Skippered Sailing Holidays

getaway 2

Sailing is a one-of-a-kind adventure, so there’s a lot to consider when planning your ultimate sailing getaway. Whether you’d like to hoist the sails yourself, or you’d rather sit back and relax with a beer, one of the best ways to make the most of your holiday is to hire a skippered sailing boat. Hiring a skippered boat is a simple way to take the pressure off you and your family, leaving room for only relaxation, laughter and fun. It doesn’t matter if you are new to sailing or you’re a veteran of the sailing world - a skippered holiday lets you take the wheel, in an entirely new way! 

Relax and unwind - let your skipper take charge

Skippers can be added to any bareboat, adding a relaxing bonus to your holidays in a number of ways. As fully qualified and experienced professionals, your skipper will be officially in charge of handling the yacht, leaving room for you to learn and soak up the experience however you wish to do so. You’re welcome to work with the skipper and take the helm if you have some sort of experience sailing - otherwise, jump up and learn the ropes with a professional at the wheel!

Soak up local insight 

Aside from the logistics of sailing, hiring a skipper also gives you the opportunity to enjoy a more well-rounded and authentic adventure. Our skippers are local to the Whitsundays region and will be more than happy to provide local knowledge, tips, recommendations and more. If you’d like to know more about the history of the region and its flora and fauna, you’re in good hands with your skipper. Fancy a dip in a secret snorkelling spot or want to run around on a secluded beach? Your skipper knows just the place, and the right time to go! Our skippers hold a wealth of knowledge when it comes to the ocean and our beautiful region - so get ready to see the absolute best spots to moor up and spot sea turtles! 

Create your own adventure 

Another great aspect of hiring a skipper is the complete flexibility of your trip! Whether you choose to take to the water for a day trip or are interested in sailing the seas for over a week, the world is your oyster when you hire a skipper! They are experts at reading the weather and making sure the forecast is appropriate for your adventure, meaning you’re in great hands.

Regardless of the prospective itinerary featured with your chosen vessel, you and your family are free to make all of the decisions when it comes to what you do, where you go and how long you stay for. Want to skip Hill Inlet Lookout and spend more time floundering around on the dazzling silica white sands of Whitehaven Beach instead? No problem! Feel like snorkelling somewhere a little more off the beaten track? Your skipper can take care of that! Feel free to work with your skipper and crew in coming up with an incredible itinerary that will suit everyone in your group.

snorkel with turtle

Brush up on your sailing skills

Sailing with a skipper is not just for those who are new to the experience. Hiring a skipper can be one of the most rewarding and stress-free ways to jump back into the swing of sailing after a long hiatus! Whether you’ve had twenty years of sailing experience or only a few months, you’re bound to learn something new from your passionate and qualified skipper. Choose to soak up the experience and watch, or get your hands dirty and hoist the sails! 

It’s important to remember that sailing a boat in the Whitsundays mandates a few more requirements than just a sailing license - you’ll need the appropriate documentation, permits and licenses depending on where you are going and what you are planning on doing. Take all of the stress out of your holiday and hire a skipper to man your ship! There’s no better way to soak up a relaxing and adventurous holiday with your friends, family and children. 

sailing lessons

Click To Chat


  • Based in Airlie Beach
  • Our experts are all experienced locals
  • We will build packages to save you $$$
  • Whitsundays biggest boat cooperative

Quick Enquiry

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.