Charter skippers Charlie Thomason and Greg Boudreaux get results

Charter Skippers

Yacht Charter / February 25, 2024

Caribbean cruising holiday breaksTake the force down with a skippered cruising getaway. Charter an attractive boat from our world-class fleet in one of 25 global locations. Our experienced skippers can make you liberated to relax on deck the maximum amount of or as low as you prefer.

Skippered sailing charters are ideal for less experienced sailors selecting a relaxing break or even for beginners planning to see a number of the world’s most useful cruising reasons. Also expert sailors will benefit from a skippered yacht charter, getting the opportunity to unwind and luxuriate in a stress-free holiday.

"Our hired captain surpassed our expectations. She was professional, knowledgable about sailing & the location. She made exemplary tips while also enjoying our suggestions."
— St Martin, Skippered Charter

Mediterranean sailing holiday breaksso how exactly does it work?

It's possible to have a Skipper for the entire charter, or just a couple of days that will help you settle to your boat or the location. They’ll utilize their expert regional understanding and cruising knowledge to plan an itinerary according to your passions and just how you may like to invest your holiday. Or if perhaps you’re happy to opt for the movement, they can take the lead, seeking the perfect stopovers to go to, restaurants to eat at, therefore the best hidden bays and shores to loll on.

Who will be our skippers?

We a team of friendly, skilled and experienced Skippers accessible to hire at any one of our destinations and we'll select the one best for you centered on your needs. A number of our Skippers were with us for a long period and consumers request all of them every year – in fact Gael at our Athens base has-been invited to a single of their regular customer’s wedding ceremony!

Simply how much does it price?

Australian cruising holiday breaksOur Skippers tend to be hired by the day, and you’ll be recharged a regular rate along with the cost of the watercraft charter. You’re also accountable for keeping them fed, watered plus well-rested, so you’ll need to ensure you cover their provisioning plus accommodation needs*. They’re an easy-going audience, therefore they’ll be happy provided that you’re happy!

*Skippers require using their own cabin, therefore keep this in your mind when selecting your boat. Also, you'll conveniently include a provisioning bundle for the skipper - Our Vacation Planners makes it possible to book your skipper and select the perfect yacht for your group!


Wild, exotic and remote; cosmopolitan and cutting-edge; untouched and tranquil, discover 26 incredible sailing spots.

From top on bottom of the Caribbean, Sunsail has it covered from St.Lucia, Antigua, Grenada, St.Martin and British Virgin isles.

Take a look at Italian coastlines; sail from stylish Palma, Croatia and Turkey; explore the Sporades, Cyclades and Ionian in Greece.

Discover a small piece of paradise with turquoise seas and golden sands from our base in Mahe, Seychelles.

Southern Pacific cruising holiday breaks south-east Asia cruising holidays