Home > Flotilla Sailings

The original & still the best Flotilla sailing holidays

The newest and largest Flotilla fleet

More destinations than anybody else

All levels of experience welcome

Supported by a professional lead crew

Sunsail Flotilla holidays have grown in popularity since we invented them back in 1974, and today Sunsail continues to lead the way with the newest Fleet of yachts in the world, custom designed for your cruising comfort as well as the largest choice of Destinations. Sunsail's Flotillas are the ultimate in social sailing, providing the perfect balance between independent sailing and unobtrusive support, with the choice of over 26 superb routes in the Mediterranean, Caribbean and the UK!

As well as the reassurance of being part of a group of like-minded sailors, you will cast off each day with the support of your Sunsail Lead Crew. You can be as independent as you like, but your Lead Boat Crew are always nearby in case you need any assistance during your trip. They will also recommend the best anchorages, harbours, restaurants and places to visit.

What's Included in your Flotilla?
At Sunsail we don't want you to worry about all the little details. That's why we include so much in your Flotilla package.

Your Flotilla will include:

Fully equipped cruising yacht for the duration of your holiday including all sailing, navigation and safety equipment

Fully equipped galley

All clean linen including bath and tea towels

Starter Pack

Breakfast on the first morning

Flotilla punch party

Snorkelling equipment (two sets in the Med, all crew in the Caribbean)

Dinghy and outboard (Additional cost for Mediterranean locations)

Full cylinder of cooking gas and full tank of water

One tank of yacht fuel

Yacht cleaning

Yacht Damage Waiver

24 hour support of the Sunsail Lead Crew

Lead Boat and Crew

Skipper

Host(ess)

Engineer

What’s NOT Included in your Yacht / Flotilla Holiday

Food and Drink - Choose from our Food & Drink Packages

Mooring & Marina fees

Childrens' Life Jackets for ages 3 and under

Beach Towels

Flights, Transfers & Related Taxes

Yacht Damage

Fuel

Sunsail offers you a choice of 24 flotillas from Level 0 (Easy) to a more advanced level 3. Conditions such as wind, tide, distances and mooring methods determine the experience required to sail in each area. Please note that these levels are only a guide and there may be some specific skills which are required in different regions.