Yacht Charter FAQs

Can you help plan my Mediterranean sailing holiday itinerary?

Absolutely. At Sail Connections, we're here to make your Mediterranean sailing holiday seamless from the moment you get in touch. With years of experience and in-depth knowledge of the region, we can help tailor an itinerary that suits your crew's no doubt varied preferences, your sailing experience, travel dates and the type of holiday you’re after — whether it's relaxed cruising, island-hopping adventure or something in between.

We’ll talk to you about the best sailing regions to match your interests, from the historic coastlines of Greece and Croatia to the glamorous ports of Italy and the hidden gems of Turkey. Once you’ve chosen your destination, we’ll work with you to map out a realistic route, recommend overnight stops, and share insider tips on must-visit spots, local dining and what to expect on the water.

Planning a sailing itinerary involves more than just connecting the dots on a map. We'll help you consider wind patterns, distances, local regulations and your comfort to make sure each leg of the journey is enjoyable. And while no itinerary is ever set in stone due to weather and other variables, you can rely on our experience to help you make informed choices with plenty of flexibility built in.

Talk to us — we’re here to support you every step of the way.

Related FAQs

How do I book a yacht charter?

Booking a yacht charter with Sail Connections is a simple process Continue Reading...

What happens if there’s a problem with the boat during our trip?

Problems on charter are rare, but should something go wrong, rest assured Continue Reading...

What are some less well known Mediterranean sailing destinations worth exploring?

Beyond the waters of Greece, Croatia etc., the Med offers a host of hidden gems Continue Reading...

Is the Mediterranean suitable for families taking their first sailing holiday?

Yes, the Med is one of the best places for a family-friendly sailing holiday Continue Reading...

What are the differences between catamaran and monohull for Mediterranean sailing?

The choice comes down to what kind of sailing experience you’re after Continue Reading...

Which Mediterranean destinations are most popular for charter sailing holidays?

The Mediterranean is a dream sailing destination Continue Reading...

How much does a sailing holiday in the Mediterranean cost?

The cost of a sailing holiday in the Mediterranean can vary widely Continue Reading...

Do I need a licence to charter a yacht in the Mediterranean?

Yes, if you're planning a bareboat charter (where you skipper the yacht yourself) Continue Reading...

With so many Mediterranean sailing holiday destinations to consider, where do I begin?

It’s true—the Mediterranean is packed with incredible sailing options Continue Reading...

What are the benefits of booking a sailing holiday through a broker like Sail Connections?

Booking through a trusted yacht charter broker offers many advantages Continue Reading...

The Sail Connections Guarantee

One contact - every option - advice you can trust.


  • Matching any competitive offer
  • Sourcing boats with discounts available
  • Personalising our proposal just for you
  • Qualifying the operator as well as the boat
  • Advising without bias based on 25+ years of experience
  • We do more than just book yachts!

We will match any discount website offer on charter boat price, and still provide our customary high level of service.

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The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download.

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