Your Perfect Sailing Holiday Starts With the Right Yacht

Stress-free bareboat yacht charters and personalised sailing holidays, matched to you by a sailor who knows these waters inside out.

I'm a Qualified Skipper

Get matched with reliable, well-maintained yachts from trusted fleets — without the risk of choosing the wrong operator.
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I’m Looking for a Complete Sailing Holiday

Ideal for families, newer sailors, or groups wanting a relaxed, safe week on the water. You’ll be paired with a friendly, professional skipper who suits your style and handles all the sailing.
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Sailing Around was created for sailors who want a more personal, more dependable way to plan their yacht charter.

Instead of navigating thousands of boats alone, you get expert, personal guidance from a sailor who has spent decades sailing the same waters you want to explore.

Ronen, your personal advisor, brings 24 years of sailing across Greece, Croatia, Turkey and the Mediterranean. He knows which fleets truly look after their yachts and which bases provide the support you hope you never need.

It’s the difference between hoping you’ve chosen well and knowing you have.

A smoother, safer, easier way to charter.

A real sailor guiding you

An experienced skipper or licensed sailor helping you choose the right yacht for your crew and your plans.

Better boats, carefully chosen

We only work with reputable, reliable operators with consistent maintenance standards — no surprises, no tired old boats arriving at check-in.

Simple, confident planning

From yacht selection to licence checks, marina logistics, transfers and provisioning, everything is explained clearly.

Support beyond the booking

If anything comes up, you have continued support. You’re never on your own.

Transparent, personal advice

No jargon. No upsell. Just clear, honest direction so you know exactly what you’re booking.

Charters built around you

Route planning, marina tips, local quirks, weather patterns — you get the kind of insight that normally only comes from years on the water.

The Kind of Holiday You Deserve

A sailing holiday should feel effortless — from the moment you enquire to the moment you set sail.
We help you enjoy smooth, reliable, easy bareboat adventures where everything feels prepared, calm and exactly as it should.

Wherever you choose to explore, our goal is simple: a holiday that begins beautifully and stays that way.

Spanish Coast

How it Works

Let us help you find the perfect sailing holiday

Who We Help

Experienced bareboat skippers

For sailors who want a reliable, well-maintained yacht and a smooth charter experience from start to finish.

Families wanting a safe, easy sailing holiday

Comfortable boats, trusted operators and clear guidance — with the option of a professional skipper or licensed sailor.

First-time bareboat charterers who want expert guidance

Friendly, confidence-boosting advice on routes, licence validity, marinas and choosing the right yacht.

Plan With Confidence Using Our Expert Sailing Guides

Practical, sailor-written resources to help you prepare for your trip — from route planning to anchoring and wind reading.

Plan Your Greek Route Like a Pro

Smart structure, daily distances, and insider marina tips.

Mediterranean Anchoring

Clear, step-by-step techniques for stress-free anchoring.

Top Sailing Apps You Must Know

The navigation and weather tools every skipper should use.

How to Read the Wind for Sailors

Essential for safe, smarter decision-making at sea.

Recorded Webinars & Deep-Dive Sessions

Expert discussions and Q&As for sailors of all levels.