Private Charters

Private Sailboat Charters in Key West

For Your Destination Wedding or an Unforgettable Celebration

From an intimate sail for two to a celebration of up to 49 guests, our private sailing charters are designed to fit your vision. Each charter aboard our majestic wooden schooners is fully customized, with curated food and beverages, a full liquor bar, and optional live music—whether that’s a DJ, folk singer, or steel drum percussionist. Private charters are also perfect for birthdays, family gatherings, camps, and corporate events. Team-building outings, client entertainment, holiday parties, or conference sunset sails all feel more meaningful at sea—and we handle the details to make it effortless.

get in touch

Have a question or need a hand planning your sail? Our friendly team is here to help—just get in touch and we’ll take care of the rest.

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Unwind

wedding charters

Your destination wedding will be beautiful on the deck of a two-masted schooner. Or make us part of your wedding plans – rehearsal dinner, bridesmaid luncheon or the wedding reception itself.

Private Events

From birthdays and family gatherings to corporate celebrations and team outings, our private schooner charters turn any event into something truly memorable. With customizable food, drinks, music, and sailing routes, we’ll help you create a relaxed, one-of-a-kind experience on the water.

Private Charter

Explore the waters of Key West aboard your very own private charter on the Schooner Valora!

Loved by Our Guests

 

get in touch

Have a question or need a hand planning your sail? Our friendly team is here to help—just get in touch and we’ll take care of the rest.

"*" indicates required fields

Be Part of our Historic Key West Sailing Family

FOLLOW OUR ADVENTURES

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