, ensuring every sail is both enjoyable and safe.
First Captain
First Mate
Craig McBlain
Craig McBlain is a real estate professional and entrepreneur with a passion for hospitality, lifestyle-driven experiences, and thoughtful design. Originally from Scotland and now based in Charleston, Craig brings a global perspective and a sharp eye for detail to every venture he’s part of.
With over five years of experience in real estate across Charleston, South Carolina and New York’s Hudson Valley, Craig specializes in residential, luxury, and investment properties. His background in property development and client service naturally extends into hospitality—where precision, presentation, and guest experience are paramount.
As co-founder of the Charleston experiential yacht charter, Craig plays a key role in operations, guest relations, and brand vision, ensuring every charter feels seamless, elevated, and personal. His focus is on creating relaxed yet refined experiences that feel effortless from the moment guests step aboard.
Boat DogCooper McBlain King
Cooper is the four-legged member of the crew and the heart of the charter. Known for his calm demeanor, charming personality, and impeccable ability to make guests feel instantly at ease, Cooper takes his role in hospitality very seriously.
If you are lucky enough to have Cooper on your charter, when he’s not supervising from a sunny spot on deck, Cooper enjoys quality naps, greeting guests, and keeping morale high. His presence adds warmth, character, and just the right amount of personality to every experience—because no great voyage is complete without a good dog on board.