Large Group Sailing Holidays

Good times are better shared

Set sail with your crew and create unforgettable memories on the water. Whether you’re learning to sail or exploring new horizons, a group yacht charter is the perfect way to discover breathtaking destinations together.

From the ever-popular coastal resorts of the Mediterranean to the remote paradise islands of the Indian Ocean, South Pacific, and Caribbean, we have a range of destinations to suit all tastes and budgets.
Join one of our 17 existing flotilla routes, or charter your own small fleet and create your bespoke mini Flotilla holiday. Raft up for on-deck G&Ts at sunset, or club together for a large catamaran or monohull to sail the world’s best cruising grounds. Our world-class sailing fleet includes cats and monos with up to five cabins and the same amount of heads—perfect for even the largest parties.

Getting Started Is Easy

Planning a group sailing holiday is a sea breeze with Sunsail UK. Here’s how it works:

1. Pick Your Yacht: Choose from our fleet of spacious large sail yachts.
2. Choose Your Sailing Destination: From the Mediterranean to the Caribbean, the options are endless.
3. Plan Your Trip: Choose an itinerary based on your group’s preferences, from activities to moorings.
4. Set Sail: We’ll take care of the logistics, so you can focus on enjoying your time together.

Our Group Yacht Charter Destinations

Embark on a group sailing holiday with Sunsail at 20+ stunning destinations across the world. Whichever sailing destination you’re dreaming of, we’ll help you get there. Some of our top spots for group sailing include:

• The Greek Islands: Iconic blue-and-white coastlines, hidden coves, and legendary hospitality.
• The Caribbean: Sun-drenched days, turquoise waters, and vibrant island culture.
• Closer to Home: Explore the UK’s coastal gems or venture into the Mediterranean for sun-soaked adventures

Types of Group Sailing Holidays

We understand every group is different, which is why we’ve got options to suit your style:

Bareboat Group Charters

Feeling confident at the helm? Take charge and explore the seas with your crew.

Let your group’s experienced sailors lead by example on a bareboat charter holiday. A string of islands, a ribbon of coastline, a beautiful yacht and your closest friends; on a bareboat charter holiday what you say goes.

Skippered Group Charters

No sailing experience? No problem. Sit back, relax, and let our expert skippers do the work.

With a skipper as your guide, your group will enjoy sights and experiences you won’t find in any guidebook. Relax on deck while your skipper takes the helm or be more hands-on and improve your sailing skills under their expert tuition. Take the pressure off with a skippered group sailing holiday.

Group Flotilla Sailing Charters

Want the best of both worlds? Sail with your group and enjoy the camaraderie of other yachts on a guided flotilla route.

Learn to sail or improve your skills in a fun, social atmosphere on a group flotilla holiday. Sail independently by day and socialise with the rest of the flotilla by night, or stay close to your group throughout. A flotilla holiday is an enjoyable, relaxed way to explore some of the world’s top sailing destinations and make new friends along the way.

World-Class Yachts for Large Groups

Benefits of Group Holidays

Our large yachts are designed with groups in mind. Think roomy cabins, expansive decks, and plenty of space to relax and unwind. Whether you’re travelling as a family, group of friends, or corporate team, our yachts make the perfect home on the water.

Sailing as a group brings people closer, literally and figuratively. Whether it’s diving into crystal-clear waters, dining under the stars, or simply relaxing on deck, every moment feels special when shared. Plus, there’s something for everyone:

• Flexibility: Choose a sailing route that matches your vibe; leisurely or adventurous.
• Privacy: Enjoy your yacht, your way.
• Together Time: Sailing is the perfect blend of excitement and downtime.

“Wonderful experience. Best holiday ever. Exceptionally efficient, helpful, accommodating, and friendly staff. And the catamaran was perfect.” – Guy, Sunsail guest