Historic Schooner Charters

Private Charters | Group Charters

Private Sailboat Events

Experience Classic Schooner Sailing in Key West

To step aboard one of our classic yachts is to step back in time. On the beautiful sprung teak deck beneath a cloud of white canvas, surrounded by gleaming varnish and antique bronze hardware, be transported to the glory days when sailing was the favored fair weather pastime of society's upper echelons. Come join us as we leave our cares behind and head for the wide blue horizon.

MALABAR X was designed in 1930 by America's premier naval architect John Alden. The magnum opus of his schooner portfolio, she was designed for his personal use to win the illustrious Newport-Bermuda race which she duly did, smashing records in 1930 and 1932.

WHEN AND IF is the peacetime dream of an American war hero. This 1939 wooden schooner yacht was commissioned from John Alden by General George Patton to sail around the world with his wife Bea "When the War is over, and if I return."

  • SUNSET SAILS FROM $109

  • DAYSAILS FROM $75

  • PRIVATE CHARTERS FROM $I,495

  • CUSTOM SAILBOAT EVENTS

All group cruises include complimentary boutique Schooner Wine and select beers, bottled water and La Croix.

Private charters and events are fully custom-designed experiences.

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Classic Live-Aboard Sailboat Experience