Set sail on a truly unique experience aboard two iconic schooners: Malabar X and When And If. Malabar X, built by famed naval architect John Alden to win the Newport Bermuda race, achieved glory in 1932, setting new records. When And If, the peacetime dream of an American war hero, represents a vision of adventure and freedom. Both vessels offer an unforgettable journey, where you can raise sail, take a turn at the helm, or simply relax and enjoy the beauty of the open water.

Enjoy true blue-water sailing on the Atlantic coast, departing from the charming Safe Harbor Marina. As the sun sets over the horizon, experience the serenity of Key West waters while sailing aboard these gorgeous pieces of American history. Whether you’re a seasoned sailor or a first-timer, this timeless experience will leave you with lasting memories.

We offer a truly private sunset schooner sail, allowing you to be part of the story and indulge in a personalized adventure. Set sail on a historic vessel, feel the wind in your hair, and enjoy an evening like no other.

Please don't hesitate to call us with any ideas and requests you may have - we'll do everything we can to make your dream sail come true!

What to Bring

• Appropriate weatherwear for the day
• Adequate sun protection
• Any snacks you'd like to enjoy during your trip

Private charter optional extras

The beauty of private sailing is that the trip is yours to shape into your perfect sail. We can arrange:

• Extra time sailing
• Specific pick-up / drop-off locations
• Catering