Jolly Roger She sets sail once again!

You may have realized that something was missing when you looked out to sea earlier this year. Where were the sails? The pirate flag? The colorful hull and the roar of the cannons?

If you’d been looking for the Jolly Roger, you wouldn’t have seen her, as she was in dry dock being revamped, refurbished and refreshed; but now she sails again, and she is a beauteous sight to behold.

The Jolly Roger is now offering sunset sails, private charters, and special events throughout Pirates Week. So shiver me timbers, and prepare to board her!

Sunset sails

There is nothing quite like a Cayman Islands sunset sail on a ship, as she slowly makes her way through the water, running parallel with the coast. Anyone who has enjoyed one of these excursions on the Jolly Roger, knows how much fun it is.

The ship leaves Hog Sty Bay every evening for a 2.5-hour tour that includes open bar and finger food snacks. While the rest of the world is huddled in a bar for happy hour, those here can make their way to their favorite spot on the ship, with a rum punch in their hands.

Even on warm evenings, there is always a breeze blowing on the Jolly Roger. Ask about special local rates.

Private charters

Do you have a special date that you’re celebrating? Maybe a wedding party, a birthday party, an anniversary celebration, or even a proposal that you want to make unforgettable?

The Jolly Roger is available for private charters, including full catering services.

With a kitchen onboard and, of course, all the grog you can drink, what better way to introduce visiting relatives and friends to the true spirit of living in the Caribbean?

Seasonal parties

Don’t forget to consider the Jolly Roger for your corporate Christmas party! What a great way to show your staff that they’re appreciated, by treating them to a sail on this fantastic ship, with food and drink included. Book early to get the best dates!
You should also reserve your space for the New Year’s Eve cruise party being held on the high seas. Get ready to ring in 2015 in proper island style.

For reservations and information, see or call 945-7245