Skippered Sailing Holidays

Who is a skipper?

A skipper is a fully qualified and professional captain who will be responsible for sailing the yacht from one hidden gem to another. They will have hundreds of hours experience in sailing many different types and sizes of yachts. They are often local to your chosen destination, therefore come with a wealth of knowledge to make your sailing adventure the best it can be.

Whether you are new to sailing holidays or are simply looking for a helping hand on board, we have made it easy for you to plan your perfect sailing holiday through our two skippered charter options.

Skippered Charter FAQ's

What is a skippered charter?

You will hire a skipper to take the helm, navigating your yacht throughout your sailing holiday. With their local knowledge, the skipper will provide their expert tips and advice on must-see stops to enhance your itinerary, and to get the best from your chosen destination. The skipper will stay on board the yacht throughout the entire duration of your sailing holiday. The skipper provides added security and comfort for new sailors or beginners who aren’t quite ready to take a yacht out or don’t have the qualifications to do so. Experienced sailors may also hire a skipper to take advantage of the local knowledge or to allow them to relax knowing everything is taken care of.

Choose between our ‘Skippered Charter Package’ or  ‘Bareboat Skippered Charter’

Our Skippered Charter Package is available on our award-winning catamaran, the Sunsail 454 Lounge, in one of our most popular sailing destinations, Marina Agana in Croatia. The package includes the skipper, skipper provisioning (food and drink) and Wi-Fi. Bareboat Skippered Charter offers more flexibility and is available in all our stunning destinations on any yacht in our fleet. This is also available in Marina Agana, where we offer our skippered charter package.

Differences and inclusions of a Skippered Charter Package and a Bareboat Skippered Charter are set out below .


Skippered Charter Package
  • Skippers will have a dedicated yacht that they will stay on throughout the season.
  • Includes skipper for your whole charter.
  • The skipper will have a fixed interior cabin and cannot be asked to use the forepeak cabin to allow for additional guests. Guests are of course welcome to use the forepeak cabins
  • Available in Marina Agana, Croatia from May 2024
  • Only available for selected sailing yachts
  • Yachts available are Sunsail 454 Lounge – 4 Cabin
  • Price includes the yacht, skipper hire, skippers' food and drink, and complementary Wi-Fi


Bareboat Skippered Charter
  • Skipper will captain any yacht that you choose within the fleet including all monohulls, sail and power catamarans
  • You can pay for a skipper per day (in most destinations) or for the whole duration of your charter
  • Your skipper will require a cabin for the duration of their time aboard. Consult your Sunsail Holiday Planner, or view the specifications on your yacht's web page to ensure there is enough space for your party plus the crew you intend to hire. Skippers can utilise the forepeak cabin where needed however this must be advised at the time of booking. If an interior cabin is available, the skipper will occupy this.
  • Available in all worldwide destinations.
  • Available for all sailing yachts.
  • Any yacht that you choose.
  • The skipper is added as an extra to your booking. The skipper price only includes the skipper. You are required to provide provisioning for your hired crew. You can pre-pay this whilst booking online, or a Holiday Planner can add provisioning if you are booking over the phone. If you choose not to do this, you will need to provide your crew with food and drink throughout your charter.


Interested in the Skippered Charter Package? 

To build a quote online for the skippered charter package, please click on the link below. 

Build your quote

Interested in a Bareboat Skippered Charter? 

To build a quote online for the bareboat charter, please click on the link below. 

Build your quote