SAIL WITH CHARLY
SAIL WITH CHARLY
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    • Home
    • Caribbean
    • Chartered Fleet
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  • Caribbean
  • Chartered Fleet
  • Politica de Privacidad
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Welcome to SAIL WITH CHARLY

Welcome to SAIL WITH CHARLYWelcome to SAIL WITH CHARLYWelcome to SAIL WITH CHARLY

For dreamers, by dreamers — powered by the wind

Contact Us

Welcome to SAIL WITH CHARLY

Welcome to SAIL WITH CHARLYWelcome to SAIL WITH CHARLYWelcome to SAIL WITH CHARLY

For dreamers, by dreamers — powered by the wind

Contact Us

Hi, I’m Charlie!

I’ve been sailing for over twenty years, exploring some of the most beautiful corners of the Caribbean.

This region has given me unforgettable moments — and now I want to share them with you.


Let’s sail together.

I’ll take you to hidden spots I’ve discovered, teach you the rhythm of life at sea, and create unforgettable memories aboard.

From hands-on sailing to fine dining and world-class wines — this is a journey crafted with care and character.


And in collaboration with Dream Yacht Charters, we can offer access to some of the finest catamarans and sailing yachts across the Caribbean — giving you the freedom to explore wherever your heart desires, with comfort and style.


This isn’t just about a destination.

It’s about how you get there.

Welcome to Sail with Charly


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Caribbean Destinations

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Charters from St. Martin

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Explore Baja California by Sea

Explora nuestra flota | Explore Our Fleet

Desde monocascos de 36 pies hasta catamaranes de lujo de más de 50 pies, Sail With Charly LLC te conecta con la flota del Caribe de Dream Yacht Charter. Diversidad, confort y aventura en cada travesía.


From 36-foot monohulls to luxury catamarans over 50 feet, Sail With Charly LLC connects you with Dream Yacht Charter’s Caribbean fleet. Variety, comfort, and adventure in every voyage.

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Santa Marta COLOMBIA

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Cartagena COLOMBIA

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Ready to chase the wind?

Let’s talk about your dream trip

Drop anchor with us online!

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