Large Group Yacht Charters Sailing Holidays

Good times are better shared

Gather your friends and climb aboard a beautiful yacht bound for good times. Learn to sail together or explore the oceans with good friends, discovering new destinations and sharing experiences along the way. 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 very own mini flotilla vacation. 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 fleet includes cats and monos with up to five cabins and the same amount of heads—perfect for even the largest parties.

Larger yachts for group sailing getaways

Sunsail 484 - 4 Cabin

Sunsail 484 – 4 cabin
12 berth monohull

Sunsail 53 - 5 cabin

Sunsail 53 – 5 cabin
11 berth monohull

Sunsail 404 forward

Sunsail 404 – 4 cabin
12 berth catamaran

Sunsail 444

Sunsail 444 – 4 cabin
12 berth catamaran

Sunsail 51 - 4 cabin

Sunsail 51 – 4 cabin
11 berth monohull

Group bareboat charter holidays

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.

Group flotilla holidays

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.

Group skippered yacht charter

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. 

Plan Your Dream Vacation