Keith Cressman
In the rippling embrace of South Dakota’s lakes, Captain Keith Cressman carved his aquatic narrative, a saga spun with threads of boating, fishing, and the wild dance upon waterskiing sprays. Amidst the serene reflections of the Sunfish14 and the spirited adventures atop the Hobie Cat 16, dreams swelled within him like billowing sails, whispering tales of grandeur upon the boundless seas.
An accomplished angler, his youthful gaze fixated upon Jacques Cousteau’s odysseys, kindling an aspiration to plumb the depths as a PADI Divemaster—a dream realized amidst the watery realms.
1998 heralded the commencement of a new chapter—a bareboat charter in the BVI sparking a fervent yearning for yacht ownership. A mere eighteen months hence, he stood at the helm of a Jeanneau 43DS, a sister ship mirroring the very image etched upon his fridge—an emblem of realized dreams.
His credentials unfurl like unfathomable horizons—a USCG Captain’s license in ’05 burgeoned into a Master Mariner Credential with Sailing Endorsement in ’06. The year ’21 brought the crescendo—an upgrade to a USCG < 200 Ton credential, coupled with the celestial navigation prowess to navigate oceans. Over 50,000 blue water miles adorned his seafaring résumé, woven with deliveries along the Atlantic’s embrace and between the US and the Caribbean.
In the sanctum of luxury, he steered yacht charters in Chesapeake Bay and the Caribbean, orchestrating a symphony of maritime opulence. A stint with Paradise Yacht Management in the Virgin Islands and captaincy aboard vessels like the 34M Broward and the 32M Intermarine 2000 amplified his maritime odyssey.
Beyond the waves, hospitality beats within him—grilling and bartending are his hymns. An amateur sous chef, mixologist, and oenophile, he crafts experiences akin to fine art, bestowing guests with an unparalleled voyage.
