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

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What’s the best time of year to charter a yacht in the Caribbean?

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Do I need a sailing qualifications to bareboat charter in the Caribbean?

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Are one-way sailing charters a good option in the Mediterranean?

One-way sailing charters can be a fantastic option in the Mediterranean, especially if looking to experience a greater variety of coastlines and cultures without retracing your route. By starting in one port and finishing in another, you avoid the need to sail back to your original base Continue Reading...

Can Sail Connections match prices I see on other charter websites for the Mediterranean?

Yes, Sail Connections can usually match and often improve on prices listed on large charter booking websites. We access the same global databases and work directly with all major operators across the Mediterranean or any destination. Continue Reading...

Should I choose a bareboat, skippered, or fully crewed charter in the Mediterranean?

Choosing between a bareboat, skippered, or fully crewed charter in the Mediterranean depends on your sailing qualifications, group preferences, and the type of holiday you want. Continue Reading...

How do I book a yacht charter?

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

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

Beyond the well-patronised waters of Greece, Italy, and Croatia, the Mediterranean offers a host of hidden gems ideal for those seeking a more off-the-beaten-path yacht charter. Continue Reading...