Start your sailing journey with Sunsail

Are you completely new to sailing and wondering if this type of holiday is worth trying? We can guarantee there is no holiday quite like a sailing holiday, and once you have been, you will be hooked! With over 20 stunning destinations to choose from, covering the Mediterranean, Caribbean, Indian Ocean, Southeast Asia and South Pacific, you will discover exhilarating adventure on the water, seeking out and exploring hidden gems, remote beaches and uninhabited islands that can only be reached by boat. You can be certain that you will create wonderful memories that will last a lifetime.

We are here to help you choose the perfect sailing holiday.

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Wondering what to expect? Watch these sailing newbies embark on an island-hopping adventure from our Agana base to discover Croatia’s best sights and secrets.

Skippered Bareboat Sailing Holidays

Hiring a professional, knowledgeable skipper who will navigate your yacht during your sailing holiday is ideal for those who are new to sailing or aren’t comfortable going out on their own.  

You can still get as involved in the sailing as you want or if you would rather relax and take in the beautiful scenery, you can be rest assured that your skipper will always be in complete control. Your skipper will also be an expert in your chosen destination and can provide tips on the best places to visit to help you get the most out of your itinerary. 

We have introduced our new skippered sailing package which is perfect for those who don’t know where to start when planning their first sailing holiday. This package includes all the essentials including our award-winning, spacious Sunsail 454 Lounge catamaran, a dedicated skipper, skipper provisioning (food and drink) and Wi-Fi. Available in one of our most popular destinations, Marina Agana in Croatia, this would certainly be a sailing adventure to remember.  

Skippered Charter Package

If you would prefer to try another destination where our skippered package isn’t offered, you are still able to hire a skipper through our bareboat skippered charter option.

Bareboat Skippered Charter


Flotilla Sailing Holidays

Sunsail invented the flotillas over 45 years ago and they have been popular amongst all levels of sailors ever since. Flotillas offer a more sociable sailing experience, where you will sail alongside other yachts on a planned route, with organised activities for the evenings, such as beach BBQs or punch parties, as well as first morning breakfast and end of week regatta all included. One of the main advantages of a flotilla is that you will have the reassurance and support of a Sunsail lead crew, which includes a skipper, host and technician. If you have children, Lefkas and Agana flotillas also have a kids activity coordinator. If you are not comfortable with sailing the yacht by yourself, you can hire a skipper or if you would like to learn, we have Flotilla Starter or Flotilla Hero courses in Croatia or Greece.

Flotilla Sailing Holidays

Are there health and wellbeing benefits of sailing?

In a recent survey, we asked Brits if they enjoyed being in a ‘flow state of mind’ and 100% said yes, with 94% saying being in the flow state of mind helps with their mental health and that they have noticed an improvement. Despite this, 81% of people surveyed said they only spend 1%-10% of their time in this state of mind.

Find out what it means to be in a ‘flow state of mind’, and how sailing can help you achieve this.

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What sets Sunsail apart?

  • Firstly, and most importantly for additional peace of mind we are ABTA & ATOL protected, meaning if anything changes your holiday is in safe hands. 

  • We have our Book and Travel with Confidence policy which offers flexibility and insurance options.

  • We include more as standard in our pricing which includes; end of charter cleaning, dinghy and outboard engine (inclusive of fuel) and a 4-hour service guarantee, plus much more so you can expect no hidden fees.

  • We can offer full travel services such as flights, hotels, and transfers.


Discover Our Latest Offers

Save when you book your first sailing holiday! Prepare to embark on a remarkable journey, awakening to breathtaking new views each day and uncovering hidden gems that are only accessible by yacht.

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