Discover the world by water Small group sailing holidays and charters through Europe and beyond, with expert planning, unforgettable destinations, and the freedom to explore.

At Yachting Holidays, we specialise in small group sailing holidays and charters that combine freedom, fun, and expert guidance.

Whether you’re dreaming of island-hopping in Croatia, soaking up the sun on the Amalfi Coast, or uncovering secret bays in Greece or Turkey, we can book and organise your own private bareboat or skippered charter. There’s nothing like entering your dream port destination by sea.

Or join a hosted flotilla. Our holidays offer a relaxed and social way to travel. Everything is taken care of.

Backed by decades of personal experience and our well known, trusted International partners, our holidays are as smooth as the seas we sail.

Our Services

Overseas Holidays & Charters

Pittwater Charter Holidays

Your Holiday
Handled by Experts

With decades of sailing and charter management experience and trusted partnerships across multiple destinations in Europe, The Caribbean, Thailand and the Pacific we know how to create a holiday that feels effortless from start to finish. Our team carefully selects each yacht, itinerary, and destination to make sure your trip is both smooth and unforgettable.

From booking and travel advice to insider tips on the best places to swim, eat, and explore, we handle the details so you can relax and enjoy the journey. We’re here to support you every step of the way, with real knowledge, local connections, and a passion for making your sailing holiday one to remember.

Why Travel with
Yachting Holidays ?

Our annual Mediterranean flotilla holidays combine the freedom of sailing with the comfort of a guided experience. You’ll join a small group of friendly travellers, enjoy flexible itineraries, and explore incredible destinations at your own pace, all with the support of an experienced Australian team.

We take care of the details.  You won’t be rushed or herded. Instead, you’ll travel in comfort, enjoy meaningful moments, and return home with memories that last a lifetime.

Or let us book your own private overseas charter – over 25 years of sailing the Med and beyond we know the cruising grounds, bases the yachts and can get you the best deal on the yacht that suits your needs.

All with backup advise on itineraries that work,  hotel recommendations, suggested side trips and more.

And if you’re looking to book a Pittwater charter or go racing let us smooth the way for you with a booking through our associate Allsail Pittwater Yacht Charter.

Contact us or call Russell direct on 0419 602327 to personally discuss your needs.

Let’s Make It Happen

Book your next sailing holiday with Yachting Holidays.
Stress-free, unforgettable, and tailored to you.

Explore Destinations

Ready to Sail?

We’d love to hear from you. Whether you’re keen on joining an overseas adventure, racing on Leeward, or booking a Pittwater charter – get in touch today.