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Yacht Charters
Bareboat
For experienced sailors, a bareboat charter is the perfect getaway..
Skippered
Relax and leave all the sailing to a professional skipper.
Motor Yachts
Cruise further and see more on the perfect power boat.
Yacht Charters Deals
Calendar Gap offers
Enjoy up to 30% off on 3-to-6-day charters, available on selected dates only.
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Discover exclusive savings on yacht charters, available for selected periods and destinations.
Cabins charters
Cabin Cruise
Reserve a private ensuite stateroom on a modern catamaran.
Full Service
Crewed
The simplest, hassle-free way to charter a crewed private yacht.
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Sailing Vacations

Are you ready for a vacation with a difference? Our sailing holidays offer you the perfect mix of relaxation and exploration, while making sure you get to spend some much-needed time with your friends and family.

We have a variety of sailing holidays available in 35+ exciting destinations. Whether you’re after total freedom or want your own crew on board to do the hard work for you, browse our sailing holidays below or get in touch with us today.

What’s on this page

Yacht charters

Sail some of the world’s premier cruising grounds aboard a premium vessel from our fleet of nearly 800 sailing yachts and powered and sailing catamarans.

Bareboat

Bareboat charter - Dream Yacht Charter
For experienced sailors, a bareboat charter is the perfect getaway.

Crewed charter

With an expert crew to take care of every detail, all you have to do on a cabin or whole-boat charter is relax and immerse yourself in your dream destination.

Cabin cruise

People swimming near catamaran
Reserve a private ensuite stateroom on a modern catamaran.

Crewed

Catamaran charter sailing at sunset
The simplest, hassle-free way to charter a crewed private yacht.

Specialized charters

Take a sabbatical with a long-term yacht rental, enjoy team building at a corporate event or add miles to your log with our delivery charters.