Sailing Holidays for Families

Book a family holiday with a difference, and treat your nearest and dearest to a sailing adventure onboard a Sunsail yacht. You’ll start your family sailing holiday from one of our bases in the Mediterranean or the Caribbean before you set sail on an amazing experience that can be as chill or as adventurous as you like.

Cater for the whole family, whether you’re travelling with children, grown-up kids, grandparents, or a mix of generations. All of our sailing destinations have something for everyone, and you’ll be able to create an itinerary that ticks the boxes of everyone on board. 

Why Choose a Family Sailing Holiday?

A sailing holiday is perfect for families and groups looking for fun on and off the water. When you book with Sunsail, you can say hello to:

• Fun sailing experiences for families
• Worldwide destinations full of beautiful history and culture
• Breathtaking views and places for swimming, snorkelling, kayaking and exploring
• Flotilla options for discovering new routes and sailing conditions

Explore Our Family Sailing Holiday Destinations

Discover the perfect family sailing getaway with our handpicked destinations. Whether you’re seeking calm waters for beginners or exciting adventures for more experienced sailors, each location offers unique experiences designed to create unforgettable memories for the whole family. Explore our top family-friendly sailing spots below.

Which Sailing Holiday Suits Your Family?

We offer sailing holidays for families of all experience levels. Set out on your own family adventure with a bareboat charter, giving you the freedom to explore at your pace. Or, enjoy a mix of sailing and fun social activities with the support of a lead crew on a Sunsail flotilla. If relaxation is the priority, let a professional skipper handle the sailing whilst your family enjoys quality time together on the blue seas.

Family bareboat charter holidays

Choose a bareboat charter holiday, and you’ll discover a fantastic family activity where everybody can get involved. From plotting the course to tying knots, navigating, and setting sail, this is the perfect way to entertain the whole family. For beginners, we also offer family sailing courses so you can get your sea legs first.

Family flotilla holidays

Barbecues, kids’ activities, treasure hunts, fun water activities—our flotillas are perfect for a family holiday. Sit back and enjoy a G&T while the kids play or get involved in the games. Flotillas let you enjoy the best of sailing with your family. Available on certain flotillas during the school holidays, our activities coordinator is on hand to give you some time to yourself without having to worry about what the kids are up to.

Family skippered yacht charter

Sailing is a great way for families to enjoy time together and learn about teamwork, and you can get the best of both worlds with a skippered yacht charter. Your skipper can help you to make this a family learn to sail holiday for at least some of your time onboard by showing you the ropes. Or, if you want to leave the hard work at home, they can simply take you to whichever destinations you prefer, leaving you to enjoy more time with your family.

Activities For The Whole Family

On a family sailing holiday, there are activities for everyone to enjoy. Spend your days swimming in crystal-clear waters, snorkelling to discover vibrant marine life, or simply relaxing on deck while sunbathing under the warm sun.

We have a range of optional extras for you to add to your sailing holiday such as stand-up paddleboards, noodles and floats, and sea kayaks in selected destinations

For families who love exploring, there are countless opportunities for hiking along scenic coastal trails, offering breathtaking views. These adventures, combined with the freedom of sailing, make for an unforgettable family experience full of both relaxation and excitement.

Book a Family Sailing Holiday

Ready to set sail? Plan your family’s perfect sailing trip now. With destinations offering everything from tranquil waters for swimming to vibrant snorkelling spots and picturesque hiking, there’s a perfect spot for every family. Dive into our options and book your unforgettable holiday today. From peaceful bays to adventurous coastal trails, there’s a place that will suit your family’s idea of the perfect holiday.

Check the best places to sail in July and August so you can plan ahead of the school holidays, or explore all of our top sailing destinations and start planning a trip packed with both relaxation and adventure, making memories that will last a lifetime.