Sailing Holidays: Find The Right Yacht Charter For You

Sail The World With Us

Clear waters, warm winds, and the thrill of adventure at sea. Whether you’re a newbie looking to find your sea legs or an old hand who already knows the ropes, we offer sailing vacations for sailors of all abilities and experience levels. Go your own way and relish ultimate freedom on a bareboat charter. Or blend superb sailing with lively socials and the support of a lead crew on a Sunsail flotilla. Looking to take things easy? Add a professional skipper and let them tackle the hard work as you enjoy the cobalt seas and chase endless horizons.

Creating the world’s finest charters doesn’t happen overnight. It comes from years of experience. Years spent listening to and acting on what sailors want from a yachting vacation. And we keep refining Sunsail Vacations to make them even better. That way they don’t just live up to your expectations, but go beyond your wildest dreams.

Our sailing holidays span 25 worldwide destinations, from the magical Mediterranean to the colorful Caribbean and even more remote and exotic destinations. We’ll take you to the world’s best cruising grounds. All you have to do is choose which option suits you best and prepare to set sail.

We’ve even grouped our destinations by experience level, so you can find the right sailing ground for your skills, qualifications, and desires.

Find out more about our sailing experience levels.

Get inspired for your vacation destination

Feel the romance of a sailing trip for two; indulge in a sailing vacation that shines with some of Europe’s most delicious food; or dive in to a fun-filled family break. We’ll take you wherever you want to go. Wake up to a new view every morning in the Mediterranean, discover pure relaxation in the Caribbean or explore the world’s most remote shores. Get inspired, get afloat and see the world, differently.